| Date | Time | Type | Home School | Away School | Site |
| MON 7/8 | 8:30 AM | Practice | Danbury | | Danbury High School - Grass football field |
| TUE 7/9 | 8:30 AM | Practice | Danbury | | Danbury High School - Grass football field |
| THU 7/11 | 8:30 AM | Practice | Danbury | | Danbury High School - Grass football field |
| MON 7/15 | 8:30 AM | Practice | Danbury | | Danbury High School - Grass football field |
| TUE 7/16 | 8:30 AM | Practice | Danbury | | Danbury High School - Grass football field |
| THU 7/18 | 8:30 AM | Practice | Danbury | | Danbury High School - Grass football field |
| MON 7/22 | 8:30 AM | Practice | Danbury | | Danbury High School - Grass football field |
| TUE 7/23 | 8:30 AM | Practice | Danbury | | Danbury High School - Grass football field |
| THU 7/25 | 8:30 AM | Practice | Danbury | | Danbury High School - Grass football field |
| MON 7/29 | 8:30 AM | Practice | Danbury | | Danbury High School - Grass football field |
| TUE 7/30 | 8:30 AM | Practice | Danbury | | Danbury High School - Grass football field |
| THU 8/1 | 8:30 AM | Practice | Danbury | | Danbury High School - Grass football field |
| MON 8/5 | 10:00 AM | Practice | Danbury | | Danbury High School - Danbury HS Stadium |
| TUE 8/6 | 10:00 AM | Practice | Danbury | | Danbury High School - DHS Stadium |
| THU 8/8 | 10:00 AM | Practice | Danbury | | Danbury High School - DHS Stadium |
| MON 8/19 | 6:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| TUE 8/20 | 12:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| TUE 8/20 | 6:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 8/21 | 4:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 8/21 | 9:00 AM | Practice | Danbury | | Danbury High School - Grass football field |
| THU 8/22 | 4:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| THU 8/22 | 9:00 AM | Practice | Danbury | | Danbury High School - Grass football field |
| FRI 8/23 | 4:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| FRI 8/23 | 9:00 AM | Practice | Danbury | | Danbury High School - Grass football field |
| MON 8/26 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| MON 8/26 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| TUE 8/27 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| TUE 8/27 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 8/28 | 2:30 PM | Practice | Danbury | | Danbury High School - G gym (freshman academy gym) |
| WED 8/28 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 8/28 | 6:30 PM | League | Staples | Fairfield Prep, Newtown, Wilton | Staples High School - Staples Stadium |
| THU 8/29 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| THU 8/29 | 4:30 PM | Practice | Brookfield | | Brookfield High School - BHS Weight Room |
| THU 8/29 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| FRI 8/30 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| FRI 8/30 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| SAT 8/31 | 10:30 AM | Scrimmage | Ridgefield | Fairfield Prep | Ridgefield High School - Tiger Hollow Stadium |
| MON 9/2 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| TUE 9/3 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| TUE 9/3 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 9/4 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| WED 9/4 | 3:45 PM | Scrimmage | Bristol Eastern | Platt | Bristol Eastern High School - Practice Football Field |
| WED 9/4 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 9/4 | 5:00 PM | Scrimmage | Minnechaug Regional High School MA | Enfield | Minnechaug Reg High School - Spec Pond Recreation Facility |
| THU 9/5 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| THU 9/5 | 4:00 PM | Scrimmage | Brien McMahon | Stamford | Brien McMahon High School - Casagrande Field |
| THU 9/5 | 4:30 PM | Scrimmage | Xavier | Berlin | Xavier High School - Larry McHugh Field |
| THU 9/5 | 6:30 PM | Scrimmage | Ridgefield | Newtown | Ridgefield High School - Tiger Hollow Stadium |
| FRI 9/6 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| FRI 9/6 | 3:45 PM | Scrimmage | Conard | Avon | Conard High School - Football Field - Grass |
| FRI 9/6 | 4:00 PM | Scrimmage | New Fairfield | Brewster High School | New Fairfield High School - Stadium Field |
| FRI 9/6 | 4:30 PM | Scrimmage | Greenwich | New Canaan | Greenwich High School - Field 7 |
| FRI 9/6 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| FRI 9/6 | 5:00 PM | Scrimmage | Fairfield Prep | Norwalk | Fairfield University - Barlow Field |
| FRI 9/6 | 6:30 PM | Scrimmage | Shelton | Staples | Shelton High School - Finn Stadium |
| FRI 9/6 | 7:00 PM | Scrimmage | Pomperaug | Oxford | Pomperaug High School - Stadium |
| SAT 9/7 | 10:00 AM | Scrimmage | North Haven | Daniel Hand | North Haven Middle School - Vanacore Field |
| MON 9/9 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| MON 9/9 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| TUE 9/10 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| TUE 9/10 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 9/11 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| WED 9/11 | 3:45 PM | League | Farmington | E.O. Smith | Farmington High School - Turf Field |
| WED 9/11 | 3:45 PM | League | Manchester | Middletown | Memorial Field @ MHS - Memorial Field @ MHS |
| WED 9/11 | 4:00 PM | Non-League | New Milford | Norwalk | New Milford High School - North Turf Field - NMHS |
| WED 9/11 | 4:00 PM | Scrimmage | Fairfield Warde | Lyman Hall | Fairfield Warde High School - Tetreau/Davis Field |
| WED 9/11 | 5:00 PM | League | Stamford | Newtown | Stamford High School - Boyle Stadium |
| WED 9/11 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 9/11 | 6:00 PM | Non-League | Trumbull | Notre Dame-West Haven | Trumbull High School - McDougall Stadium |
| WED 9/11 | 6:30 PM | Scrimmage | Staples | Wilton | Staples High School - Staples Stadium |
| THU 9/12 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| THU 9/12 | 3:00 PM | League | Amity | Shelton | Amity Regional High School - William Johnson Stadium Field |
| THU 9/12 | 3:45 AM | League | Newington | Simsbury | Newington High School - Abbate Field, Alumni Rd. |
| THU 9/12 | 3:45 PM | League | Bristol Central | South Windsor | Bristol Central High School - BC Turf Field |
| THU 9/12 | 3:45 PM | League | East Hartford | Windsor | East Hartford High School - Freshman Practice Field |
| THU 9/12 | 3:45 PM | League | Glastonbury | Platt | Glastonbury High School - Turf Field |
| THU 9/12 | 3:45 PM | League | New Britain | Wethersfield | Osgood Park - Osgood Park |
| THU 9/12 | 3:45 PM | Non-League | Conard | Pomperaug | Conard High School - Football Field - Grass |
| THU 9/12 | 3:45 PM | Non-League | Maloney | Berlin | Maloney High School - Turf Field |
| THU 9/12 | 4:00 PM | League | Fairfield Prep | Southington | Fairfield University - Rafferty Stadium |
| THU 9/12 | 4:00 PM | Non-League | St. Joseph | North Haven | St. Joseph High School - Upper Turf |
| THU 9/12 | 5:00 PM | League | New Canaan | Fairfield Ludlowe | New Canaan HS - Dunning Stadium |
| THU 9/12 | 5:00 PM | Non-League | Darien | Cheshire | Darien High School - DHS Stadium Field |
| THU 9/12 | 6:00 PM | League | Hall | Ridgefield | Hall High School - Football Practice Field |
| THU 9/12 | 7:00 PM | League | Xavier | Guilford | Xavier High School - Larry McHugh Field |
| THU 9/12 | 7:00 PM | Scrimmage | West Haven | Greenwich | West Haven High School - Ken Strong Stadium |
| THU 9/12 | Canceled | League | Wilton | Staples | Wilton High School - Fuijitani Field -Turf |
| FRI 9/13 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| FRI 9/13 | 3:15 PM | Practice | Joel Barlow | | Joel Barlow High School - Upper Gym |
| FRI 9/13 | 3:45 PM | League | Avon | Bristol Eastern | Avon High School - Turf Field |
| FRI 9/13 | 4:00 PM | League | Westhill | Brien McMahon | Rippowan MS - Rippowam Turf Field |
| FRI 9/13 | 5:00 PM | League | Ansonia | Oxford | Nolan Field-Ansonia - Football Field |
| SAT 9/14 | 11:00 AM | League | WCA | Kennedy | Waterbury Career Academy - Football Field |
| SAT 9/14 | 11:00 AM | League | Wolcott | Naugatuck | Wolcott High School - Turf Field |
| SAT 9/14 | 12:00 PM | League | Watertown | Seymour | Watertown High - John J Mills Complex @ Watertown HS |
| SAT 9/14 | 8:00 AM | Practice | Danbury | | Danbury High School - Grass football field |
| SAT 9/14 | 9:00 AM | League | Rocky Hill | Bloomfield | Rocky Hill High School - Stadium |
| SAT 9/14 | Canceled | League | Torrington | Crosby | Torrington High School - Robert Frost Sports Complex |
| MON 9/16 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| MON 9/16 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| TUE 9/17 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| TUE 9/17 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 9/18 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| WED 9/18 | 3:45 PM | League | Manchester | Hall | Memorial Field @ MHS - Memorial Field @ MHS |
| WED 9/18 | 3:45 PM | League | Middletown | Bristol Eastern | Middletown High School - MHS Stadium |
| WED 9/18 | 3:45 PM | League | Platt | Berlin | Platt High School - Platt Turf field |
| WED 9/18 | 5:00 PM | League | Hillhouse | Stratford | Bowen Field - Football Field |
| WED 9/18 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| THU 9/19 | 3:30 PM | League | Cheshire | Notre Dame-West Haven | Bartlem Park - Bartlem Park Turf |
| THU 9/19 | 3:30 PM | League | Simsbury | Windsor | Holden Field - Turf |
| THU 9/19 | 3:45 PM | League | Avon | Wethersfield | Avon High School - Turf Field |
| THU 9/19 | 3:45 PM | League | Conard | Southington | Conard High School - Football Field - Grass |
| THU 9/19 | 3:45 PM | League | East Hartford | New Britain | East Hartford High School - Freshman Practice Field |
| THU 9/19 | 3:45 PM | League | Fairfield Prep | Daniel Hand | Fairfield University - Rafferty Stadium |
| THU 9/19 | 3:45 PM | League | Farmington | Northwest Catholic | Farmington High School - Turf Field |
| THU 9/19 | 4:00 PM | League | Westhill | Norwalk | Rippowan MS - Rippowam Turf Field |
| THU 9/19 | 4:00 PM | League | St. Joseph | New Canaan | St. Joseph High School - Upper Turf |
| THU 9/19 | 4:00 PM | League | Xavier | Sheehan | Xavier High School - Larry McHugh Field |
| THU 9/19 | 4:30 PM | League | New Fairfield | Newtown | New Fairfield High School - Stadium Field |
| THU 9/19 | 5:00 PM | League | Brien McMahon | Darien | Brien McMahon High School - Casagrande Field |
| THU 9/19 | 5:00 PM | League | Hamden | North Haven | Hamden High School - HHS Turf #1 |
| THU 9/19 | 5:00 PM | League | Naugatuck | Holy Cross | Naugatuck High School - Veterans Field |
| THU 9/19 | 6:00 PM | League | Danbury | Wilton | Danbury High School - Stadium Turf Field |
| THU 9/19 | 6:00 PM | League | Fairfield Warde | Greenwich | Fairfield Warde High School - Tetreau/Davis Field |
| THU 9/19 | 6:00 PM | League | Trumbull | Fairfield Ludlowe | Trumbull High School - Cork Field |
| THU 9/19 | 6:00 PM | League | West Haven | Shelton | West Haven High School - Ken Strong Stadium |
| THU 9/19 | 6:00 PM | Non-League | Ridgefield | Masuk | Ridgefield High School - Tiger Hollow Stadium |
| THU 9/19 | 6:15 PM | League | Staples | Stamford | Staples High School - Staples Stadium |
| THU 9/19 | Canceled | League | Hartford Public | South Windsor | Hartford Public High School - Football Field |
| THU 9/19 | Canceled | League | Oxford | Amity | Oxford High School - Wolverine Field |
| THU 9/19 | Postponed | League | Lyman Hall | Branford | Lyman Hall High School - Fitzgerald Field |
| THU 9/19 | Postponed | League | Harding | Amity | Warren Harding High School - Lewis Field |
| FRI 9/20 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| SAT 9/21 | 10:00 AM | League | NW United | Wilcox / Kaynor Football | Nonnewaug High School - Turf Field |
| SAT 9/21 | 10:00 AM | Practice | Danbury | | Danbury High School - Grass football field |
| SAT 9/21 | 11:00 AM | League | Wolcott | Woodland | Wolcott High School - Turf Field |
| SAT 9/21 | 9:00 AM | League | Glastonbury | Maloney | Glastonbury High School - Turf Field |
| SAT 9/21 | Postponed | League | St. Paul Catholic | Torrington | St. Paul Catholic HS - McPhee Field |
| MON 9/23 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| MON 9/23 | 3:45 PM | Non-League | Kennedy | Wilcox / Kaynor Football | J F Kennedy High School Turf - Kennedy Turf field |
| MON 9/23 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| TUE 9/24 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| TUE 9/24 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 9/25 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| WED 9/25 | 3:15 PM | Non-League | Pomperaug | Bristol Eastern | Pomperaug High School - Stadium |
| WED 9/25 | 4:00 PM | League | Xavier | Manchester | Xavier High School - Larry McHugh Field |
| WED 9/25 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 9/25 | 5:30 PM | Non-League | New Canaan | Masuk | New Canaan HS - Dunning Stadium |
| WED 9/25 | Postponed | League | Joel Barlow | Brookfield | Joel Barlow High School - Field I (Stadium) |
| THU 9/26 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| THU 9/26 | 3:45 PM | League | Bristol Central | New Milford | Bristol Central High School - BC Turf Field |
| THU 9/26 | 3:45 PM | League | Fairfield Prep | Trumbull | Fairfield University - Rafferty Stadium |
| THU 9/26 | 3:45 PM | League | New Britain | Hamden | Osgood Park - Osgood Park |
| THU 9/26 | 3:45 PM | League | South Windsor | Avon | South Windsor High School - Field in front of HS |
| THU 9/26 | 3:45 PM | Non-League | Platt | North Haven | Platt High School - Football Field |
| THU 9/26 | 4:00 PM | League | Farmington | Wilcox / Kaynor Football, Wilcox / Kaynor Football | Farmington High School - Turf Field |
| THU 9/26 | 4:00 PM | League | Lyman Hall | Amity | Lyman Hall High School - Fitzgerald Field |
| THU 9/26 | 4:00 PM | League | St. Joseph | Fairfield Ludlowe | St. Joseph High School - Upper Turf |
| THU 9/26 | 4:00 PM | Non-League | East Hartford | Shelton | East Hartford High School - Freshman Practice Field |
| THU 9/26 | 4:00 PM | Non-League | ATI | Notre Dame-West Haven | John Perry Field, Rogers Park MS - John Perry Memorial Field, Rogers Park MS |
| THU 9/26 | 4:00 PM | Practice | Immaculate | | Rogers Park - Field #1 AKA The Thunderdome |
| THU 9/26 | 4:30 PM | Non-League | Newtown | Southington | Newtown High School - Blue and Gold Stadium |
| THU 9/26 | 5:00 PM | League | Brien McMahon | Stamford | Brien McMahon High School - Casagrande Field |
| THU 9/26 | 5:00 PM | League | West Haven | Hall | West Haven High School - Ken Strong Stadium |
| THU 9/26 | 5:00 PM | League | Windsor | Darien | Windsor High School - Jack O'Brien Stadium |
| THU 9/26 | 5:00 PM | Non-League | Hillhouse | Conard | Bowen Field - Football Field |
| THU 9/26 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| THU 9/26 | 5:30 PM | League | Norwalk | Glastonbury | Nathan Hale MS - Callahan Complex at Nathan Hale Lower |
| THU 9/26 | 6:00 PM | League | Cheshire | Guilford | Cheshire High School - Alumni Field - Turf |
| THU 9/26 | 6:00 PM | League | Foran | Platt Tech | Foran High School - Foran High School - Turf Field |
| THU 9/26 | 6:00 PM | Non-League | Daniel Hand | Berlin | Daniel Hand High School - Turf Field |
| THU 9/26 | 6:15 PM | League | Staples | Maloney | Staples High School - Staples Stadium |
| THU 9/26 | 6:30 PM | Non-League | Sheehan | Killingly | Sheehan High School - Sheehan HS Riccitelli Field (Turf) |
| FRI 9/27 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| FRI 9/27 | 3:30 PM | League | Watertown | Ansonia | Watertown High School - Watertown HS Back Field |
| FRI 9/27 | 5:30 PM | Non-League | Ridgefield | Wilton | Ridgefield High School - Tiger Hollow Stadium |
| SAT 9/28 | 10:00 AM | League | Crosby | Woodland | Crosby High School - CHS - Jimmy Lee Stadium (Turf) |
| SAT 9/28 | 10:30 AM | League | Northwest Catholic | Rocky Hill | Northwest Catholic High School (Primary) - Neil J. Brewer Field |
| SAT 9/28 | 10:30 AM | League | Torrington | GNH | Torrington High School - Robert Frost Sports Complex |
| SAT 9/28 | 11:00 AM | League | Wolcott | WCA | Wolcott High School - Turf Field |
| SAT 9/28 | 9:00 AM | League | Wethersfield | Stratford | Wethersfield High School - Cottone Field |
| SAT 9/28 | Canceled | League | Naugatuck | St. Paul Catholic | Naugatuck High School - Veterans Field |
| MON 9/30 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| MON 9/30 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| TUE 10/1 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| TUE 10/1 | 4:00 PM | League | Fairfield Warde | Brien McMahon | Fairfield Warde High School - Tetreau/Davis Field |
| TUE 10/1 | 4:00 PM | League | Wilton | Darien | Wilton High School - Fuijitani Field -Turf |
| TUE 10/1 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 10/2 | 3:15 PM | League | Bristol Eastern | Farmington | Bristol Eastern High School - Alumni Field-Turf |
| WED 10/2 | 3:45 PM | League | Foran | Notre Dame-West Haven | Foran High School - Foran High School - Turf Field |
| WED 10/2 | 4:00 PM | League | Danbury | Norwalk | Danbury High School - Stadium Turf Field |
| WED 10/2 | 4:00 PM | League | Greenwich | Ridgefield | Greenwich High School - Cardinal Stadium |
| WED 10/2 | 4:00 PM | League | Newtown | New Milford | Newtown High School - Blue and Gold Stadium |
| WED 10/2 | 4:00 PM | League | North Haven | Cheshire | North Haven Middle School - Vanacore Field |
| WED 10/2 | 4:00 PM | League | Staples | Trumbull | Saugatuck Elementary School - PJ Romano Field |
| WED 10/2 | 4:30 PM | Non-League | Stratford | Ansonia | Penders Field - Penders Field - Stratford |
| WED 10/2 | 6:00 PM | Non-League | Shelton | Daniel Hand | Shelton High School - Finn Stadium |
| WED 10/2 | Canceled | League | Hillhouse | Lyman Hall | Bowen Field - Football Field |
| THU 10/3 | 12:01 AM | Practice | Danbury | | Danbury High School - Grass football field |
| THU 10/3 | 3:00 PM | League | West Haven | Hamden | West Haven High School - Ken Strong Stadium |
| THU 10/3 | 3:45 PM | League | Fairfield Prep | Xavier | Fairfield University - Rafferty Stadium |
| THU 10/3 | 3:45 PM | League | Maloney | East Hartford | Maloney High School - Turf Field |
| THU 10/3 | 3:45 PM | League | Middletown | Newington | Middletown High School - MHS Stadium |
| THU 10/3 | 4:30 PM | League | Sheehan | Harding | Sheehan High School - Sheehan HS Riccitelli Field (Turf) |
| THU 10/3 | Canceled | League | Southington | New Britain | Southington High School - 10 FB JV PRACTICE FIELD |
| FRI 10/4 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| FRI 10/4 | 3:30 PM | League | Glastonbury | Manchester | Glastonbury High School - Turf Field |
| FRI 10/4 | 3:30 PM | League | South Windsor | Windsor | South Windsor High School - Field in front of HS |
| FRI 10/4 | 3:45 PM | League | Conard | Berlin | Conard High School - Football Field - Grass |
| FRI 10/4 | 3:45 PM | League | Hall | Platt | Hall High School - Football Practice Field |
| FRI 10/4 | 4:00 PM | League | Westhill | St. Joseph | Rippowan MS - Rippowam Turf Field |
| FRI 10/4 | 4:30 PM | League | St. Paul Catholic | Crosby | St. Paul Catholic HS - McPhee Field |
| FRI 10/4 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| SAT 10/5 | 10:00 AM | League | Simsbury | Enfield | Holden Field - Turf |
| SAT 10/5 | 10:00 AM | League | Joel Barlow | New Fairfield | Joel Barlow High School - Field I (Stadium) |
| SAT 10/5 | 10:00 AM | League | NW United | Oxford | Nonnewaug High School - Turf Field |
| SAT 10/5 | 10:00 AM | League | Rocky Hill | Lewis Mills | Rocky Hill High School - Auxiliary 2 |
| SAT 10/5 | 10:00 AM | League | Watertown | Naugatuck | Watertown High School - Watertown High School |
| SAT 10/5 | 11:00 AM | Non-League | WCA | Wilcox / Kaynor Football | Waterbury Career Academy - Football Field |
| SAT 10/5 | 8:30 AM | League | Wethersfield | Bristol Central | Wethersfield High School - Cottone Field |
| MON 10/7 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| MON 10/7 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| TUE 10/8 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| TUE 10/8 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 10/9 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| WED 10/9 | 3:30 PM | League | Pomperaug | Newtown | Pomperaug High School - Stadium |
| WED 10/9 | 3:30 PM | League | Sheehan | Hamden | Sheehan High School - Sheehan HS Riccitelli Field (Turf) |
| WED 10/9 | 4:00 PM | League | Cheshire | Foran | Cheshire High School - Alumni Field - Turf |
| WED 10/9 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 10/9 | 6:00 PM | League | Shelton | Fairfield Prep | Shelton High School - Finn Stadium |
| WED 10/9 | Canceled | League | Amity | Jonathan Law | Amity Regional High School - William Johnson Stadium Field |
| THU 10/10 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| THU 10/10 | 4:00 PM | League | Xavier | Lyman Hall | Xavier High School - Larry McHugh Field |
| THU 10/10 | 5:00 PM | League | Brien McMahon | Fairfield Ludlowe | Brien McMahon High School - Casagrande Field |
| THU 10/10 | 5:00 PM | League | North Haven | Notre Dame-West Haven | North Haven Middle School - Vanacore Field |
| THU 10/10 | 5:00 PM | League | New Britain | Southington | Veteran's Stadium-Willow Brook Park - Football Field |
| THU 10/10 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| THU 10/10 | 6:00 PM | League | West Haven | NFA | West Haven High School - Ken Strong Stadium |
| THU 10/10 | Canceled | League | Hillhouse | Daniel Hand | Bowen Field - Football Field |
| FRI 10/11 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| SAT 10/12 | 10:00 AM | League | Crosby | Watertown | Crosby High School - CHS - Jimmy Lee Stadium (Turf) |
| SAT 10/12 | 10:00 AM | League | Wolcott | Ansonia | Wolcott High School - Turf Field |
| SAT 10/12 | 12:00 PM | Non-League | Wilcox / Kaynor Football | Bullard Havens Tech | Wilcox Tech - Football Field |
| MON 10/14 | 10:00 AM | Practice | Danbury | | Danbury High School - Grass football field |
| MON 10/14 | 4:00 PM | League | NW United | St. Paul Catholic | Nonnewaug High School - Turf Field |
| MON 10/14 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| TUE 10/15 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| TUE 10/15 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 10/16 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| WED 10/16 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 10/16 | 5:30 PM | League | Norwalk | Fairfield Ludlowe | Nathan Hale MS - Callahan Complex at Nathan Hale Lower |
| THU 10/17 | 3:30 PM | League | Simsbury | Conard | Holden Field - Turf |
| THU 10/17 | 3:45 PM | League | Avon | Northwest Catholic | Avon High School - Turf Field |
| THU 10/17 | 3:45 PM | League | Hall | New Britain | Hall High School - Football Practice Field |
| THU 10/17 | 3:45 PM | League | Maloney | Windsor | Maloney High School - Turf Field |
| THU 10/17 | 3:45 PM | League | South Windsor | Platt | South Windsor High School - Field in front of HS |
| THU 10/17 | 3:45 PM | League | Southington | Glastonbury | Southington High School - 2 TURF FIELD |
| THU 10/17 | 4:00 PM | League | Fairfield Warde | Danbury | Fairfield Warde High School - Tetreau/Davis Field |
| THU 10/17 | 4:00 PM | League | Greenwich | Wilton | Greenwich High School - Field 7 |
| THU 10/17 | 4:00 PM | League | Masuk | New Milford | Masuk High School - Benedict Stadium Field @ Masuk HS |
| THU 10/17 | 4:00 PM | Non-League | East Hartford | North Haven | East Hartford High School - Freshman Practice Field |
| THU 10/17 | 4:15 PM | League | Bristol Central | E.O. Smith | Bristol Central High School - BC Turf Field |
| THU 10/17 | 4:30 PM | Non-League | Shelton | Newtown | Shelton High School - Finn Stadium |
| THU 10/17 | 5:00 PM | League | Stamford | Brien McMahon | Stamford High School - Boyle Stadium |
| THU 10/17 | 6:00 PM | League | Ridgefield | St. Joseph | Ridgefield High School - Tiger Hollow Stadium |
| THU 10/17 | 6:00 PM | League | Trumbull | Darien | Trumbull High School - Cork Field |
| THU 10/17 | 6:30 PM | League | Sheehan | Branford | Sheehan High School - Sheehan HS Riccitelli Field (Turf) |
| THU 10/17 | 7:00 PM | League | New Canaan | Staples | New Canaan HS - Dunning Stadium |
| THU 10/17 | Canceled | League | Farmington | Middletown | Farmington High School - Turf Field |
| FRI 10/18 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| FRI 10/18 | 3:45 PM | League | Hartford Public | Manchester | Hartford Public High School - Football Field |
| FRI 10/18 | Canceled | League | Enfield | Berlin | Enfield High School - EHS TURF |
| FRI 10/18 | Canceled | League | Newington | Bristol Eastern | Newington High School - Abbate Field, Alumni Rd. |
| SAT 10/19 | 5:00 PM | Non-League | Platt Tech | West Haven | Orange Ave. Athletic Complex - Football Field |
| SAT 10/19 | Postponed | League | West Haven | Bullard Havens Tech | West Haven High School - Ken Strong Stadium |
| MON 10/21 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| MON 10/21 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| TUE 10/22 | 2:30 PM | Practice | Danbury | | Danbury High School - Stadium turf field |
| TUE 10/22 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 10/23 | 2:30 PM | Practice | Danbury | | Danbury High School - Stadium Turf Field |
| WED 10/23 | 4:00 PM | League | New Milford | Pomperaug | New Milford High School - North Turf Field - NMHS |
| WED 10/23 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 10/23 | 6:00 PM | Non-League | Avon | Wilcox / Kaynor Football | Avon High School - Turf Field |
| WED 10/23 | Canceled | League | E.O. Smith | Middletown | Mansfield Middle School - Spring Hill Ball Field |
| THU 10/24 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| THU 10/24 | 3:15 PM | League | Wethersfield | Bristol Eastern | Wethersfield High School - Cottone Field |
| THU 10/24 | 3:30 PM | League | New Britain | Maloney | Veteran's Stadium-Willow Brook Park - Football Field |
| THU 10/24 | 3:45 PM | League | Berlin | Manchester High School | Berlin High School - Biscoglio Track |
| THU 10/24 | 3:45 PM | League | Bristol Central | Newington | Bristol Central High School - BC Turf Field |
| THU 10/24 | 3:45 PM | League | Hall | Glastonbury | Hall High School - Football Practice Field |
| THU 10/24 | 3:45 PM | League | South Windsor | Conard | South Windsor High School - Field in front of HS |
| THU 10/24 | 3:45 PM | League | Windsor | Enfield | Windsor High School - Jack O'Brien Stadium |
| THU 10/24 | 4:00 PM | League | St. Joseph | Greenwich | St. Joseph High School - Upper Turf |
| THU 10/24 | 4:00 PM | League | Wilton | Staples | Wilton High School - Fuijitani Field -Turf |
| THU 10/24 | 4:30 PM | League | Fairfield Ludlowe | Stamford | Tomlinson MS - Turf Field |
| THU 10/24 | 5:00 PM | League | Foran | Xavier | Foran High School - Foran High School - Turf Field |
| THU 10/24 | 5:00 PM | League | Hamden | Lyman Hall | Hamden High School - HHS Turf #1 |
| THU 10/24 | 5:00 PM | League | Stratford | Newtown | Penders Field - Penders Field - Stratford |
| THU 10/24 | 5:30 PM | League | Norwalk | Fairfield Warde | Nathan Hale MS - Callahan Complex at Nathan Hale Lower |
| THU 10/24 | 5:30 PM | League | Ridgefield | Darien | Ridgefield High School - Tiger Hollow Stadium |
| THU 10/24 | 6:00 PM | League | Cheshire | Daniel Hand | Cheshire High School - Alumni Field - Turf |
| THU 10/24 | 6:00 PM | League | Notre Dame-West Haven | Guilford | Notre Dame High School - Side Turf |
| THU 10/24 | 6:00 PM | League | Trumbull | New Canaan | Trumbull High School - McDougall Stadium |
| THU 10/24 | Canceled | League | Amity | Hillhouse | Amity Regional High School - William Johnson Stadium Field |
| THU 10/24 | Canceled | League | East Hartford | Southington | East Hartford High School - Freshman Practice Field |
| THU 10/24 | Canceled | League | Northwest Catholic | Farmington | Northwest Catholic High School (Primary) - NWC Lacrosse Field |
| THU 10/24 | Postponed | League | Platt | Simsbury | Platt High School - Platt Turf field |
| FRI 10/25 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| FRI 10/25 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| SAT 10/26 | 10:00 AM | League | Naugatuck | Woodland | Naugatuck High School - Veterans Field |
| SAT 10/26 | 10:00 AM | League | Rocky Hill | Plainville | Rocky Hill High School - Stadium |
| SAT 10/26 | 10:30 AM | League | Torrington | Crosby | Torrington High School - Robert Frost Sports Complex |
| SAT 10/26 | 11:00 AM | League | Westhill | Danbury | Westhill High School - J. Walter Kennedy Stadium |
| SAT 10/26 | 12:00 PM | League | Joel Barlow | Notre Dame Prep | Joel Barlow High School - Field I (Stadium) |
| SAT 10/26 | Canceled | League | Crosby | Wilby | Crosby High School - CHS - Jimmy Lee Stadium (Turf) |
| MON 10/28 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| MON 10/28 | 3:45 PM | League | Watertown | GNH | Watertown High - John J Mills Complex @ Watertown HS |
| MON 10/28 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - RHS Lower Grass Field |
| TUE 10/29 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| TUE 10/29 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 10/30 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| WED 10/30 | 3:45 PM | League | Berlin | South Windsor | Sage Park Berlin - Scalise Field |
| WED 10/30 | 4:00 PM | League | Pomperaug | Masuk | Pomperaug High School - Stadium |
| WED 10/30 | 5:30 PM | League | Hamden | Daniel Hand | Hamden High School - HHS Turf #1 |
| WED 10/30 | 6:00 PM | League | Foran | Lyman Hall | Foran High School - Foran High School - Turf Field |
| WED 10/30 | 6:00 PM | League | Trumbull | Brien McMahon | Trumbull High School - McDougall Stadium |
| WED 10/30 | 7:00 PM | League | Fairfield Ludlowe | Wilton | Fairfield Ludlowe High School - Taft Field |
| WED 10/30 | 7:00 PM | League | Ridgefield | Staples | Ridgefield High School - Tiger Hollow Stadium |
| WED 10/30 | Canceled | League | East Hartford | Glastonbury | East Hartford High School - Freshman Practice Field |
| THU 10/31 | 2:30 PM | Practice | Ridgefield | | Ridgefield High School - F202 |
| THU 10/31 | 3:00 PM | League | Stamford | Danbury | Stamford High School - Boyle Stadium |
| THU 10/31 | 3:30 PM | League | Conard | Windsor | Conard High School - Football Field - Grass |
| THU 10/31 | 3:45 PM | League | Bristol Eastern | E.O. Smith | Bristol Eastern High School - Alumni Field-Turf |
| THU 10/31 | 3:45 PM | League | Fairfield Prep | Sheehan | Fairfield University - Rafferty Stadium |
| THU 10/31 | 4:00 PM | League | Amity | Shelton | Amity Regional High School - William Johnson Stadium Field |
| THU 10/31 | 4:00 PM | League | Farmington | Bristol Central | Farmington High School - Turf Field |
| THU 10/31 | 4:00 PM | League | New Milford | Stratford | New Milford High School - North Turf Field - NMHS |
| THU 10/31 | 4:00 PM | League | Notre Dame-West Haven | Cheshire | Veterans Memorial Park (West Haven, CT) - Field |
| THU 10/31 | 4:15 PM | League | Greenwich | New Canaan | Greenwich High School - Cardinal Stadium |
| THU 10/31 | 4:30 PM | League | Darien | Westhill | Darien High School - DHS Stadium Field |
| THU 10/31 | 4:30 PM | League | Southington | Hall | Southington High School - 2 TURF FIELD |
| THU 10/31 | 5:30 PM | League | Norwalk | St. Joseph | Nathan Hale MS - Callahan Complex at Nathan Hale Lower |
| THU 10/31 | 6:00 PM | League | West Haven | North Haven | West Haven High School - Ken Strong Stadium |
| THU 10/31 | Canceled | League | Avon | Northwest Catholic | Avon High School - Turf Field |
| THU 10/31 | Canceled | League | Hillhouse | Xavier | Bowen Field - Football Field |
| THU 10/31 | Canceled | League | Branford | Shelton | Branford High School - Turf Field |
| THU 10/31 | Canceled | League | Manchester | Maloney | Memorial Field @ MHS - Memorial Field @ MHS |
| THU 10/31 | Canceled | League | Middletown | Wethersfield | Middletown High School - MHS Stadium |
| THU 10/31 | Canceled | League | New Britain | Simsbury | Veteran's Stadium-Willow Brook Park - Football Field |
| FRI 11/1 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| FRI 11/1 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| SAT 11/2 | 10:00 AM | League | Naugatuck | Torrington | Naugatuck High School - Veterans Field |
| SAT 11/2 | 10:00 AM | League | Rocky Hill | East Catholic | Rocky Hill High School - Stadium |
| SAT 11/2 | 10:00 AM | League | Xavier | Manchester High School | Xavier High School - Larry McHugh Field |
| SAT 11/2 | 11:00 AM | League | Wolcott | Kennedy | Wolcott High School - Turf Field |
| SAT 11/2 | 11:00 AM | Non-League | Joel Barlow | Killingly | Joel Barlow High School - Field I (Stadium) |
| SAT 11/2 | 9:30 AM | Non-League | Platt | Platt Tech | Platt High School - Football Field |
| MON 11/4 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| MON 11/4 | 4:30 PM | League | NW United | GNH | Nonnewaug High School - Turf Field |
| MON 11/4 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| TUE 11/5 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| TUE 11/5 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 11/6 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| WED 11/6 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 11/6 | 6:00 PM | League | Brookfield | Joel Barlow | Brookfield High School - BHS Stadium Field |
| THU 11/7 | 3:45 PM | League | Enfield | Conard | Enfield High School - EHS TURF |
| THU 11/7 | 3:45 PM | League | Fairfield Prep | Hamden | Fairfield University - Rafferty Stadium |
| THU 11/7 | 3:45 PM | League | Maloney | Hall | Falcon Field (Meriden, CT) - Football Field |
| THU 11/7 | 3:45 PM | League | Farmington | Newington | Farmington High School - Turf Field |
| THU 11/7 | 3:45 PM | League | Glastonbury | New Britain | Glastonbury High School - Turf Field |
| THU 11/7 | 3:45 PM | League | Southington | Manchester | Southington High School - 2 TURF FIELD |
| THU 11/7 | 4:00 PM | League | Danbury | Brien McMahon | Danbury High School - Stadium Turf Field |
| THU 11/7 | 4:00 PM | League | Greenwich | Darien | Greenwich High School - Cardinal Stadium |
| THU 11/7 | 4:00 PM | League | Lyman Hall | Guilford | Lyman Hall High School - Fitzgerald Field |
| THU 11/7 | 4:00 PM | League | West Haven | Amity | West Haven High School - Ken Strong Stadium |
| THU 11/7 | 4:15 PM | League | Wilton | New Canaan | Wilton High School - Fuijitani Field -Turf |
| THU 11/7 | 4:30 PM | League | New Fairfield | Pomperaug | New Fairfield High School - Stadium Field |
| THU 11/7 | 4:30 PM | League | Xavier | North Haven | Xavier High School - Larry McHugh Field |
| THU 11/7 | 5:00 PM | League | Cheshire | Shelton | Cheshire High School - Alumni Field - Turf |
| THU 11/7 | 5:00 PM | League | Stamford | Norwalk | Stamford High School - Boyle Stadium |
| THU 11/7 | 5:30 PM | Non-League | Daniel Hand | Notre Dame-West Haven | Madison Surf Club - Strong Field |
| THU 11/7 | 6:00 PM | League | Ridgefield | Trumbull | Ridgefield High School - Tiger Hollow Stadium |
| THU 11/7 | 6:30 PM | League | Foran | Sheehan | Foran High School - Foran High School - Turf Field |
| THU 11/7 | 6:45 PM | League | Staples | St. Joseph | Staples High School - Staples Stadium |
| THU 11/7 | 7:00 PM | Non-League | Fairfield Ludlowe | Newtown | Fairfield Ludlowe High School - Taft Field |
| THU 11/7 | Canceled | League | Branford | West Haven | Branford High School - Turf Field |
| THU 11/7 | Canceled | League | Middletown | Bristol Eastern | Middletown High School - MHS Stadium |
| THU 11/7 | Canceled | League | Windsor | Platt | Windsor High School - Jack O'Brien Stadium |
| FRI 11/8 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| FRI 11/8 | 3:15 PM | League | South Windsor | Avon | South Windsor High School - Field in front of HS |
| FRI 11/8 | 3:45 PM | League | Watertown | Holy Cross | Watertown High - John J Mills Complex @ Watertown HS |
| FRI 11/8 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| SAT 11/9 | 10:00 AM | League | Westhill | Fairfield Warde | Rippowan MS - Rippowam Turf Field |
| SAT 11/9 | 10:30 AM | League | Torrington | Oxford | Torrington High School - Robert Frost Sports Complex |
| MON 11/11 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| MON 11/11 | 8:00 AM | Practice | Danbury | | Danbury High School - Stadium Turf Field |
| TUE 11/12 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| TUE 11/12 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 11/13 | 2:30 PM | Practice | Danbury | | Danbury High School - Grass football field |
| WED 11/13 | 4:00 PM | League | Brookfield | Masuk | Brookfield High School - BHS Back Turf |
| WED 11/13 | 4:30 PM | League | Wilton | St. Joseph | Wilton High School - Fuijitani Field -Turf |
| WED 11/13 | 5:00 PM | League | North Haven | Fairfield Prep | North Haven Middle School - Vanacore Field |
| WED 11/13 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 11/13 | 5:30 PM | League | Norwalk | Greenwich | Nathan Hale MS - Callahan Complex at Nathan Hale Lower |
| THU 11/14 | 3:00 PM | League | Maloney | Southington | Falcon Field (Meriden, CT) - Football Field |
| THU 11/14 | 3:45 PM | League | Avon | Platt | Avon High School - Turf Field |
| THU 11/14 | 3:45 PM | League | Conard | Northwest Catholic | Conard High School - Football Field - Grass |
| THU 11/14 | 3:45 PM | League | Glastonbury | Enfield | Glastonbury High School - Turf Field |
| THU 11/14 | 3:45 PM | League | Newington | E.O. Smith | Newington High School - Clem Lemire Sports Complex (150 New Britain Ave.) |
| THU 11/14 | 3:45 PM | League | New Britain | Manchester | Veteran's Stadium-Willow Brook Park - Football Field |
| THU 11/14 | 3:45 PM | League | Windsor | Berlin | Windsor High School - Jack O'Brien Stadium |
| THU 11/14 | 4:00 PM | League | Amity | Sheehan | Amity Regional High School - William Johnson Stadium Field |
| THU 11/14 | 4:00 PM | League | Newtown | Joel Barlow | Newtown High School - Blue and Gold Stadium |
| THU 11/14 | 4:00 PM | League | Trumbull | Greenwich | Trumbull High School - Cork Field |
| THU 11/14 | 4:30 PM | League | Shelton | Lyman Hall | Shelton High School - Finn Stadium |
| THU 11/14 | 5:00 PM | League | Hillhouse | Notre Dame-West Haven | Bowen Field - Football Field |
| THU 11/14 | 5:00 PM | League | Brien McMahon | Westhill | Brien McMahon High School - Casagrande Field |
| THU 11/14 | 5:00 PM | League | Cheshire | West Haven | Cheshire High School - Alumni Field - Turf |
| THU 11/14 | 5:00 PM | League | Darien | Staples | Darien High School - DHS Stadium Field |
| THU 11/14 | 5:00 PM | League | Fairfield Ludlowe | Danbury | Fairfield Ludlowe High School - Taft Field |
| THU 11/14 | 5:00 PM | League | Hamden | Guilford | Hamden High School - HHS Turf #1 |
| THU 11/14 | 5:30 PM | Non-League | Wilcox / Kaynor Football | O'Brien Tech | Falcon Field (Meriden, CT) - Turf |
| THU 11/14 | 6:00 PM | League | Fairfield Warde | Stamford | Fairfield Warde High School - Tetreau/Davis Field |
| THU 11/14 | 6:00 PM | League | New Canaan | Ridgefield | New Canaan HS - Dunning Stadium |
| THU 11/14 | 7:00 PM | League | Xavier | Daniel Hand | Xavier High School - Larry McHugh Field |
| THU 11/14 | Canceled | League | Branford | Foran | Branford High School - Turf Field |
| THU 11/14 | Canceled | League | Simsbury | South Windsor | Holden Field - Turf |
| THU 11/14 | Canceled | Non-League | Stratford | Norwalk | Penders Field - Penders Field - Stratford |
| FRI 11/15 | 3:45 PM | League | Hall | Bristol Central | Hall High School - Stadium (Turf Field) |
| FRI 11/15 | 4:00 PM | League | Wethersfield | Farmington | Wethersfield High School - Cottone Field |
| FRI 11/15 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| FRI 11/15 | Canceled | League | Hall | East Hartford | Hall High School - Football Practice Field |
| SAT 11/16 | 10:00 AM | League | Crosby | WCA | Crosby High School - CHS - Jimmy Lee Stadium (Turf) |
| SAT 11/16 | 10:00 AM | League | New Fairfield | Bunnell | New Fairfield High School - Stadium Field |
| SAT 11/16 | 10:30 AM | League | Kennedy | St. Paul Catholic | J F Kennedy High School Turf - Kennedy Turf field |
| SAT 11/16 | 11:00 AM | League | Wolcott | Watertown | Wolcott High School - Turf Field |
| MON 11/18 | 5:00 PM | League | NW United | Wilcox / Kaynor Football | Nonnewaug High School - Turf Field |
| MON 11/18 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| TUE 11/19 | 3:15 PM | League | Platt | Maloney | Falcon Field (Meriden, CT) - Football Field |
| TUE 11/19 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 11/20 | 3:45 PM | League | Bristol Eastern | Bristol Central | Bristol Eastern High School - Alumni Field-Turf |
| WED 11/20 | 4:00 PM | League | Lyman Hall | Foran | Lyman Hall High School - Fitzgerald Field |
| WED 11/20 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| WED 11/20 | Canceled | League | Amity | Bassick | Amity Regional High School - William Johnson Stadium Field |
| THU 11/21 | 3:45 PM | League | E.O. Smith | Northwest Catholic | E.O. Smith High School - Turf Field |
| THU 11/21 | 3:45 PM | League | Enfield | South Windsor | Enfield High School - EHS TURF |
| THU 11/21 | 3:45 PM | League | Naugatuck | Ansonia | Naugatuck High School - Veterans Field |
| THU 11/21 | 4:00 PM | League | Conard | Hall | Conard High School - McKee Stadium |
| THU 11/21 | 4:00 PM | League | Darien | New Canaan | Darien High School - DHS Stadium Field |
| THU 11/21 | 4:00 PM | League | Stamford | Westhill | Stamford High School - Boyle Stadium |
| THU 11/21 | 4:00 PM | League | Notre Dame-West Haven | Hamden | Veterans Memorial Park (West Haven, CT) - Field |
| THU 11/21 | 4:00 PM | League | West Haven | Fairfield Prep | West Haven High School - Ken Strong Stadium |
| THU 11/21 | 4:30 PM | League | Brien McMahon | Norwalk | Brien McMahon High School - Casagrande Field |
| THU 11/21 | 4:30 PM | League | Ridgefield | Danbury | Ridgefield High School - Tiger Hollow Stadium |
| THU 11/21 | 4:30 PM | League | Berlin | New Britain | Sage Park Berlin - Scalise Field |
| THU 11/21 | 4:30 PM | League | Shelton | North Haven | Shelton High School - Finn Stadium |
| THU 11/21 | 5:00 PM | League | Wolcott | Holy Cross | Wolcott High School - Turf Field |
| THU 11/21 | 5:30 PM | League | Fairfield Ludlowe | Fairfield Warde | Fairfield Ludlowe High School - Taft Field |
| THU 11/21 | 5:30 PM | League | Farmington | Avon | Farmington High School - Turf Field |
| THU 11/21 | 6:00 PM | Non-League | Daniel Hand | Guilford | Daniel Hand High School - Turf Field |
| THU 11/21 | 6:00 PM | Non-League | Southington | Cheshire | Southington High School - 2 TURF FIELD |
| THU 11/21 | 6:15 PM | League | Staples | Greenwich | Staples High School - Staples Stadium |
| THU 11/21 | Canceled | League | Newtown | Masuk | Newtown High School - Blue and Gold Stadium |
| THU 11/21 | Canceled | League | New Britain | Hartford Public | Veteran's Stadium-Willow Brook Park - Football Field |
| FRI 11/22 | 4:30 PM | League | New Fairfield | New Milford | New Fairfield High School - Stadium Field |
| FRI 11/22 | 5:00 PM | League | Pomperaug | Notre Dame Prep | Pomperaug High School - Stadium |
| FRI 11/22 | 5:00 PM | League | Torrington | Watertown | Torrington High School - Robert Frost Sports Complex |
| FRI 11/22 | 5:00 PM | Practice | Ridgefield | | Ridgefield High School - Tiger Hollow Turf Field II |
| SAT 11/23 | 1:00 PM | League | Crosby | Kennedy | Crosby High School - CHS - Jimmy Lee Stadium (Turf) |
| SAT 11/23 | 10:00 AM | Non-League | Wilcox / Kaynor Football | Platt Tech | Falcon Field (Meriden, CT) - Football Field |
| SAT 11/23 | 10:00 AM | Non-League | Xavier | Plainville | Xavier High School - Larry McHugh Field |
| SAT 11/23 | 8:30 AM | League | Wethersfield | Newington | Wethersfield High School - Cottone Field |
| MON 11/25 | 3:00 PM | League | St. Joseph | Trumbull | St. Joseph High School - Upper Turf |
| TUE 11/26 | 6:00 PM | Non-League | New Canaan | Fairfield Prep | New Canaan HS - Dunning Stadium |