| Date | Time | Type | Home School | Away School | Site |
| MON 8/19 | 10:30 AM | Practice | Ridgefield | | Scotts Ridge MS - SRMS Turf |
| TUE 8/20 | 10:30 AM | Practice | Ridgefield | | Scotts Ridge MS - SRMS Turf |
| WED 8/21 | 3:00 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| THU 8/22 | 2:00 PM | Scrimmage | Hall | Bristol Central | Hall High School - Field 9 |
| THU 8/22 | 2:00 PM | Scrimmage | Lewis Mills | Lakeview | Lewis Mills High School - Soccer JV Field |
| THU 8/22 | 3:00 PM | Practice | Ridgefield | | Scotts Ridge MS - SRMS Turf |
| THU 8/22 | 3:00 PM | Scrimmage | Old Lyme | Morgan | Lyme-Old Lyme High School - Turf Field |
| THU 8/22 | 3:45 PM | Scrimmage | Granby Memorial | Avon | Granby Memorial High School - GMMS Soccer Field |
| THU 8/22 | 5:00 PM | Scrimmage | Canton | Manchester | Canton High School - Bowdoin Field |
| THU 8/22 | Canceled | Scrimmage | Bristol Eastern | New Britain | Bristol Eastern High School - Front Field |
| FRI 8/23 | 11:00 AM | League | Hopkins School | East Catholic | Hopkins School - BJP soccer field |
| FRI 8/23 | 12:15 PM | Practice | Masuk | | Masuk High School - Benedict Stadium Field @ Masuk HS |
| FRI 8/23 | 3:00 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| FRI 8/23 | 3:30 PM | Scrimmage | South Windsor | Ellington | Nevers Road Park - Nevers Road Park Freshman Soccer Field |
| FRI 8/23 | 4:00 PM | Scrimmage | Xavier | Newington | Country Club Field Road - Country Club Road |
| FRI 8/23 | 4:30 PM | Scrimmage | Wilton | Stamford | Allen's Meadow - Lacrosse Field #1 |
| FRI 8/23 | 5:00 PM | Scrimmage | Pomperaug | Danbury | Pomperaug High School - PHS Soccer Field |
| FRI 8/23 | 5:00 PM | Scrimmage | Wethersfield | Granby Memorial | Wethersfield High School - DiCicco Field |
| FRI 8/23 | 6:00 PM | Scrimmage | Shelton | Westhill | Shelton High School - Lower Field |
| SAT 8/24 | 10:00 AM | Scrimmage | Marlborough | East Hartford | Marlboro High School - MHS BAUKS FIELD |
| SAT 8/24 | 11:30 AM | Scrimmage | Greenwich | Notre Dame-West Haven | Greenwich High School - Field 3 |
| SAT 8/24 | 4:00 PM | Scrimmage | Cheshire | Southington | Cheshire High School - Soccer Grass Field |
| SAT 8/24 | 9:00 AM | Scrimmage | Amity | Trumbull | Amity Regional High School - AHS Grass Field # 3 |
| MON 8/26 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| MON 8/26 | 3:45 PM | Scrimmage | East Hartford | Conard | East Hartford High School - Soccer Field |
| MON 8/26 | 3:45 PM | Scrimmage | Granby Memorial | Simsbury | Granby Memorial High School - GMMS Soccer Field |
| MON 8/26 | 3:45 PM | Scrimmage | Manchester | Ellington | Manchester High School - JV Soccer Field |
| MON 8/26 | 5:00 PM | Scrimmage | Weston | Norwalk | Weston High School - WHS Stadium Field |
| MON 8/26 | 5:30 PM | Scrimmage | Avon | Daniel Hand | Avon High School - Turf Field |
| MON 8/26 | 6:00 PM | Scrimmage | Bristol Eastern | Wolcott | Bristol Eastern High School - Front Field |
| TUE 8/27 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| TUE 8/27 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| TUE 8/27 | 3:00 PM | Scrimmage | Darien | St. Luke's School | Darien High School - DHS Upper Oval Turf Field |
| TUE 8/27 | 3:45 PM | Scrimmage | Bristol Central | New Britain | Bristol Central High School - Upper Baseball/Soccer Field |
| TUE 8/27 | 4:00 PM | League | Hopkins School | Amity | Hopkins School - BJP soccer field |
| TUE 8/27 | 4:00 PM | League | Southington | Pomperaug | Southington High School - 3 Soccer/Lacrosse |
| TUE 8/27 | 4:00 PM | Scrimmage | South Windsor | Hall | Nevers Road Park - Nevers Road Park JV Soccer Field |
| TUE 8/27 | 5:00 PM | Scrimmage | Danbury | Bethel | Danbury High School - Grass Soccer Field |
| TUE 8/27 | 5:00 PM | Scrimmage | Wethersfield | Suffield | Wethersfield High School - DiCicco Field |
| TUE 8/27 | 6:00 PM | Scrimmage | Shelton | Trumbull | Shelton High School - Lower Field |
| TUE 8/27 | Canceled | Scrimmage | Farmington | Tolland | Tunxis Mead Park - Tunxis Meade Park |
| WED 8/28 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| WED 8/28 | 3:30 PM | League | Cromwell | Middletown | Cromwell High School - Soccer Field 2 |
| WED 8/28 | 4:00 PM | Scrimmage | New Canaan | Stamford | Conner Field, New Cannan - Conner Field, New Cannan |
| WED 8/28 | 4:00 PM | Scrimmage | Lewis Mills | Shepaug Valley | Lewis Mills High School - JV Soccer/Lacrosse Field |
| WED 8/28 | 4:00 PM | Scrimmage | Southington | St. Paul Catholic | Southington High School - 4 Sub V Lacrosse/Soccer |
| WED 8/28 | 6:00 PM | Scrimmage | Wilton | Weston | Wilton HS - Lilly Field |
| THU 8/29 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| THU 8/29 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| THU 8/29 | 3:30 PM | Scrimmage | Manchester | Portland | Manchester High School - JV Soccer Field |
| THU 8/29 | 3:45 PM | Scrimmage | Naugatuck | Cheshire | Rotary Field - Soccer Field |
| THU 8/29 | 4:00 PM | League | Hopkins School | Notre Dame-West Haven | Hopkins School - BJP soccer field |
| FRI 8/30 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| FRI 8/30 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| FRI 8/30 | 3:00 PM | Scrimmage | New Canaan | St. Luke's School | Saxe MS - Field 2 |
| FRI 8/30 | 4:00 PM | Scrimmage | Brookfield | Staples | Brookfield High School - BHS Stadium Field |
| FRI 8/30 | 4:00 PM | Scrimmage | Woodstock Academy | Auburn High School | The Woodstock Academy - Charles Bentley Athletic C - BENTSCJV - Bentley JV Soccer Field |
| FRI 8/30 | 4:30 PM | Scrimmage | Bethel | Stamford | Bethel High School - Rockwell Field |
| FRI 8/30 | 5:00 PM | Scrimmage | East Hartford | Avon | East Hartford High School - Soccer Field |
| FRI 8/30 | Canceled | Scrimmage | Farmington | Old Saybrook | Tunxis Mead Park - Tunxis Meade Park |
| SAT 8/31 | 10:00 AM | Scrimmage | New Milford | Danbury | New Milford High School - Middle Soccer Field - NMHS |
| SAT 8/31 | 11:00 AM | Scrimmage | Fairfield Prep | Fordham Prep School | Fairfield University - Grauert Field |
| SAT 8/31 | 12:30 PM | Scrimmage | Weston | St. Joseph | Weston High School - WHS Stadium Field |
| SAT 8/31 | 4:00 PM | Scrimmage | Cheshire | Pomperaug | Cheshire High School - Alumni Field - Turf |
| SAT 8/31 | 9:00 AM | Scrimmage | Manchester | Haddam Killingworth, Maloney, Windham | Manchester High School - JV Soccer Field |
| MON 9/2 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| MON 9/2 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| TUE 9/3 | 2:30 PM | Practice | Masuk | | Masuk High School - Masuk High School Middle Field |
| TUE 9/3 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| TUE 9/3 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| TUE 9/3 | 3:30 PM | League | Ledyard | East Lyme | Ledyard High School - Bill Mignault Field |
| TUE 9/3 | 3:45 PM | League | East Hampton | Granby Memorial | East Hampton High School - North Field |
| TUE 9/3 | 3:45 PM | League | East Hartford | RHAM | East Hartford High School - Soccer Field |
| TUE 9/3 | 3:45 PM | League | Enfield | Southington | Enfield High School - EHS SOC GRASS 1 |
| TUE 9/3 | 3:45 PM | League | Avon | Bristol Central | Fisher Meadow Soccer Fields - Fisher Meadows- Field 5 |
| TUE 9/3 | 3:45 PM | League | Glastonbury | Middletown | Glastonbury High School - Field 12 |
| TUE 9/3 | 3:45 PM | League | Maloney | Wethersfield | Maloney High School - Soccer Field |
| TUE 9/3 | 3:45 PM | League | Plainville | East Catholic | Plainville High School - Plainville HS- Turf JV Field |
| TUE 9/3 | 3:45 PM | League | Platt | E.O. Smith | Platt High School - Baseball Diamond |
| TUE 9/3 | 3:45 PM | League | Simsbury | Newington | Simsbury High School - Simsbury Grass Field |
| TUE 9/3 | 3:45 PM | League | Tolland | Hall | Tolland High School - Grass Field |
| TUE 9/3 | 3:45 PM | League | Farmington | Lewis Mills | Tunxis Mead Park - Tunxis Meade Park |
| TUE 9/3 | 3:45 PM | League | Windsor | Bristol Eastern | Windsor High School - JV Baseball Field |
| TUE 9/3 | 4:00 PM | League | Bacon Academy | Portland | Bacon Academy - Baseball Field |
| TUE 9/3 | 4:00 PM | League | Newtown | Bethel | Treadwell Park - Treadwell Town Park--Tilson Field |
| TUE 9/3 | 4:15 PM | Non-League | Somers | Woodstock Academy | Somers High School - Somers High School Grass Field |
| TUE 9/3 | 5:30 PM | League | Shelton | Daniel Hand | Shelton High School - Finn Stadium |
| WED 9/4 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| WED 9/4 | 3:30 PM | Non-League | Platt Tech | O'Brien Tech | ORANGE AVE ATHLETIC COMPLEX - ORANGE AVE ATHLETIC COMPLEX - Field 1 (Soccer) |
| WED 9/4 | 3:45 PM | League | Guilford | Hamden | Bittner Park - Bittner Park Soccer |
| WED 9/4 | 3:45 PM | League | Career Magnet | Sheehan | Boulevard Field - Boulevard Field |
| WED 9/4 | 3:45 PM | League | Foran | Jonathan Law | Foran High School - Kelley Martin Tighe Memorial Field |
| WED 9/4 | 3:45 PM | League | Northwest Catholic | New Britain | Northwest Catholic High School (Primary) - NWC JV Soccer Field / Track |
| WED 9/4 | 3:45 PM | League | Seymour | Kennedy | Seymour High School - Seymour High Lower Field |
| WED 9/4 | 3:45 PM | League | Shepaug Valley | Lakeview | Shepaug Valley High School - Shepaug Valley JV & Middle School Soccer Field |
| WED 9/4 | 3:45 PM | League | Notre Dame-West Haven | West Haven | Veterans Memorial Park (West Haven, CT) - Field |
| WED 9/4 | 4:00 PM | League | Fairfield Warde | St. Joseph | Fairfield Warde High School - Varsity Grass Soccer Field |
| WED 9/4 | 4:00 PM | League | North Haven | Lyman Hall | North Haven Middle School - West Turf Field |
| WED 9/4 | 4:00 PM | League | Westhill | Darien | Rippowan MS - Rippowam Turf Field |
| WED 9/4 | 4:00 PM | League | Berlin | South Windsor | Sage Park Berlin - Scalise Field |
| WED 9/4 | 4:00 PM | League | Stamford | Brien McMahon | Stamford High School - Lower multi-sport |
| WED 9/4 | 4:00 PM | League | Staples | New Canaan | Staples High School - Wakeman Field E (grass) |
| WED 9/4 | 4:00 PM | League | Bridgeport Central | Ridgefield | Veteran's Park - Bridgeport - Soccer Field |
| WED 9/4 | 4:15 PM | League | Norwalk | Wilton | West Rocks MS - Soccer Turf Field |
| WED 9/4 | 5:00 PM | League | Greenwich | Fairfield Ludlowe | Greenwich High School - Field 3 |
| WED 9/4 | 6:00 PM | League | Danbury | Trumbull | Danbury High School - Grass Soccer Field |
| THU 9/5 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| THU 9/5 | 3:45 PM | League | Conard | Simsbury | Conard High School - South Field |
| THU 9/5 | 3:45 PM | League | East Lyme | Fitch | East Lyme High School - Back Soccer Field |
| THU 9/5 | 3:45 PM | League | Hall | Glastonbury | Hall High School - Field 9 |
| THU 9/5 | 3:45 PM | League | Killingly | Windham | Killingly High School - Lower Grass Field |
| THU 9/5 | 3:45 PM | League | Lewis Mills | Berlin | Lewis Mills High School - Soccer JV Field |
| THU 9/5 | 3:45 PM | League | Montville | Lyman Memorial | Montville High School - Grass Soccer Field |
| THU 9/5 | 3:45 PM | League | Middletown | Tolland | Moody School - Lacrosse Field 1 |
| THU 9/5 | 3:45 PM | League | South Windsor | Farmington | Nevers Road Park - Nevers Road Park JV Soccer Field |
| THU 9/5 | 3:45 PM | League | NFA | Bacon Academy | Rec Fields - Fontaine |
| THU 9/5 | 3:45 PM | League | Rocky Hill | East Hartford | Rocky Hill High School - Auxiliary 1 |
| THU 9/5 | 3:45 PM | League | Waterford | Ledyard | Waterford High School - Miner Lane Field #1 |
| THU 9/5 | 3:45 PM | Non-League | Avon | Rockville | Fisher Meadow Soccer Fields - Fisher Meadows- Field 5 |
| THU 9/5 | 4:00 PM | League | Bunnell | New Fairfield | Bunnell HS - Mastroni Field |
| THU 9/5 | 4:00 PM | League | Masuk | Joel Barlow | Masuk High School - Benedict Stadium Field @ Masuk HS |
| THU 9/5 | 4:00 PM | League | New Milford | Stratford | New Milford High School - Joe Wiser Stadium - NMHS |
| THU 9/5 | 4:00 PM | League | Newtown | Pomperaug | Newtown High School - NHS Soccer Practice Fields |
| THU 9/5 | 4:00 PM | League | Torrington | Wolcott | Torrington High School - Robert Frost Sports Complex |
| THU 9/5 | 4:00 PM | Non-League | Weston | Bethel | Weston High School - WHS Stadium Field |
| THU 9/5 | 4:15 PM | League | Woodstock Academy | Stonington | The Woodstock Academy - Charles Bentley Athletic C - BENTSCJV - Bentley JV Soccer Field |
| FRI 9/6 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| FRI 9/6 | 3:45 PM | League | Branford | Wilbur Cross | Branford High School - Grass Field |
| FRI 9/6 | 3:45 PM | League | Bristol Central | Enfield | Bristol Central High School - Upper Baseball/Soccer Field |
| FRI 9/6 | 3:45 PM | League | Bristol Eastern | Maloney | Bristol Eastern High School - Front Field |
| FRI 9/6 | 3:45 PM | League | Manchester | Northwest Catholic | Manchester High School - Soccer Field |
| FRI 9/6 | 3:45 PM | League | Northwestern | Lakeview | Northwestern Regional H.S. - JV Soccer Field |
| FRI 9/6 | 3:45 PM | League | Plainville | Platt | Plainville High School - Plainville HS- Turf JV Field |
| FRI 9/6 | 3:45 PM | League | Shepaug Valley | Terryville | Shepaug Valley High School - Shepaug Valley JV & Middle School Soccer Field |
| FRI 9/6 | 3:45 PM | League | Southington | Avon | Southington High School - 3 Soccer/Lacrosse |
| FRI 9/6 | 3:45 PM | League | East Catholic | E.O. Smith | Veterans Park - Soccer |
| FRI 9/6 | 3:45 PM | League | Wethersfield | Windsor | Wethersfield High School - DiCicco Field |
| FRI 9/6 | 4:00 PM | League | Fairfield Ludlowe | Danbury | Fairfield Ludlowe High School - Sturges Park |
| FRI 9/6 | 4:00 PM | League | North Haven | Career Magnet | North Haven Middle School - West Turf Field |
| FRI 9/6 | 4:00 PM | League | Ridgefield | Westhill | Ridgefield High School - RHS Lower Grass Field |
| FRI 9/6 | 4:00 PM | League | Brien McMahon | Staples | Roton MS - Roton MS |
| FRI 9/6 | 4:00 PM | League | Stamford | Bridgeport Central | Stamford High School - Lower multi-sport |
| FRI 9/6 | 4:00 PM | League | Trumbull | Fairfield Warde | Trumbull High School - The Pit |
| FRI 9/6 | 4:00 PM | Non-League | Newington | Ellington | Newington High School - Soccer Field 2 |
| FRI 9/6 | 4:30 PM | League | Darien | Wilton | Darien High School - DHS Upper Oval Turf Field |
| FRI 9/6 | 5:00 PM | League | Greenwich | St. Joseph | Greenwich High School - Field 3 |
| FRI 9/6 | 5:30 PM | League | West Haven | Guilford | West Haven High School - Ken Strong Stadium |
| FRI 9/6 | 6:30 PM | League | Hamden | Fairfield Prep | Hamden High School - HHS Turf #1 |
| FRI 9/6 | 7:15 PM | League | Foran | Cheshire | Foran High School - Foran High School - Turf Field |
| SAT 9/7 | 10:00 AM | League | Amity | Daniel Hand | Amity Regional High School - AHS Grass Field # 3 |
| SAT 9/7 | 10:00 AM | League | New Canaan | Norwalk | Conner Field, New Cannan - Conner Field, New Cannan |
| SAT 9/7 | 10:00 AM | League | Jonathan Law | Notre Dame-West Haven | Jonathan Law High School - New Turf Field |
| SAT 9/7 | 10:00 AM | League | Lyman Hall | Shelton | Lyman Hall High School - Lyman Hall Field #1 |
| SAT 9/7 | 10:00 AM | League | Sheehan | Xavier | PRAGEMANN PARK - PRAGEMANN PARK |
| SAT 9/7 | 10:00 AM | Non-League | Newtown | Naugatuck | Newtown High School - Blue and Gold Stadium |
| SAT 9/7 | 10:00 AM | Non-League | Weston | Oxford | Weston High School - WHS Stadium Field |
| SAT 9/7 | 10:30 AM | League | St. Paul Catholic | Torrington | St. Paul Catholic HS - McPhee Field |
| SAT 9/7 | 11:00 AM | League | Bacon Academy | Waterford | Bacon Academy - Baseball Field |
| SAT 9/7 | 11:00 AM | Non-League | Coventry | Rocky Hill | Coventry High School - Soccer field |
| SAT 9/7 | 11:00 AM | Non-League | Longmeadow MA High School | Suffield | Longmeadow High School - JV Field (Russell) |
| SAT 9/7 | 12:00 PM | Non-League | Old Saybrook | Canton | Old Saybrook High School - Old Saybrook Soccer Field (Front) |
| SAT 9/7 | 4:00 PM | Non-League | Bunnell | Seymour | Bunnell HS - Mastroni Field |
| MON 9/9 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| MON 9/9 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| MON 9/9 | 3:30 PM | League | Ledyard | Fitch | Ledyard High School - Bill Mignault Field |
| MON 9/9 | 3:45 AM | League | Platt | Northwest Catholic | Platt High School - Baseball Diamond |
| MON 9/9 | 3:45 PM | League | Career Magnet | Wilbur Cross | Boulevard Field - Boulevard Field |
| MON 9/9 | 3:45 PM | League | Branford | Hamden | Branford High School - Grass Field |
| MON 9/9 | 3:45 PM | League | Bristol Central | Maloney | Bristol Central High School - Upper Baseball/Soccer Field |
| MON 9/9 | 3:45 PM | League | East Lyme | Woodstock Academy | East Lyme High School - Back Soccer Field |
| MON 9/9 | 3:45 PM | League | E.O. Smith | New Britain | Farrell Field Park - Upper Field |
| MON 9/9 | 3:45 PM | League | Glastonbury | East Hartford | Glastonbury High School - Field 12 |
| MON 9/9 | 3:45 PM | League | Hall | Rocky Hill | Hall High School - Field 9 |
| MON 9/9 | 3:45 PM | League | Manchester | Plainville | Manchester High School - Soccer Field |
| MON 9/9 | 3:45 PM | League | Montville | Killingly | Montville High School - Grass Soccer Field |
| MON 9/9 | 3:45 PM | League | Middletown | RHAM | Moody School - Lacrosse Field 1 |
| MON 9/9 | 3:45 PM | League | NFA | Waterford | Rec Fields - Fontaine |
| MON 9/9 | 3:45 PM | Non-League | Kaynor Tech | Abbott Tech | Kaynor Technical School - Kaynor Soccer Field |
| MON 9/9 | 4:00 PM | League | Stonington | Bacon Academy | STONINGTON CT - High School - Piver Field - SHS BSOC |
| MON 9/9 | 4:00 PM | Non-League | Windham | New London | Windham High School - Ferrigno Field |
| MON 9/9 | 6:30 PM | League | West Haven | Shelton | West Haven High School - Ken Strong Stadium |
| TUE 9/10 | 3:45 PM | League | Ellington | Rockville | Ellington High School - Back Field |
| TUE 9/10 | 3:45 PM | League | Enfield | Bristol Eastern | Enfield High School - EHS SOC GRASS 1 |
| TUE 9/10 | 3:45 PM | League | Fairfield Prep | Foran | Fairfield University - Grauert Field |
| TUE 9/10 | 3:45 PM | League | Lyman Hall | Guilford | Lyman Hall High School - Lyman Hall Field #1 |
| TUE 9/10 | 3:45 PM | League | Lakeview | Nonnewaug | Plumb Hill Field Complex - JV Soccer Field |
| TUE 9/10 | 3:45 PM | League | Seymour | Ansonia | Seymour High School - Seymour High Lower Field |
| TUE 9/10 | 3:45 PM | League | Simsbury | Lewis Mills | Simsbury High School - Simsbury Grass Field |
| TUE 9/10 | 3:45 PM | League | Farmington | Newington | Tunxis Mead Park - Tunxis Meade Park |
| TUE 9/10 | 3:45 PM | League | Wethersfield | Avon | Wethersfield High School - DiCicco Field |
| TUE 9/10 | 3:45 PM | League | Windsor | Southington | Windsor High School - JV Baseball Field |
| TUE 9/10 | 3:45 PM | League | Wolcott | WCA | Wolcott High School - Wolcott High School, Lower Soccer Field |
| TUE 9/10 | 4:00 PM | League | Canton | Suffield | Canton High School - Bowdoin Field |
| TUE 9/10 | 4:00 PM | League | New Canaan | Fairfield Ludlowe | Conner Field, New Cannan - Conner Field, New Cannan |
| TUE 9/10 | 4:00 PM | League | Darien | Stamford | Darien High School - DHS Upper Oval Turf Field |
| TUE 9/10 | 4:00 PM | League | Fairfield Warde | Bridgeport Central | Fairfield Warde High School - Grass Utility Field |
| TUE 9/10 | 4:00 PM | League | Daniel Hand | Sheehan | Madison Surf Club - Strong Field |
| TUE 9/10 | 4:00 PM | League | New Fairfield | Stratford | New Fairfield High School - Marty Morgan Field |
| TUE 9/10 | 4:00 PM | League | New Milford | Pomperaug | New Milford High School - Joe Wiser Stadium - NMHS |
| TUE 9/10 | 4:00 PM | League | Newtown | Brookfield | Newtown High School - Blue and Gold Stadium |
| TUE 9/10 | 4:00 PM | League | Westhill | Danbury | Rippowan MS - Rippowam Turf Field |
| TUE 9/10 | 4:00 PM | League | Berlin | Conard | Sage Park Berlin - Scalise Field |
| TUE 9/10 | 4:00 PM | League | St. Joseph | Ridgefield | St. Joseph High School - Lower Grass Field |
| TUE 9/10 | 4:00 PM | League | Trumbull | Brien McMahon | Trumbull High School - The Pit |
| TUE 9/10 | 4:15 PM | League | Norwalk | Staples | West Rocks MS - Soccer Turf Field |
| TUE 9/10 | 4:30 PM | League | Wilton | Greenwich | Allen's Meadow - Field 2 |
| TUE 9/10 | 5:00 PM | League | Masuk | Weston | Masuk High School - Benedict Stadium Field @ Masuk HS |
| TUE 9/10 | 7:00 PM | League | Joel Barlow | Bunnell | Joel Barlow High School - Field J1 |
| WED 9/11 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| WED 9/11 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| WED 9/11 | 3:15 PM | League | New London | Waterford | New London High School - Bob Nenna Field |
| WED 9/11 | 3:30 PM | League | O'Brien Tech | Platt Tech | Emmett O' Brien Reg Voc Tech School - O'Brien Tech Athletic Complex |
| WED 9/11 | 3:45 PM | League | Bristol Central | Wolcott | Bristol Central High School - Upper Baseball/Soccer Field |
| WED 9/11 | 3:45 PM | League | Cheshire | Career Magnet | Cheshire High School - Soccer Grass Field |
| WED 9/11 | 3:45 PM | League | Housatonic Regional | Northwestern | Housatonic Valley Regional High - Boys Practice Field |
| WED 9/11 | 3:45 PM | League | Notre Dame-West Haven | North Haven | Veterans Memorial Park (West Haven, CT) - Field |
| WED 9/11 | 3:45 PM | League | Wilbur Cross | Jonathan Law | Wilbur Cross High School - Wilbur Cross Athletic Complex |
| WED 9/11 | 5:00 PM | League | Fitch | Woodstock Academy | Poquonnock Plains Park - Soccer/Lacrosse Field |
| WED 9/11 | 6:30 PM | League | West Haven | Amity | West Haven High School - Ken Strong Stadium |
| THU 9/12 | 3:45 PM | League | Guilford | Fairfield Prep | Bittner Park - Bittner Park Soccer |
| THU 9/12 | 3:45 PM | League | Bristol Central | Windsor | Bristol Central High School - Upper Baseball/Soccer Field |
| THU 9/12 | 3:45 PM | League | Conard | Farmington | Conard High School - South Field |
| THU 9/12 | 3:45 PM | League | Hall | East Hartford | Hall High School - Field 9 |
| THU 9/12 | 3:45 PM | League | Lyman Hall | Foran | Lyman Hall High School - Lyman Hall Field #1 |
| THU 9/12 | 3:45 PM | League | New Britain | Platt | New Britain High School - Soccer Field 1 |
| THU 9/12 | 3:45 PM | League | Newington | Berlin | Newington High School - Soccer Field 2 |
| THU 9/12 | 3:45 PM | League | Northwest Catholic | E.O. Smith | Northwest Catholic High School (Primary) - NWC JV Soccer Field / Track |
| THU 9/12 | 3:45 PM | League | Rocky Hill | Glastonbury | Rocky Hill High School - Stadium |
| THU 9/12 | 3:45 PM | League | Naugatuck | Seymour | Rotary Field - Soccer Field |
| THU 9/12 | 3:45 PM | League | Tolland | RHAM | Tolland High School - Grass Field |
| THU 9/12 | 3:45 PM | League | East Catholic | Manchester | Veterans Park - Soccer |
| THU 9/12 | 3:45 PM | League | Wethersfield | Enfield | Wethersfield High School - DiCicco Field |
| THU 9/12 | 3:45 PM | League | Wolcott | Oxford | Wolcott High School - Wolcott High School, Lower Soccer Field |
| THU 9/12 | 4:00 PM | League | Bacon Academy | East Lyme | Bacon Academy - Baseball Field |
| THU 9/12 | 4:00 PM | League | Brookfield | Pomperaug | Brookfield High School - BHS Stadium Field |
| THU 9/12 | 4:00 PM | League | Danbury | Brien McMahon | Danbury High School - Grass Soccer Field |
| THU 9/12 | 4:00 PM | League | Darien | St. Joseph | Darien High School - DHS Upper Oval Turf Field |
| THU 9/12 | 4:00 PM | League | Fairfield Warde | New Canaan | Fairfield Warde High School - Varsity Grass Soccer Field |
| THU 9/12 | 4:00 PM | League | Granby Memorial | Ellington | Granby Memorial High School - Turf 2 |
| THU 9/12 | 4:00 PM | League | Immaculate | Weston | Immaculate High School - Baseball Diamond |
| THU 9/12 | 4:00 PM | League | New Milford | Masuk | New Milford High School - North Turf Field - NMHS |
| THU 9/12 | 4:00 PM | League | Newtown | Bunnell | Newtown High School - Blue and Gold Stadium |
| THU 9/12 | 4:00 PM | League | Westhill | Fairfield Ludlowe | Rippowan MS - Rippowam Turf Field |
| THU 9/12 | 4:00 PM | League | Suffield | Bolton | Suffield High School - Grass field |
| THU 9/12 | 4:00 PM | League | Torrington | Woodland | Torrington High School - Robert Frost Sports Complex |
| THU 9/12 | 4:00 PM | League | Bridgeport Central | Greenwich | Veteran's Park - Bridgeport - Soccer Field |
| THU 9/12 | 4:15 PM | League | Norwalk | Ridgefield | West Rocks MS - Soccer Turf Field |
| THU 9/12 | 4:30 PM | League | Wilton | Trumbull | Allen's Meadow - Field 2 |
| THU 9/12 | 4:30 PM | League | Staples | Stamford | Staples High School - Wakeman Field E (grass) |
| THU 9/12 | 4:30 PM | League | Wilbur Cross | Daniel Hand | Wilbur Cross High School - Wilbur Cross Athletic Complex |
| THU 9/12 | 5:30 PM | League | Shelton | Cheshire | Shelton High School - Finn Stadium |
| THU 9/12 | 7:00 PM | League | Joel Barlow | Bethel | Joel Barlow High School - Field J (Competition Field) |
| FRI 9/13 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| FRI 9/13 | 3:00 PM | Non-League | Bullard Havens Tech | Platt Tech | Luis Marin Elementary School - Turf Soccer Field |
| FRI 9/13 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| FRI 9/13 | 3:30 PM | League | Stonington | Wheeler | Stonington High School - SHS BSOC Field (Piver) |
| FRI 9/13 | 3:45 PM | League | Bristol Eastern | Avon | Bristol Eastern High School - Front Field |
| FRI 9/13 | 3:45 PM | League | Killingly | Ledyard | Killingly High School - Lower Grass Field |
| FRI 9/13 | 3:45 PM | League | Lyman Memorial | Windham | Lyman Memorial High School - Soccer Field |
| FRI 9/13 | 3:45 PM | League | Montville | New London | Montville High School - Grass Soccer Field |
| FRI 9/13 | 3:45 PM | League | Sheehan | Jonathan Law | PRAGEMANN PARK - PRAGEMANN PARK |
| FRI 9/13 | 3:45 PM | League | Shepaug Valley | New Milford | Shepaug Valley High School - Shepaug Valley JV & Middle School Soccer Field |
| FRI 9/13 | 3:45 PM | League | Simsbury | South Windsor | Simsbury High School - Simsbury Grass Field |
| FRI 9/13 | 3:45 PM | League | Southington | Maloney | Southington High School - 3 Soccer/Lacrosse |
| FRI 9/13 | 3:45 PM | League | Terryville | Housatonic Regional | Terryville High School - Baseball Field |
| FRI 9/13 | 3:45 PM | Non-League | Wilcox Tech | Kaynor Tech | Wilcox Tech - Soccer Field |
| FRI 9/13 | 4:00 PM | League | Amity | Branford | Amity Regional High School - AHS Grass Field # 3 |
| SAT 9/14 | 1:00 PM | Non-League | Stratford | Seymour | Penders Field - Penders Field - Stratford |
| SAT 9/14 | 10:00 AM | League | Waterford | Stonington | Waterford High School - Miner Lane Field #1 |
| SAT 9/14 | 10:00 AM | League | West Haven | Hamden | West Haven High School - Ken Strong Stadium |
| SAT 9/14 | 10:00 AM | League | Xavier | Notre Dame-West Haven | Xavier High School - Larry McHugh Field |
| SAT 9/14 | 10:30 AM | League | Kennedy | WCA | J F Kennedy High School Turf - Kennedy Turf field |
| SAT 9/14 | 10:30 AM | League | Windham Tech | Guilford | Windham Technical High School - Currier Field |
| SAT 9/14 | 11:00 AM | Non-League | Granby Memorial | Old Lyme | Granby Memorial High School - Turf 2 |
| SAT 9/14 | 12:00 PM | Non-League | New Milford | New Fairfield | New Milford High School - Joe Wiser Stadium - NMHS |
| SAT 9/14 | 4:00 PM | Non-League | Morgan | East Lyme | Morgan School - Soccer/Lax Field |
| MON 9/16 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| MON 9/16 | 3:30 PM | League | Ledyard | Bacon Academy | Ledyard High School - Bill Mignault Field |
| MON 9/16 | 3:30 PM | League | Stonington | Fitch | STONINGTON CT - High School - Piver Field - SHS BSOC |
| MON 9/16 | 3:45 PM | League | Ellington | East Hartford | Ellington High School - Back Field |
| MON 9/16 | 3:45 PM | League | Avon | Enfield | Fisher Meadow Soccer Fields - Fisher Meadows- Field 5 |
| MON 9/16 | 3:45 PM | League | Lewis Mills | Newington | Lewis Mills High School - Soccer JV Field |
| MON 9/16 | 3:45 PM | League | Montville | St. Bernard | Montville High School - Grass Soccer Field |
| MON 9/16 | 3:45 PM | League | South Windsor | Conard | Nevers Road Park - Nevers Road Park JV Soccer Field |
| MON 9/16 | 3:45 PM | League | Southington | Bristol Central | Southington High School - 4 Sub V Lacrosse/Soccer |
| MON 9/16 | 3:45 PM | League | Farmington | Simsbury | Tunxis Mead Park - Tunxis Meade Park |
| MON 9/16 | 3:45 PM | League | Waterford | East Lyme | Waterford High School - Miner Lane Field #1 |
| MON 9/16 | 3:45 PM | League | Wethersfield | Bristol Eastern | Wethersfield High School - DiCicco Field |
| MON 9/16 | 3:45 PM | League | Windsor | Maloney | Windsor High School - JV Baseball Field |
| MON 9/16 | 3:45 PM | Non-League | Shepaug Valley | Watertown | Shepaug Valley High School - Shepaug Valley JV & Middle School Soccer Field |
| MON 9/16 | 4:00 PM | League | Danbury | Wilton | Danbury High School - Grass Soccer Field |
| MON 9/16 | 4:00 PM | League | Westhill | Fairfield Warde | Rippowan MS - Rippowam Turf Field |
| MON 9/16 | 4:00 PM | League | Brien McMahon | Fairfield Ludlowe | Roton MS - Roton MS |
| MON 9/16 | 4:00 PM | League | St. Joseph | Norwalk | St. Joseph High School - Lower Grass Field |
| MON 9/16 | 4:00 PM | League | Stamford | Ridgefield | Stamford High School - Lower multi-sport |
| MON 9/16 | 4:00 PM | League | Staples | Darien | Staples High School - Wakeman Field E (grass) |
| MON 9/16 | 4:00 PM | League | Woodstock Academy | NFA | The Woodstock Academy - Charles Bentley Athletic C - BENTSCJV - Bentley JV Soccer Field |
| MON 9/16 | 4:00 PM | League | Bridgeport Central | Trumbull | Veteran's Park - Bridgeport - Soccer Field |
| MON 9/16 | 5:00 PM | League | Greenwich | New Canaan | Greenwich High School - Field 3 |
| TUE 9/17 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| TUE 9/17 | 3:30 PM | League | Sheehan | Lyman Hall | PRAGEMANN PARK - PRAGEMANN PARK |
| TUE 9/17 | 3:45 PM | League | Fairfield Prep | Wilbur Cross | Fairfield University - Grauert Field |
| TUE 9/17 | 3:45 PM | League | Hall | Middletown | Hall High School - Field 9 |
| TUE 9/17 | 3:45 PM | League | Manchester | Platt | Manchester High School - Soccer Field |
| TUE 9/17 | 3:45 PM | League | Morgan | Portland | Morgan School - Soccer/Lax Field |
| TUE 9/17 | 3:45 PM | League | New Britain | East Catholic | New Britain High School - Soccer Field 2 |
| TUE 9/17 | 3:45 PM | League | Plainville | Northwest Catholic | Plainville High School - Plainville HS- Turf JV Field |
| TUE 9/17 | 3:45 PM | League | RHAM | Rocky Hill | RHAM High School - Veterans Field |
| TUE 9/17 | 3:45 PM | League | Shepaug Valley | Housatonic Regional | Shepaug Valley High School - Shepaug Valley JV & Middle School Soccer Field |
| TUE 9/17 | 3:45 PM | League | Tolland | Glastonbury | Tolland High School - Grass Field |
| TUE 9/17 | 4:00 PM | League | Daniel Hand | Guilford | Madison Surf Club - Strong Field |
| TUE 9/17 | 4:00 PM | League | New Fairfield | Immaculate | New Fairfield High School - Marty Morgan Field |
| TUE 9/17 | 4:00 PM | League | Suffield | Somers | Suffield High School - Grass field |
| TUE 9/17 | 4:00 PM | League | Weston | Newtown | Weston High School - WHS Stadium Field |
| TUE 9/17 | 5:00 PM | League | Pomperaug | Masuk | Pomperaug High School - Stadium |
| TUE 9/17 | 5:30 PM | League | Shelton | West Haven | Shelton High School - Finn Stadium |
| TUE 9/17 | 7:00 PM | League | Joel Barlow | New Milford | Joel Barlow High School - Field J1 |
| WED 9/18 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| WED 9/18 | 3:30 PM | League | Ledyard | Stonington | Ledyard High School - Bill Mignault Field |
| WED 9/18 | 3:30 PM | League | New London | Montville | New London High School - Bob Nenna Field |
| WED 9/18 | 3:45 PM | League | East Lyme | NFA | East Lyme High School - Back Soccer Field |
| WED 9/18 | 3:45 PM | League | Foran | Career Magnet | Foran High School - Kelley Martin Tighe Memorial Field |
| WED 9/18 | 3:45 PM | League | Jonathan Law | North Haven | Jonathan Law High School - New Turf Field |
| WED 9/18 | 3:45 PM | League | Platt Tech | Wilcox Tech | ORANGE AVE ATHLETIC COMPLEX - ORANGE AVE ATHLETIC COMPLEX - Field 1 (Soccer) |
| WED 9/18 | 3:45 PM | League | St. Paul Catholic | Holy Cross | St. Paul Catholic HS - McPhee Field |
| WED 9/18 | 3:45 PM | League | Woodland | Wolcott | Woodland High School - Woodland Soccer Field |
| WED 9/18 | 3:45 PM | Non-League | Torrington | Housatonic Regional | Torrington High School - Robert Frost Sports Complex |
| WED 9/18 | 4:00 PM | League | Bacon Academy | Fitch | Bacon Academy - Baseball Field |
| WED 9/18 | 4:00 PM | League | New Canaan | Wilton | Conner Field, New Cannan - Conner Field, New Cannan |
| WED 9/18 | 4:00 PM | League | Fairfield Ludlowe | Norwalk | Fairfield Ludlowe High School - Sturges Park |
| WED 9/18 | 4:00 PM | League | Ridgefield | Fairfield Warde | Ridgefield High School - RHS Lower Grass Field |
| WED 9/18 | 4:00 PM | League | Brien McMahon | Westhill | Roton MS - Roton MS |
| WED 9/18 | 4:00 PM | League | St. Joseph | Bridgeport Central | St. Joseph High School - Lower Grass Field |
| WED 9/18 | 4:00 PM | League | Stamford | Danbury | Stamford High School - Lower multi-sport |
| WED 9/18 | 4:00 PM | League | Trumbull | Darien | Trumbull High School - The Pit |
| WED 9/18 | 4:00 PM | League | Waterford | Woodstock Academy | Waterford High School - Miner Lane Field #1 |
| WED 9/18 | 4:00 PM | League | Xavier | Amity | Xavier High School - Larry McHugh Field |
| WED 9/18 | 4:30 PM | League | Canton | Rockville | Bowdoin Field - Bowdoin Field |
| WED 9/18 | 5:00 PM | League | Greenwich | Staples | Greenwich High School - Field 3 |
| WED 9/18 | 8:00 AM | League | Notre Dame-West Haven | Branford | Veterans Memorial Park (West Haven, CT) - Field |
| THU 9/19 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| THU 9/19 | 3:45 PM | League | Branford | Jonathan Law | Branford High School - Grass Field |
| THU 9/19 | 3:45 PM | League | Bristol Central | Wethersfield | Bristol Central High School - Upper Baseball/Soccer Field |
| THU 9/19 | 3:45 PM | League | Bristol Eastern | Southington | Bristol Eastern High School - Front Field |
| THU 9/19 | 3:45 PM | League | Cheshire | Hamden | Cheshire High School - Soccer Grass Field |
| THU 9/19 | 3:45 PM | League | Enfield | Windsor | Enfield High School - EHS SOC GRASS 1 |
| THU 9/19 | 3:45 PM | League | Maloney | Avon | Maloney High School - Soccer Field |
| THU 9/19 | 3:45 PM | League | Manchester | New Britain | Manchester High School - Soccer Field |
| THU 9/19 | 3:45 PM | League | Farmington | Suffield | Tunxis Mead Park - Tunxis Meade Park |
| THU 9/19 | 4:00 PM | League | Brookfield | New Fairfield | Brookfield High School - BHS Stadium Field |
| THU 9/19 | 4:00 PM | League | Bunnell | Bethel | Bunnell HS - Mastroni Field |
| THU 9/19 | 4:00 PM | League | Immaculate | Newtown | Immaculate High School - Baseball Diamond |
| THU 9/19 | 4:00 PM | League | Berlin | Simsbury | Sage Park Berlin - Scalise Field |
| THU 9/19 | 4:00 PM | League | Weston | Stratford | Weston High School - WHS Stadium Field |
| THU 9/19 | 4:15 PM | League | Newington | South Windsor | Newington High School - Soccer Field 2 |
| THU 9/19 | 4:30 PM | League | Nonnewaug | Shepaug Valley | Nonnewaug High School - JV Field |
| THU 9/19 | 7:00 PM | League | Joel Barlow | Pomperaug | Joel Barlow High School - Field J1 |
| FRI 9/20 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| FRI 9/20 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| FRI 9/20 | 3:30 PM | League | O'Brien Tech | Platt Tech | Emmett O' Brien Reg Voc Tech School - O'Brien Tech Athletic Complex |
| FRI 9/20 | 3:30 PM | League | Middletown | Rocky Hill | Moody School - Lacrosse Field 1 |
| FRI 9/20 | 3:45 PM | League | Career Magnet | Fairfield Prep | Boulevard Field - Boulevard Field |
| FRI 9/20 | 3:45 PM | League | East Hartford | Tolland | East Hartford High School - Soccer Field |
| FRI 9/20 | 3:45 PM | League | Housatonic Regional | Thomaston | Housatonic Valley Regional High - Boys Practice Field |
| FRI 9/20 | 3:45 PM | League | Lewis Mills | Conard | Lewis Mills High School - Soccer JV Field |
| FRI 9/20 | 3:45 PM | League | Manchester | New Britain | Manchester High School - Soccer Field |
| FRI 9/20 | 3:45 PM | League | Morgan | Coginchaug | Morgan School - Soccer/Lax Field |
| FRI 9/20 | 3:45 PM | League | North Haven | Wilbur Cross | North Haven Middle School - West Turf Field |
| FRI 9/20 | 3:45 PM | League | Plainville | E.O. Smith | Plainville High School - Plainville HS- Turf JV Field |
| FRI 9/20 | 3:45 PM | League | RHAM | Hall | RHAM High School - Veterans Field |
| FRI 9/20 | 3:45 PM | League | Notre Dame-West Haven | Cheshire | Veterans Memorial Park (West Haven, CT) - Field |
| FRI 9/20 | 3:45 PM | League | East Catholic | Platt | Veterans Park - Soccer |
| FRI 9/20 | 4:00 PM | League | Granby Memorial | Canton | Granby Memorial High School - Turf 2 |
| FRI 9/20 | 4:00 PM | League | Lyman Memorial | Wheeler | Lyman Memorial High School - Soccer Field |
| FRI 9/20 | 4:00 PM | League | New Canaan | Stamford | Saxe MS - Field 1 |
| FRI 9/20 | 6:30 PM | League | Hamden | Foran | Hamden High School - HHS Turf #1 |
| SAT 9/21 | 1:00 PM | League | Glastonbury | Farmington | Glastonbury High School - Field 12 |
| SAT 9/21 | 1:00 PM | League | St. Paul Catholic | Wolcott | St. Paul Catholic HS - McPhee Field |
| SAT 9/21 | 1:00 PM | Non-League | Amity | Maloney | Amity Regional High School - AHS Grass Field # 3 |
| SAT 9/21 | 10:00 AM | League | Amity | Sheehan | Amity Regional High School - AHS Grass Field # 3 |
| SAT 9/21 | 10:00 AM | League | Darien | Bridgeport Central | Darien High School - DHS Upper Oval Turf Field |
| SAT 9/21 | 10:00 AM | League | Fairfield Ludlowe | St. Joseph | Fairfield Ludlowe High School - Sturges Park |
| SAT 9/21 | 10:00 AM | League | Lyman Hall | West Haven | Lyman Hall High School - Lyman Hall Field #1 |
| SAT 9/21 | 10:00 AM | League | Seymour | Torrington | Seymour High School - Seymour High Lower Field |
| SAT 9/21 | 10:00 AM | League | Shelton | Xavier | Shelton High School - Lower Field |
| SAT 9/21 | 10:00 AM | League | Trumbull | Greenwich | Trumbull High School - Cork Field |
| SAT 9/21 | 11:00 AM | League | Naugatuck | Woodland | Naugatuck High School - Veterans Field |
| SAT 9/21 | 12:00 PM | League | Fairfield Warde | Danbury | Fairfield Warde High School - Varsity Grass Soccer Field |
| SAT 9/21 | 12:00 PM | League | Norwalk | Westhill | Nathan Hale MS - Callahan Complex at Nathan Hale Lower |
| SAT 9/21 | 12:00 PM | League | Simsbury | Enfield | Simsbury High School - Simsbury Grass Field |
| SAT 9/21 | 12:00 PM | Non-League | Norwich Tech | Wheeler | Norwich Technical High School - NTHS Outdoor Athletic Complex |
| SAT 9/21 | 12:30 PM | League | Guilford | Old Lyme | Guilford High School - Kavanaugh Turf Field and Track |
| SAT 9/21 | 12:30 PM | League | Ridgefield | Brien McMahon | Ridgefield High School - RHS Lower Grass Field |
| SAT 9/21 | 9:00 AM | League | Wilton | Staples | Wilton High School - Lilly Field |
| MON 9/23 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| MON 9/23 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| MON 9/23 | 3:15 PM | League | Waterford | New London | Waterford High School - Miner Lane Field #1 |
| MON 9/23 | 3:30 PM | League | Bristol Eastern | Bristol Central | Bristol Eastern High School - Alumni Field-Turf |
| MON 9/23 | 3:45 PM | League | Branford | West Haven | Branford High School - Grass Field |
| MON 9/23 | 3:45 PM | League | Enfield | Maloney | Enfield High School - EHS SOC GRASS 1 |
| MON 9/23 | 3:45 PM | League | Fairfield Prep | Daniel Hand | Fairfield University - Grauert Field |
| MON 9/23 | 3:45 PM | League | E.O. Smith | Manchester | Farrell Field Park - Upper Field |
| MON 9/23 | 3:45 PM | League | Avon | Windsor | Fisher Meadow Soccer Fields - Fisher Meadows- Field 5 |
| MON 9/23 | 3:45 PM | League | Montville | Plainfield | Montville High School - Grass Soccer Field |
| MON 9/23 | 3:45 PM | League | New Britain | Plainville | New Britain High School - Soccer Field 1 |
| MON 9/23 | 3:45 PM | League | Northwest Catholic | East Catholic | Northwest Catholic High School (Primary) - NWC JV Soccer Field / Track |
| MON 9/23 | 3:45 PM | League | Southington | Wethersfield | Southington High School - 3 Soccer/Lacrosse |
| MON 9/23 | 4:15 PM | League | Woodstock Academy | Bacon Academy | The Woodstock Academy - Charles Bentley Athletic C - BENTSCJV - Bentley JV Soccer Field |
| MON 9/23 | 5:30 PM | League | Foran | Sheehan | Foran High School - Foran High School - Turf Field |
| MON 9/23 | 6:00 PM | League | NFA | Ledyard | Rec Fields - Fontaine |
| MON 9/23 | 6:30 PM | League | Hamden | Amity | Hamden High School - HHS Turf #2 |
| TUE 9/24 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| TUE 9/24 | 3:45 PM | League | Career Magnet | East Haven | Boulevard Field - Boulevard Field |
| TUE 9/24 | 3:45 PM | League | East Hartford | Middletown | East Hartford High School - Soccer Field |
| TUE 9/24 | 3:45 PM | League | Glastonbury | RHAM | Glastonbury High School - Field 12 |
| TUE 9/24 | 3:45 PM | League | Lyman Hall | Jonathan Law | Lyman Hall High School - Lyman Hall Field #1 |
| TUE 9/24 | 3:45 PM | League | Newington | Conard | Newington High School - Soccer Field 2 |
| TUE 9/24 | 3:45 PM | League | Wilbur Cross | Guilford | Rice Field - Rice Field 1 |
| TUE 9/24 | 3:45 PM | League | Rocky Hill | Tolland | Rocky Hill High School - Auxiliary 1 |
| TUE 9/24 | 3:45 PM | League | Somers | Rockville | Somers High School - Somers High School Grass Field |
| TUE 9/24 | 3:45 PM | League | Notre Dame-West Haven | Shelton | Veterans Memorial Park (West Haven, CT) - Field |
| TUE 9/24 | 3:45 PM | League | Woodland | Kennedy | Woodland High School - Woodland Soccer Field |
| TUE 9/24 | 4:00 PM | League | Bethel | Brookfield | Bethel High School - Middle School Turf Soccer Field |
| TUE 9/24 | 4:00 PM | League | Bunnell | Immaculate | Bunnell HS - Mastroni Field |
| TUE 9/24 | 4:00 PM | League | New Fairfield | New Milford | New Fairfield High School - Marty Morgan Field |
| TUE 9/24 | 4:00 PM | League | Newtown | Joel Barlow | Newtown High School - Blue and Gold Stadium |
| TUE 9/24 | 4:00 PM | League | Farmington | Berlin | Tunxis Mead Park - Tunxis Meade Park |
| TUE 9/24 | 4:00 PM | League | Williams School | Pine Point School | Williams School - 120 Bloomingdale Road Athletic Complex Midddle Fie |
| TUE 9/24 | 4:00 PM | League | Xavier | Cheshire | Xavier High School - Larry McHugh Field |
| TUE 9/24 | 4:30 PM | League | Stratford | Masuk | Penders Field - Penders Field - Stratford |
| TUE 9/24 | 4:45 PM | League | Lewis Mills | South Windsor | Lewis Mills High School - Soccer JV Field |
| TUE 9/24 | 6:00 PM | League | WCA | St. Paul Catholic | Municipal Stadium - Ray Snyder, Sr. Turf Field |
| WED 9/25 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| WED 9/25 | 3:30 PM | League | Ledyard | New London | Ledyard High School - HS Soccer/Lacrosse Field |
| WED 9/25 | 3:45 PM | League | Fairfield Prep | Cheshire | Fairfield University - Grauert Field |
| WED 9/25 | 3:45 PM | League | Hall | Enfield | Hall High School - Field 9 |
| WED 9/25 | 3:45 PM | League | Montville | Wheeler | Montville High School - Grass Soccer Field |
| WED 9/25 | 3:45 PM | League | Windsor | Northwest Catholic | Windsor High School - JV Baseball Field |
| WED 9/25 | 3:45 PM | Non-League | Kaynor Tech | Wilcox Tech | Kaynor Technical School - Kaynor Soccer Field |
| WED 9/25 | 3:45 PM | Non-League | Platt Tech | Bullard Havens Tech | ORANGE AVE ATHLETIC COMPLEX - ORANGE AVE ATHLETIC COMPLEX - Field 1 (Soccer) |
| WED 9/25 | 4:00 PM | League | Bacon Academy | Plainfield | Bacon Academy - Baseball Field |
| WED 9/25 | 4:00 PM | League | Danbury | Greenwich | Danbury High School - Grass Soccer Field |
| WED 9/25 | 4:00 PM | League | Darien | New Canaan | Darien High School - DHS Upper Oval Turf Field |
| WED 9/25 | 4:00 PM | League | Fairfield Warde | Fairfield Ludlowe | Fairfield Warde High School - Varsity Grass Soccer Field |
| WED 9/25 | 4:00 PM | League | Daniel Hand | Xavier | Madison Surf Club - Strong Field |
| WED 9/25 | 4:00 PM | League | Fitch | St. Bernard | Poquonnock Plains Park - Soccer/Lacrosse Field |
| WED 9/25 | 4:00 PM | League | Westhill | Stamford | Rippowan MS - Rippowam Turf Field |
| WED 9/25 | 4:00 PM | League | St. Joseph | Trumbull | St. Joseph High School - Lower Grass Field |
| WED 9/25 | 4:00 PM | League | Staples | Bridgeport Central | Staples High School - Wakeman Field E (grass) |
| WED 9/25 | 4:00 PM | League | Stonington | Killingly | STONINGTON CT - High School - Piver Field - SHS BSOC |
| WED 9/25 | 4:00 PM | Non-League | Tolland | Ellington | Tolland High School - Grass Field |
| WED 9/25 | 4:30 PM | League | Wilton | Ridgefield | Allen's Meadow - Field 2 |
| WED 9/25 | 5:00 PM | League | Norwalk | Brien McMahon | West Rocks MS - Soccer Turf Field |
| THU 9/26 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| THU 9/26 | 3:30 PM | League | Platt | Maloney | Falcon Field (Meriden, CT) - Football Field |
| THU 9/26 | 3:45 PM | League | Guilford | Shelton | Bittner Park - Bittner Park Soccer |
| THU 9/26 | 3:45 PM | League | Career Magnet | Hamden | Boulevard Field - Boulevard Field |
| THU 9/26 | 3:45 PM | League | Bristol Central | Manchester | Bristol Central High School - Upper Baseball/Soccer Field |
| THU 9/26 | 3:45 PM | League | Bristol Eastern | Plainville | Bristol Eastern High School - Front Field |
| THU 9/26 | 3:45 PM | League | E.O. Smith | Avon | Farrell Field Park - Upper Field |
| THU 9/26 | 3:45 PM | League | South Windsor | Glastonbury | Nevers Road Park - Nevers Road Park JV Soccer Field |
| THU 9/26 | 3:45 PM | League | New Britain | Southington | New Britain High School - Soccer Field 2 |
| THU 9/26 | 3:45 PM | League | Wilbur Cross | Notre Dame-West Haven | Rice Field - Rice Field 1 |
| THU 9/26 | 3:45 PM | League | East Catholic | Enfield | Veterans Park - Soccer |
| THU 9/26 | 3:45 PM | Non-League | Nonnewaug | Woodland | Nonnewaug High School - JV Field |
| THU 9/26 | 4:00 PM | League | Brookfield | Joel Barlow | Brookfield High School - BHS Stadium Field |
| THU 9/26 | 4:00 PM | League | Immaculate | Masuk | Immaculate High School - Baseball Diamond |
| THU 9/26 | 4:00 PM | League | Newtown | New Milford | Newtown High School - Blue and Gold Stadium |
| THU 9/26 | 4:00 PM | League | North Haven | Branford | North Haven Middle School - East Turf Field |
| THU 9/26 | 4:00 PM | League | Torrington | Holy Cross | Torrington High School - Robert Frost Sports Complex |
| THU 9/26 | 4:30 PM | League | Stratford | Bethel | Penders Field - Penders Field - Stratford |
| THU 9/26 | 5:00 PM | League | Pomperaug | Weston | Pomperaug High School - Stadium |
| FRI 9/27 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| FRI 9/27 | 3:30 PM | League | O'Brien Tech | Platt Tech | Emmett O' Brien Reg Voc Tech School - O'Brien Tech Athletic Complex |
| FRI 9/27 | 3:30 PM | Non-League | Abbott Tech | Kaynor Tech | Broadview Middle School - Stephen A. Kaplanis Turf Field |
| FRI 9/27 | 3:45 PM | League | Conard | Tolland | Conard High School - South Field |
| FRI 9/27 | 3:45 PM | League | East Hartford | Berlin | East Hartford High School - Soccer Field |
| FRI 9/27 | 3:45 PM | League | Montville | Windham | Montville High School - Grass Soccer Field |
| FRI 9/27 | 3:45 PM | League | Middletown | Farmington | Moody School - Lacrosse Field 1 |
| FRI 9/27 | 3:45 PM | League | Lakeview | Shepaug Valley | Plumb Hill Field Complex - JV Soccer Field |
| FRI 9/27 | 3:45 PM | League | RHAM | Lewis Mills | RHAM High School - Veterans Field |
| FRI 9/27 | 3:45 PM | League | Rocky Hill | Newington | Rocky Hill High School - Auxiliary 1 |
| FRI 9/27 | 3:45 PM | League | Simsbury | Hall | Simsbury High School - Simsbury Grass Field |
| FRI 9/27 | 4:00 PM | League | Danbury | Norwalk | Danbury High School - Grass Soccer Field |
| FRI 9/27 | 4:00 PM | League | Fairfield Ludlowe | Ridgefield | Fairfield Ludlowe High School - Sturges Park |
| FRI 9/27 | 4:00 PM | League | Granby Memorial | Somers | Granby Memorial High School - Turf 2 |
| FRI 9/27 | 4:00 PM | League | Daniel Hand | Shelton | Madison Surf Club - Strong Field |
| FRI 9/27 | 4:00 PM | League | Stamford | Trumbull | Stamford High School - Lower multi-sport |
| FRI 9/27 | 4:00 PM | League | Bridgeport Central | Wilton | Veteran's Park - Bridgeport - Soccer Field |
| FRI 9/27 | 4:00 PM | League | Westhill | St. Joseph | Westhill High School - TBA |
| FRI 9/27 | 4:30 PM | League | Canton | Coventry | Bowdoin Field - Bowdoin Field |
| FRI 9/27 | 4:30 PM | League | Staples | Fairfield Warde | Staples High School - Wakeman Field E (grass) |
| FRI 9/27 | 5:00 PM | League | Greenwich | Darien | Greenwich High School - Field 3 |
| SAT 9/28 | 1:30 PM | League | Xavier | Newtown | Xavier High School - Larry McHugh Field |
| SAT 9/28 | 10:00 AM | League | Lyman Hall | North Haven | Lyman Hall High School - Lyman Hall Field #1 |
| SAT 9/28 | 10:00 AM | League | New Fairfield | Weston | New Fairfield High School - Marty Morgan Field |
| SAT 9/28 | 10:00 AM | League | Sheehan | Career Magnet | PRAGEMANN PARK - PRAGEMANN PARK |
| SAT 9/28 | 10:00 AM | League | Waterford | NFA | Waterford High School - Miner Lane Field #1 |
| SAT 9/28 | 10:30 AM | League | Woodland | Oxford | Woodland High School - Woodland Soccer Field |
| SAT 9/28 | 10:45 AM | League | Naugatuck | Torrington | Naugatuck High School - Veterans Field |
| SAT 9/28 | 11:00 AM | League | Bacon Academy | Stonington | Bacon Academy - Baseball Field |
| SAT 9/28 | 11:00 AM | League | Fitch | Ledyard | Poquonnock Plains Park - Soccer/Lacrosse Field |
| SAT 9/28 | 11:00 AM | League | Woodstock Academy | East Lyme | The Woodstock Academy - Charles Bentley Athletic C - BENTSCJV - Bentley JV Soccer Field |
| SAT 9/28 | 12:00 PM | League | Brien McMahon | New Canaan | Brien McMahon High School - Pride Field |
| SAT 9/28 | 12:00 PM | League | Jonathan Law | Foran | Jonathan Law High School - New Turf Field |
| SAT 9/28 | 12:00 PM | Non-League | Bunnell | Stratford | Bunnell HS - Multi-Sport Turf Field |
| SAT 9/28 | 12:30 PM | League | Hamden | Guilford | Hamden High School - HHS Turf #1 |
| SAT 9/28 | 4:00 PM | League | St. Anthony's High School NY | Fairfield Prep | St. Anthony's High School - Stadium |
| SAT 9/28 | 4:30 PM | League | West Haven | Notre Dame-West Haven | West Haven High School - Ken Strong Stadium |
| MON 9/30 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| MON 9/30 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| MON 9/30 | 3:30 PM | League | Ledyard | Montville | Ledyard High School - Bill Mignault Field |
| MON 9/30 | 3:30 PM | Non-League | O'Brien Tech | Abbott Tech | Emmett O' Brien Reg Voc Tech School - O'Brien Tech Athletic Complex |
| MON 9/30 | 3:45 PM | League | Avon | Southington | Fisher Meadow Soccer Fields - Fisher Meadows- Field 5 |
| MON 9/30 | 3:45 PM | League | Glastonbury | Hall | Glastonbury High School - Field 12 |
| MON 9/30 | 3:45 PM | League | Maloney | Bristol Eastern | Maloney High School - Soccer Field |
| MON 9/30 | 3:45 PM | League | Plainville | Middletown | Plainville High School - Plainville HS- Turf JV Field |
| MON 9/30 | 3:45 PM | League | Platt | Bristol Central | Platt High School - Baseball Diamond |
| MON 9/30 | 3:45 PM | League | Stonington | Waterford | STONINGTON CT - High School - Piver Field - SHS BSOC |
| MON 9/30 | 3:45 PM | League | Farmington | Northwest Catholic | Tunxis Mead Park - Tunxis Meade Park |
| MON 9/30 | 3:45 PM | Non-League | Somers | Tolland | Somers High School - Somers High School Grass Field |
| MON 9/30 | 4:00 PM | League | Berlin | Lewis Mills | Sage Park Berlin - Scalise Field |
| MON 9/30 | 4:00 PM | Non-League | Brookfield | Naugatuck | Brookfield High School - BHS Stadium Field |
| TUE 10/1 | 3:45 PM | League | Guilford | West Haven | Bittner Park - Bittner Park Soccer |
| TUE 10/1 | 3:45 PM | League | Cheshire | Foran | Cheshire High School - Soccer Grass Field |
| TUE 10/1 | 3:45 PM | League | Fairfield Prep | Hamden | Fairfield University - Grauert Field |
| TUE 10/1 | 3:45 PM | League | E.O. Smith | East Catholic | Farrell Field Park - Upper Field |
| TUE 10/1 | 3:45 PM | League | Housatonic Regional | Nonnewaug | Housatonic Valley Regional High - Boys Practice Field |
| TUE 10/1 | 3:45 PM | League | Morgan | East Hampton | Morgan School - Soccer/Lax Field |
| TUE 10/1 | 3:45 PM | League | South Windsor | Tolland | Nevers Road Park - Nevers Road Park JV Soccer Field |
| TUE 10/1 | 3:45 PM | League | New Britain | Enfield | New Britain High School - Soccer Field 2 |
| TUE 10/1 | 3:45 PM | League | Lakeview | Northwestern | Plumb Hill Field Complex - JV Soccer Field |
| TUE 10/1 | 3:45 PM | League | RHAM | East Hartford | RHAM High School - Veterans Field |
| TUE 10/1 | 3:45 PM | League | Rocky Hill | Manchester | Rocky Hill High School - Auxiliary 1 |
| TUE 10/1 | 3:45 PM | League | Simsbury | Conard | Simsbury High School - Simsbury Grass Field |
| TUE 10/1 | 3:45 PM | League | Windsor | Wethersfield | Windsor High School - JV Baseball Field |
| TUE 10/1 | 4:00 PM | League | Bethel | Pomperaug | Bethel High School - Rockwell Field |
| TUE 10/1 | 4:00 PM | League | Bunnell | Masuk | Bunnell HS - Mastroni Field |
| TUE 10/1 | 4:00 PM | League | Danbury | Ridgefield | Danbury High School - Grass Soccer Field |
| TUE 10/1 | 4:00 PM | League | Fairfield Warde | Darien | Fairfield Warde High School - Varsity Grass Soccer Field |
| TUE 10/1 | 4:00 PM | League | Daniel Hand | Amity | Madison Surf Club - Strong Field |
| TUE 10/1 | 4:00 PM | League | New Fairfield | Newtown | New Fairfield High School - Marty Morgan Field |
| TUE 10/1 | 4:00 PM | League | New Milford | Immaculate | New Milford High School - Joe Wiser Stadium - NMHS |
| TUE 10/1 | 4:00 PM | League | Westhill | New Canaan | Rippowan MS - Rippowam Turf Field |
| TUE 10/1 | 4:00 PM | League | St. Joseph | Wilton | St. Joseph High School - Lower Grass Field |
| TUE 10/1 | 4:00 PM | League | Staples | Fairfield Ludlowe | Staples High School - Wakeman Field E (grass) |
| TUE 10/1 | 4:00 PM | League | Suffield | Coventry | Suffield High School - Grass field |
| TUE 10/1 | 4:00 PM | League | Bridgeport Central | Brien McMahon | Veteran's Park - Bridgeport - Soccer Field |
| TUE 10/1 | 4:00 PM | League | Weston | Brookfield | Weston High School - WHS Stadium Field |
| TUE 10/1 | 4:15 PM | League | Norwalk | Trumbull | West Rocks MS - Soccer Turf Field |
| TUE 10/1 | 5:00 PM | League | Greenwich | Stamford | Greenwich High School - Field 3 |
| TUE 10/1 | 5:30 PM | League | Shelton | Lyman Hall | Shelton High School - Finn Stadium |
| WED 10/2 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| WED 10/2 | 3:45 PM | League | Career Magnet | North Haven | Boulevard Field - Boulevard Field |
| WED 10/2 | 3:45 PM | League | Glastonbury | Avon | Glastonbury High School - Field 12 |
| WED 10/2 | 3:45 PM | League | Killingly | Woodstock Academy | Killingly High School - Lower Grass Field |
| WED 10/2 | 3:45 PM | League | Montville | Waterford | Montville High School - Grass Soccer Field |
| WED 10/2 | 3:45 PM | League | Seymour | St. Paul Catholic | Seymour High School - Seymour High Lower Field |
| WED 10/2 | 3:45 PM | League | Notre Dame-West Haven | Jonathan Law | Veterans Memorial Park (West Haven, CT) - Field |
| WED 10/2 | 3:45 PM | Non-League | Wilcox Tech | Platt Tech | Wilcox Tech - Soccer Field |
| WED 10/2 | 4:00 PM | League | Xavier | Sheehan | Xavier High School - Larry McHugh Field |
| WED 10/2 | 6:00 PM | League | WCA | Wolcott | Municipal Stadium - Ray Snyder, Sr. Turf Field |
| WED 10/2 | 6:30 PM | League | Wilbur Cross | Branford | Wilbur Cross High School - Wilbur Cross Athletic Complex |
| THU 10/3 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| THU 10/3 | 3:45 PM | League | RHAM | Tolland | RHAM High School - Veterans Field |
| THU 10/3 | 3:45 PM | League | Wethersfield | New Britain | Wethersfield High School - DiCicco Field |
| THU 10/3 | 4:00 PM | League | Coventry | Somers | Coventry High School - Soccer field |
| THU 10/3 | 4:00 PM | League | New London | NFA | New London High School - Bob Nenna Field |
| THU 10/3 | 4:00 PM | League | Suffield | Old Saybrook | Suffield High School - Grass field |
| THU 10/3 | 4:00 PM | League | Wheeler | Stonington | Wheeler Middle High School - MHS Main Soccer/Lacrosse Field |
| FRI 10/4 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| FRI 10/4 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| FRI 10/4 | 3:30 PM | League | Conard | Northwest Catholic | Conard High School - South Field |
| FRI 10/4 | 3:30 PM | Non-League | Platt Tech | O'Brien Tech | ORANGE AVE ATHLETIC COMPLEX - ORANGE AVE ATHLETIC COMPLEX - Field 1 (Soccer) |
| FRI 10/4 | 3:45 PM | League | Career Magnet | Cheshire | Boulevard Field - Boulevard Field |
| FRI 10/4 | 3:45 PM | League | Bristol Central | Lewis Mills | Bristol Central High School - Upper Baseball/Soccer Field |
| FRI 10/4 | 3:45 PM | League | Bristol Eastern | Middletown | Bristol Eastern High School - Front Field |
| FRI 10/4 | 3:45 PM | League | East Hartford | South Windsor | East Hartford High School - Soccer Field |
| FRI 10/4 | 3:45 PM | League | Jonathan Law | Wilbur Cross | Jonathan Law High School - New Turf Field |
| FRI 10/4 | 3:45 PM | League | Maloney | Plainville | Maloney High School - Soccer Field |
| FRI 10/4 | 3:45 PM | League | Newington | Rocky Hill | Newington High School - Soccer Field 2 |
| FRI 10/4 | 3:45 PM | League | Nonnewaug | Lakeview | Nonnewaug High School - JV Field |
| FRI 10/4 | 3:45 PM | League | Northwestern | Housatonic Regional | Northwestern Regional H.S. - JV Soccer Field |
| FRI 10/4 | 3:45 PM | League | Platt | Berlin | Platt High School - Baseball Diamond |
| FRI 10/4 | 3:45 PM | League | Shepaug Valley | Thomaston | Shepaug Valley High School - Shepaug Valley JV & Middle School Soccer Field |
| FRI 10/4 | 3:45 PM | League | Stonington | NFA | STONINGTON CT - High School - Piver Field - SHS BSOC |
| FRI 10/4 | 3:45 PM | League | Farmington | Hall | Tunxis Mead Park - Tunxis Meade Park |
| FRI 10/4 | 3:45 PM | League | East Catholic | Windsor | Veterans Park - Soccer |
| FRI 10/4 | 4:00 PM | League | New Canaan | Bridgeport Central | Saxe MS - Field 1 |
| FRI 10/4 | 4:00 PM | Non-League | Windham | Montville | Windham High School - Ferrigno Field |
| FRI 10/4 | 5:15 PM | League | Southington | Simsbury | Southington High School - 3 Soccer/Lacrosse |
| SAT 10/5 | 1:00 PM | League | Amity | West Haven | Amity Regional High School - AHS Grass Field # 3 |
| SAT 10/5 | 10:00 AM | League | Bunnell | Brookfield | Bunnell HS - Mastroni Field |
| SAT 10/5 | 10:00 AM | League | Darien | Danbury | Darien High School - DHS Upper Oval Turf Field |
| SAT 10/5 | 10:00 AM | League | Fairfield Ludlowe | Stamford | Fairfield Ludlowe High School - Sturges Park |
| SAT 10/5 | 10:00 AM | League | E.O. Smith | Enfield | Farrell Field Park - Upper Field |
| SAT 10/5 | 10:00 AM | League | Foran | Fairfield Prep | Foran High School - Kelley Martin Tighe Memorial Field |
| SAT 10/5 | 10:00 AM | League | North Haven | Notre Dame-West Haven | North Haven Middle School - West Turf Field |
| SAT 10/5 | 10:00 AM | League | Pomperaug | Stratford | Pomperaug High School - Stadium |
| SAT 10/5 | 10:00 AM | League | Sheehan | Daniel Hand | PRAGEMANN PARK - PRAGEMANN PARK |
| SAT 10/5 | 10:00 AM | League | St. Joseph | Brien McMahon | St. Joseph High School - Lower Grass Field |
| SAT 10/5 | 10:00 AM | League | Trumbull | Staples | Trumbull High School - Cork Field |
| SAT 10/5 | 10:30 AM | League | Woodland | WCA | Woodland High School - Woodland Soccer Field |
| SAT 10/5 | 11:00 AM | League | Naugatuck | Holy Cross | Naugatuck High School - Veterans Field |
| SAT 10/5 | 11:00 AM | Non-League | Nonnewaug | Torrington | Nonnewaug High School - Turf Field |
| SAT 10/5 | 12:00 PM | League | Fairfield Warde | Norwalk | Fairfield Warde High School - Varsity Grass Soccer Field |
| SAT 10/5 | 12:00 PM | League | New Milford | Bethel | New Milford High School - Joe Wiser Stadium - NMHS |
| SAT 10/5 | 12:30 PM | League | Hamden | Branford | Hamden High School - HHS Turf #1 |
| SAT 10/5 | 2:00 PM | League | Joel Barlow | Immaculate | Joel Barlow High School - Field J1 |
| SAT 10/5 | 3:00 PM | League | Ridgefield | Greenwich | Ridgefield High School - RHS Lower Grass Field |
| SAT 10/5 | 5:00 PM | League | Granby Memorial | Bolton | Granby Memorial High School - Turf 2 |
| SAT 10/5 | 9:00 AM | League | Wilton | Westhill | Wilton High School - Lilly Field |
| SAT 10/5 | 9:00 AM | Non-League | Fitch | Waterford | Groton Middle School - Groton Middle School-Turf Feld |
| MON 10/7 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| MON 10/7 | 3:00 PM | Non-League | Bullard Havens Tech | Platt Tech | Luis Marin Elementary School - Turf Soccer Field |
| MON 10/7 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| MON 10/7 | 3:45 PM | League | Branford | Amity | Branford High School - Grass Field |
| MON 10/7 | 3:45 PM | League | East Lyme | Waterford | East Lyme High School - Back Soccer Field |
| MON 10/7 | 3:45 PM | League | Enfield | East Hartford | Enfield High School - EHS SOC GRASS 1 |
| MON 10/7 | 3:45 PM | League | Fairfield Prep | Guilford | Fairfield University - Grauert Field |
| MON 10/7 | 3:45 PM | League | Lyman Memorial | Montville | Lyman Memorial High School - Soccer Field |
| MON 10/7 | 3:45 PM | League | South Windsor | E.O. Smith | Nevers Road Park - Nevers Road Park JV Soccer Field |
| MON 10/7 | 3:45 PM | League | New Britain | Windsor | New Britain High School - Soccer Field 1 |
| MON 10/7 | 3:45 PM | League | Newington | Manchester | Newington High School - Soccer Field 2 |
| MON 10/7 | 3:45 PM | League | NFA | Woodstock Academy | Rec Fields - Fontaine |
| MON 10/7 | 3:45 PM | League | East Catholic | Tolland | Veterans Park - Soccer |
| MON 10/7 | 3:45 PM | League | Wethersfield | RHAM | Wethersfield High School - DiCicco Field |
| MON 10/7 | 4:00 PM | League | Bacon Academy | Ledyard | Bacon Academy - Baseball Field |
| MON 10/7 | 4:00 PM | League | Daniel Hand | Wilbur Cross | Madison Surf Club - Strong Field |
| MON 10/7 | 4:00 PM | League | New London | Windham | New London High School - Bob Nenna Field |
| MON 10/7 | 4:00 PM | League | Fitch | Killingly | Poquonnock Plains Park - Soccer/Lacrosse Field |
| MON 10/7 | 6:30 PM | League | Hamden | West Haven | Hamden High School - HHS Turf #2 |
| TUE 10/8 | 3:45 PM | League | Branford | Notre Dame-West Haven | Branford High School - Grass Field |
| TUE 10/8 | 3:45 PM | League | Bristol Eastern | Platt | Bristol Eastern High School - Front Field |
| TUE 10/8 | 3:45 PM | League | Avon | Conard | Fisher Meadow Soccer Fields - Fisher Meadows- Field 5 |
| TUE 10/8 | 3:45 PM | League | Foran | Lyman Hall | Foran High School - Foran High School - Turf Field |
| TUE 10/8 | 3:45 PM | League | Hall | Southington | Hall High School - Field 9 |
| TUE 10/8 | 3:45 PM | League | Housatonic Regional | Shepaug Valley | Housatonic Valley Regional High - Boys Practice Field |
| TUE 10/8 | 3:45 PM | League | Jonathan Law | Sheehan | Jonathan Law High School - New Turf Field |
| TUE 10/8 | 3:45 PM | League | Lewis Mills | Plainville | Lewis Mills High School - Soccer JV Field |
| TUE 10/8 | 3:45 PM | League | Middletown | Berlin | Moody School - Lacrosse Field 1 |
| TUE 10/8 | 3:45 PM | League | Northwest Catholic | Glastonbury | Northwest Catholic High School (Primary) - NWC JV Soccer Field / Track |
| TUE 10/8 | 3:45 PM | League | Seymour | Woodland | Seymour High School - Seymour High Lower Field |
| TUE 10/8 | 3:45 PM | League | Simsbury | Farmington | Simsbury High School - Simsbury Grass Field |
| TUE 10/8 | 4:00 PM | League | Bethel | Weston | Bethel High School - Middle School Turf Soccer Field |
| TUE 10/8 | 4:00 PM | League | Brookfield | Immaculate | Brookfield High School - BHS Stadium Field |
| TUE 10/8 | 4:00 PM | League | Danbury | Staples | Danbury High School - Grass Soccer Field |
| TUE 10/8 | 4:00 PM | League | Darien | Fairfield Ludlowe | Darien High School - DHS Upper Oval Turf Field |
| TUE 10/8 | 4:00 PM | League | New Fairfield | Masuk | New Fairfield High School - Marty Morgan Field |
| TUE 10/8 | 4:00 PM | League | New Milford | Bunnell | New Milford High School - Joe Wiser Stadium - NMHS |
| TUE 10/8 | 4:00 PM | League | Westhill | Bridgeport Central | Rippowan MS - Rippowam Turf Field |
| TUE 10/8 | 4:00 PM | League | New Canaan | St. Joseph | Saxe MS - Field 1 |
| TUE 10/8 | 4:00 PM | League | Trumbull | Ridgefield | Trumbull High School - The Pit |
| TUE 10/8 | 4:15 PM | League | Norwalk | Greenwich | West Rocks MS - Soccer Turf Field |
| TUE 10/8 | 4:30 PM | League | Wilton | Brien McMahon | Allen's Meadow - Field 2 |
| TUE 10/8 | 4:30 PM | League | Fairfield Warde | Stamford | Fairfield Warde High School - Varsity Grass Soccer Field |
| TUE 10/8 | 4:30 PM | League | Stratford | Newtown | Penders Field - Penders Field - Stratford |
| TUE 10/8 | 6:00 PM | League | North Haven | East Haven | North Haven Middle School - West Turf Field |
| TUE 10/8 | Postponed | League | Bristol Central | Maloney | Bristol Central High School - Upper Baseball/Soccer Field |
| WED 10/9 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| WED 10/9 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| WED 10/9 | 3:15 PM | League | O'Brien Tech | Platt Tech | Emmett O' Brien Reg Voc Tech School - O'Brien Tech Athletic Complex |
| WED 10/9 | 3:30 PM | League | Ledyard | Wheeler | Ledyard High School - Bill Mignault Field |
| WED 10/9 | 3:45 PM | League | East Lyme | Bacon Academy | East Lyme High School - Back Soccer Field |
| WED 10/9 | 3:45 PM | League | E.O. Smith | Newington | Farrell Field Park - Upper Field |
| WED 10/9 | 3:45 PM | League | Manchester | Wethersfield | Manchester High School - Soccer Field |
| WED 10/9 | 3:45 PM | League | RHAM | South Windsor | RHAM High School - Veterans Field |
| WED 10/9 | 3:45 PM | League | Tolland | East Hartford | Tolland High School - Grass Field |
| WED 10/9 | 3:45 PM | League | Notre Dame-West Haven | Xavier | Veterans Memorial Park (West Haven, CT) - Field |
| WED 10/9 | 3:45 PM | League | Windsor | Rocky Hill | Windsor High School - JV Baseball Field |
| WED 10/9 | 4:00 PM | League | Enfield | East Catholic | Enfield High School - EHS SOC GRASS 1 |
| WED 10/9 | 4:00 PM | League | Fitch | Stonington | Poquonnock Plains Park - Soccer/Lacrosse Field |
| WED 10/9 | 4:30 PM | League | Guilford | Daniel Hand | Guilford High School - Kavanaugh Turf Field and Track |
| WED 10/9 | 6:00 PM | League | Hamden | Cheshire | Hamden High School - HHS Turf #2 |
| THU 10/10 | 3:45 PM | League | Career Magnet | Foran | Boulevard Field - Boulevard Field |
| THU 10/10 | 3:45 PM | League | Cheshire | Shelton | Cheshire High School - Soccer Grass Field |
| THU 10/10 | 3:45 PM | League | Conard | Glastonbury | Conard High School - South Field |
| THU 10/10 | 3:45 PM | League | Hall | Simsbury | Hall High School - Field 9 |
| THU 10/10 | 3:45 PM | League | Housatonic Regional | Terryville | Housatonic Valley Regional High - Boys Practice Field |
| THU 10/10 | 3:45 PM | League | Killingly | Montville | Killingly High School - Lower Grass Field |
| THU 10/10 | 3:45 PM | League | Lewis Mills | Maloney | Lewis Mills High School - Soccer JV Field |
| THU 10/10 | 3:45 PM | League | Middletown | Platt | Middletown High School - MHS Stadium |
| THU 10/10 | 3:45 PM | League | Morgan | Hale Ray | Morgan School - Soccer/Lax Field |
| THU 10/10 | 3:45 PM | League | Northwest Catholic | Avon | Northwest Catholic High School (Primary) - NWC JV Soccer Field / Track |
| THU 10/10 | 3:45 PM | League | Plainville | Bristol Central | Plainville High School - Plainville HS- Turf JV Field |
| THU 10/10 | 3:45 PM | League | Southington | Farmington | Southington High School - 3 Soccer/Lacrosse |
| THU 10/10 | 4:00 PM | League | Amity | Xavier | Amity Regional High School - AHS Grass Field # 3 |
| THU 10/10 | 4:00 PM | League | Bethel | Newtown | Bethel High School - Rockwell Field |
| THU 10/10 | 4:00 PM | League | Fairfield Ludlowe | Wilton | Fairfield Ludlowe High School - Sturges Park |
| THU 10/10 | 4:00 PM | League | Immaculate | Stafford | Immaculate High School - Baseball Diamond |
| THU 10/10 | 4:00 PM | League | New Fairfield | Joel Barlow | New Fairfield High School - Marty Morgan Field |
| THU 10/10 | 4:00 PM | League | North Haven | Jonathan Law | North Haven Middle School - West Turf Field |
| THU 10/10 | 4:00 PM | League | Ridgefield | Darien | Ridgefield High School - RHS Lower Grass Field |
| THU 10/10 | 4:00 PM | League | Brien McMahon | Fairfield Warde | Roton MS - Roton MS |
| THU 10/10 | 4:00 PM | League | Berlin | Bristol Eastern | Sage Park Berlin - Scalise Field |
| THU 10/10 | 4:00 PM | League | New Canaan | Trumbull | Saxe MS - Field 1 |
| THU 10/10 | 4:00 PM | League | Stamford | Norwalk | Stamford High School - Lower multi-sport |
| THU 10/10 | 4:00 PM | League | Staples | St. Joseph | Staples High School - Wakeman Field E (grass) |
| THU 10/10 | 4:00 PM | League | Bridgeport Central | Danbury | Veteran's Park - Bridgeport - Soccer Field |
| THU 10/10 | 4:00 PM | League | Weston | New Milford | Weston High School - WHS Stadium Field |
| THU 10/10 | 5:00 PM | League | Greenwich | Westhill | Greenwich High School - Field 3 |
| THU 10/10 | 5:00 PM | League | Masuk | Brookfield | Masuk High School - Benedict Stadium Field @ Masuk HS |
| THU 10/10 | 5:00 PM | League | Pomperaug | Bunnell | Pomperaug High School - Stadium |
| THU 10/10 | 5:00 PM | League | Wilbur Cross | Fairfield Prep | Wilbur Cross High School - Wilbur Cross Athletic Complex |
| FRI 10/11 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| FRI 10/11 | 3:30 PM | Non-League | Canton | South Windsor | Canton High School - Bowdoin Field |
| FRI 10/11 | 3:30 PM | Non-League | Platt Tech | O'Brien Tech | ORANGE AVE ATHLETIC COMPLEX - ORANGE AVE ATHLETIC COMPLEX - Field 1 (Soccer) |
| FRI 10/11 | 3:45 PM | League | NFA | East Lyme | Rec Fields - Fontaine |
| FRI 10/11 | 4:00 PM | League | Wheeler | Lyman Memorial | Wheeler Middle High School - MHS Main Soccer/Lacrosse Field |
| FRI 10/11 | 4:00 PM | Non-League | Windham | RHAM | Windham High School - Ferrigno Field |
| FRI 10/11 | 4:30 PM | League | West Haven | Lyman Hall | West Haven High School - Ken Strong Stadium |
| SAT 10/12 | 1:00 PM | League | Torrington | WCA | Torrington High School - Robert Frost Sports Complex |
| SAT 10/12 | 1:30 PM | League | Fitch | Bacon Academy | Poquonnock Plains Park - Soccer/Lacrosse Field |
| SAT 10/12 | 10:00 AM | League | Seymour | Holy Cross | Seymour High School - Seymour High Lower Field |
| SAT 10/12 | 10:00 AM | League | Xavier | Shelton | Xavier High School - Larry McHugh Field |
| SAT 10/12 | 10:00 AM | Non-League | Brookfield | Holy Cross | Brookfield High School - BHS Stadium Field |
| SAT 10/12 | 10:30 AM | League | Wilbur Cross | North Haven | Wilbur Cross High School - Wilbur Cross Athletic Complex |
| SAT 10/12 | 11:00 AM | League | Woodstock Academy | Waterford | The Woodstock Academy - Charles Bentley Athletic C - BENTSCJV - Bentley JV Soccer Field |
| SAT 10/12 | 12:00 PM | League | Jonathan Law | Branford | Jonathan Law High School - New Turf Field |
| SAT 10/12 | 2:00 PM | Non-League | St. Joseph | Bassick | St. Joseph High School - Lower Grass Field |
| SAT 10/12 | 3:00 PM | League | Stonington | Ledyard | STONINGTON CT - High School - SHS Palmer Field (Turf) |
| MON 10/14 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| MON 10/14 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| MON 10/14 | 3:45 PM | League | East Catholic | Windsor Locks | East Catholic High School - Lower Field |
| MON 10/14 | 3:45 PM | League | Northwest Catholic | Simsbury | Northwest Catholic High School (Primary) - NWC JV Soccer Field / Track |
| MON 10/14 | 3:45 PM | Non-League | East Hampton | Manchester | East Hampton High School - North Field |
| MON 10/14 | 5:30 PM | League | Shelton | Notre Dame-West Haven | Shelton High School - Finn Stadium |
| TUE 10/15 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| TUE 10/15 | 3:45 PM | League | Guilford | Wilbur Cross | Bittner Park - Bittner Park Soccer |
| TUE 10/15 | 3:45 PM | League | Cheshire | Notre Dame-West Haven | Cheshire High School - Soccer Grass Field |
| TUE 10/15 | 3:45 PM | League | Conard | Southington | Conard High School - South Field |
| TUE 10/15 | 3:45 PM | League | Enfield | South Windsor | Enfield High School - EHS SOC GRASS 1 |
| TUE 10/15 | 3:45 PM | League | Avon | Hall | Fisher Meadow Soccer Fields - Fisher Meadows- Field 5 |
| TUE 10/15 | 3:45 PM | League | Lewis Mills | Platt | Lewis Mills High School - Soccer JV Field |
| TUE 10/15 | 3:45 PM | League | Middletown | Maloney | Middletown High School - MHS Stadium |
| TUE 10/15 | 3:45 PM | League | Plainville | Bristol Eastern | Plainville High School - Plainville HS- Turf JV Field |
| TUE 10/15 | 3:45 PM | League | Sheehan | Foran | PRAGEMANN PARK - PRAGEMANN PARK |
| TUE 10/15 | 3:45 PM | League | St. Paul Catholic | Woodland | St. Paul Catholic HS - McPhee Field |
| TUE 10/15 | 3:45 PM | Non-League | Lakeview | Torrington | Plumb Hill Field Complex - JV Soccer Field |
| TUE 10/15 | 4:00 PM | League | Bethel | New Fairfield | Bethel High School - Middle School Turf Soccer Field |
| TUE 10/15 | 4:00 PM | League | Brookfield | Stratford | Brookfield High School - BHS Stadium Field |
| TUE 10/15 | 4:00 PM | League | Coventry | Granby Memorial | Coventry High School - Soccer field |
| TUE 10/15 | 4:00 PM | League | Daniel Hand | Fairfield Prep | Madison Surf Club - Strong Field |
| TUE 10/15 | 4:00 PM | League | Masuk | Newtown | Masuk High School - Benedict Stadium Field @ Masuk HS |
| TUE 10/15 | 4:00 PM | League | New London | Ledyard | New London High School - Bob Nenna Field |
| TUE 10/15 | 4:00 PM | League | Brien McMahon | Darien | Roton MS - Roton MS |
| TUE 10/15 | 4:00 PM | League | Berlin | Bristol Central | Sage Park Berlin - Scalise Field |
| TUE 10/15 | 4:00 PM | League | St. Bernard | Wheeler | St. Bernard School - Delaporta Field |
| TUE 10/15 | 4:00 PM | League | Weston | Joel Barlow | Weston High School - WHS Stadium Field |
| TUE 10/15 | 5:00 PM | League | Greenwich | Fairfield Warde | Greenwich High School - Field 3 |
| TUE 10/15 | 5:00 PM | League | Pomperaug | Immaculate | Pomperaug High School - Stadium |
| WED 10/16 | 3:00 PM | Practice | Weston | | Weston High School - WHS Stadium Field |
| WED 10/16 | 3:45 PM | League | Cheshire | Xavier | Cheshire High School - Soccer Grass Field |
| WED 10/16 | 3:45 PM | League | East Hartford | E.O. Smith | East Hartford High School - Soccer Field |
| WED 10/16 | 3:45 PM | League | Jonathan Law | Lyman Hall | Jonathan Law High School - New Turf Field |
| WED 10/16 | 3:45 PM | League | Montville | Bacon Academy | Montville High School - Grass Soccer Field |
| WED 10/16 | 3:45 PM | League | New Britain | Manchester | New Britain High School - Soccer Field 2 |
| WED 10/16 | 3:45 PM | League | Tolland | Rocky Hill | Tolland High School - Grass Field |
| WED 10/16 | 3:45 PM | League | East Catholic | RHAM | Veterans Park - Soccer |
| WED 10/16 | 3:45 PM | League | Windsor | Newington | Windsor High School - JV Baseball Field |
| WED 10/16 | 4:00 PM | League | Amity | Hamden | Amity Regional High School - AHS Grass Field # 3 |
| WED 10/16 | 4:00 PM | League | Fairfield Ludlowe | Trumbull | Fairfield Ludlowe High School - Sturges Park |
| WED 10/16 | 4:00 PM | League | Lewis Mills | Northwestern | Lewis Mills High School - Soccer JV Field |
| WED 10/16 | 4:00 PM | League | Ridgefield | New Canaan | Ridgefield High School - RHS Lower Grass Field |
| WED 10/16 | 4:00 PM | League | St. Joseph | Danbury | St. Joseph High School - Lower Grass Field |
| WED 10/16 | 4:00 PM | League | Bridgeport Central | Norwalk | Veteran's Park - Bridgeport - Soccer Field |
| WED 10/16 | 4:00 PM | Non-League | Windham | Lyman Memorial | Windham High School - Ferrigno Field |
| WED 10/16 | 4:15 PM | League | Portland | Lakeview | Portland High School - HS Track |
| WED 10/16 | 4:30 PM | League | Stamford | Wilton | Stamford High School - Lower multi-sport |
| WED 10/16 | 4:30 PM | League | Staples | Westhill | Staples High School - Wakeman Field E (grass) |
| WED 10/16 | 6:30 PM | League | West Haven | Branford | West Haven High School - Ken Strong Stadium |
| THU 10/17 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| THU 10/17 | 3:30 PM | Non-League | Platt Tech | O'Brien Tech | ORANGE AVE ATHLETIC COMPLEX - ORANGE AVE ATHLETIC COMPLEX - Field 1 (Soccer) |
| THU 10/17 | 3:45 PM | League | Bristol Central | Middletown | Bristol Central High School - Upper Baseball/Soccer Field |
| THU 10/17 | 3:45 PM | League | Bristol Eastern | Lewis Mills | Bristol Eastern High School - Front Field |
| THU 10/17 | 3:45 PM | League | Hall | Northwest Catholic | Hall High School - Field 9 |
| THU 10/17 | 3:45 PM | League | Maloney | Berlin | Maloney High School - Soccer Field |
| THU 10/17 | 3:45 PM | League | Platt | Plainville | Platt High School - Baseball Diamond |
| THU 10/17 | 3:45 PM | League | Naugatuck | St. Paul Catholic | Rotary Field - Soccer Field |
| THU 10/17 | 3:45 PM | League | Seymour | Wolcott | Seymour High School - Seymour High Lower Field |
| THU 10/17 | 3:45 PM | League | Simsbury | Avon | Simsbury High School - Simsbury Grass Field |
| THU 10/17 | 3:45 PM | League | Southington | Glastonbury | Southington High School - 3 Soccer/Lacrosse |
| THU 10/17 | 3:45 PM | League | Farmington | Conard | Tunxis Mead Park - Tunxis Meade Park |
| THU 10/17 | 3:45 PM | League | Woodland | Watertown | Woodland High School - Woodland Soccer Field |
| THU 10/17 | 4:00 PM | League | Brookfield | New Milford | Brookfield High School - BHS Stadium Field |
| THU 10/17 | 4:00 PM | League | Bunnell | Weston | Bunnell HS - Multi-Sport Turf Field |
| THU 10/17 | 4:00 PM | League | Brien McMahon | Greenwich | Roton MS - Roton MS |
| THU 10/17 | 4:15 PM | League | Masuk | Bethel | Masuk High School - Benedict Stadium Field @ Masuk HS |
| THU 10/17 | 5:00 PM | League | Pomperaug | New Fairfield | Pomperaug High School - Stadium |
| THU 10/17 | 5:30 PM | League | Joel Barlow | Stratford | Joel Barlow High School - Field I (Stadium) |
| FRI 10/18 | 3:45 PM | League | Amity | East Haven | Amity Regional High School - AHS Grass Field # 3 |
| FRI 10/18 | 3:45 PM | League | Bacon Academy | NFA | Bacon Academy - Baseball Field |
| FRI 10/18 | 3:45 PM | League | Branford | North Haven | Branford High School - Grass Field |
| FRI 10/18 | 3:45 PM | League | Cheshire | Fairfield Prep | Cheshire High School - Soccer Grass Field |
| FRI 10/18 | 3:45 PM | League | E.O. Smith | RHAM | Farrell Field Park - Upper Field |
| FRI 10/18 | 3:45 PM | League | Foran | Hamden | Foran High School - Kelley Martin Tighe Memorial Field |
| FRI 10/18 | 3:45 PM | League | Manchester | Windsor | Manchester High School - Soccer Field |
| FRI 10/18 | 3:45 PM | League | Newington | New Britain | Newington High School - Soccer Field 2 |
| FRI 10/18 | 3:45 PM | League | Tolland | Enfield | Tolland High School - Grass Field |
| FRI 10/18 | 3:45 PM | League | East Catholic | East Hartford | Veterans Park - Soccer |
| FRI 10/18 | 3:45 PM | League | Wethersfield | Rocky Hill | Wethersfield High School - DiCicco Field |
| FRI 10/18 | 4:00 PM | League | New Canaan | Danbury | Conner Field, New Cannan - Conner Field, New Cannan |
| FRI 10/18 | 4:00 PM | League | Darien | Norwalk | Darien High School - DHS Upper Oval Turf Field |
| FRI 10/18 | 4:00 PM | League | Fairfield Ludlowe | Bridgeport Central | Fairfield Ludlowe High School - Sturges Park |
| FRI 10/18 | 4:00 PM | League | Granby Memorial | Windsor Locks | Granby Memorial High School - Turf 2 |
| FRI 10/18 | 4:00 PM | League | Ridgefield | Staples | Ridgefield High School - RHS Lower Grass Field |
| FRI 10/18 | 4:00 PM | League | Trumbull | Westhill | Trumbull High School - The Pit |
| FRI 10/18 | 4:00 PM | League | Windham | Killingly | Windham High School - Ferrigno Field |
| FRI 10/18 | 4:15 PM | League | Ledyard | Woodstock Academy | Ledyard High School - HS Soccer/Lacrosse Field |
| FRI 10/18 | 4:30 PM | League | Wilton | Fairfield Warde | Allen's Meadow - Field 2 |
| FRI 10/18 | 4:30 PM | League | St. Joseph | Stamford | St. Joseph High School - Lower Grass Field |
| FRI 10/18 | 5:00 PM | Non-League | Pomperaug | Abbott Tech | Pomperaug High School - Stadium |
| FRI 10/18 | 5:30 PM | League | Shelton | Guilford | Shelton High School - Finn Stadium |
| SAT 10/19 | 10:00 AM | League | Jonathan Law | Amistad | Jonathan Law High School - New Turf Field |
| SAT 10/19 | 10:00 AM | League | Xavier | Daniel Hand | Xavier High School - Larry McHugh Field |
| SAT 10/19 | 10:30 AM | League | Guilford | Lyman Hall | Bittner Park - Bittner Park Soccer |
| SAT 10/19 | 10:30 AM | League | Kennedy | WCA | J F Kennedy High School Turf - Kennedy Turf field |
| SAT 10/19 | 12:00 PM | Non-League | Bethel | West Haven | Bethel High School - Rockwell Field |
| SAT 10/19 | 12:30 PM | League | Shepaug Valley | Nonnewaug | Shepaug Valley High School - Shepaug Valley JV & Middle School Soccer Field |
| SAT 10/19 | 2:00 PM | League | Waterford | St. Bernard | Waterford High School - Miner Lane Field #1 |
| SAT 10/19 | 3:00 PM | League | Stonington | East Lyme | STONINGTON CT - High School - SHS Palmer Field (Turf) |
| MON 10/21 | 3:45 PM | League | Lewis Mills | Nonnewaug | Lewis Mills High School - Soccer JV Field |
| MON 10/21 | 4:30 PM | Non-League | Canton | East Hampton | Canton High School - Bowdoin Field |
| TUE 10/22 | 3:30 PM | League | Lyman Hall | Sheehan | Lyman Hall High School - Lyman Hall Field #1 |
| TUE 10/22 | 3:30 PM | League | Maloney | Platt | Maloney High School - Soccer Field |
| TUE 10/22 | 3:45 PM | League | Bristol Central | Bristol Eastern | Bristol Central High School - Upper Baseball/Soccer Field |
| TUE 10/22 | 3:45 PM | League | Conard | Hall | Conard High School - South Field |
| TUE 10/22 | 3:45 PM | League | Avon | Farmington | Fisher Meadow Soccer Fields - Fisher Meadows- Field 5 |
| TUE 10/22 | 3:45 PM | League | Glastonbury | Simsbury | Glastonbury High School - Field 12 |
| TUE 10/22 | 3:45 PM | League | Manchester | East Hartford | Manchester High School - Soccer Field |
| TUE 10/22 | 3:45 PM | League | South Windsor | East Catholic | Nevers Road Park - Nevers Road Park JV Soccer Field |
| TUE 10/22 | 3:45 PM | League | Newington | Wethersfield | Newington High School - Soccer Field 2 |
| TUE 10/22 | 3:45 PM | League | Northwest Catholic | Southington | Northwest Catholic High School (Primary) - NWC JV Soccer Field / Track |
| TUE 10/22 | 3:45 PM | League | RHAM | Enfield | RHAM High School - Veterans Field |
| TUE 10/22 | 3:45 PM | League | Rocky Hill | New Britain | Rocky Hill High School - Stadium |
| TUE 10/22 | 3:45 PM | League | Shepaug Valley | Northwestern | Shepaug Valley High School - Shepaug Valley JV & Middle School Soccer Field |
| TUE 10/22 | 3:45 PM | League | Tolland | E.O. Smith | Tolland High School - Grass Field |
| TUE 10/22 | 4:00 PM | League | Berlin | Plainville | Sage Park Berlin - Scalise Field |
| TUE 10/22 | 4:00 PM | League | Suffield | Ellington | Suffield High School - Grass field |
| WED 10/23 | 3:00 PM | League | Pomfret School | Suffield | Pomfret School - Field #2 |
| WED 10/23 | 3:15 PM | Non-League | Indian Mountain School | Housatonic Regional | Indian Mountain School - Turf field |
| WED 10/23 | 3:45 PM | League | Middletown | Lewis Mills | Moody School - Lacrosse Field 1 |
| THU 10/24 | 4:00 PM | Non-League | Northwestern | Granby Memorial | Northwestern Regional H.S. - JV Soccer Field |
| MON 10/28 | 4:00 PM | Non-League | Coventry | Rockville | Coventry High School - Soccer field |
| FRI 11/1 | 4:00 PM | League | Cardinal Kung Academy | Westhill | Trinity Catholic - Gaglio Field |