| Date | Time | Type | Home School | Away School | Site |
| SAT 12/13 | 12:00 PM | League | HMTCA | Capital Prep, Aerospace, SMSA, International, Weaver, Achievement First, Parish Hill, Bulkeley, University, Hartford Public, Innovation, Comp Sci, Classical Magnet | Hartford Public High School - Field House |
| SAT 12/13 | 12:00 PM | Non-League | Canton | | Hartford Public High School - Field House |
| TUE 12/16 | Canceled | League | Lyme-Old Lyme | Portland, Morgan, Valley Regional, Cromwell, East Hampton, Hale Ray, Westbrook, Old Saybrook, Coginchaug, North Branford, Haddam Killingworth | Hillhouse High School - Field House |
| THU 12/18 | 4:30 PM | Non-League | Glastonbury | Wethersfield, Woodland, Northwest Catholic, South Windsor, Windsor, RHAM, Bulkeley | Glastonbury High School - Gym |
| FRI 12/19 | 3:00 PM | League | Bethel | Kolbe Cathedral | Bethel High School - Track and Field Training Center |
| FRI 12/19 | 3:00 PM | Non-League | E.O. Smith | | E.O. Smith High School - Floyd Little Athletic Center - New Haven, CT |
| SAT 12/20 | 10:00 AM | League | Staples | Ridgefield, Greenwich, Brien McMahon, Stamford, Fairfield Ludlowe, Bridgeport Central | Staples High School - Field House |
| SAT 12/20 | 9:30 AM | League | Wilton | Norwalk, Darien, Westhill, Trumbull, New Canaan, Danbury, Fairfield Warde | Wilton High School - Nicholas Zeoli Field House |
| TUE 12/23 | 5:00 PM | League | Jonathan Law | | Floyd Little Athletic Center - Field House |
| TUE 12/23 | 5:30 PM | League | Career Magnet | | Floyd Little Athletic Center - Field House |
| TUE 12/23 | 5:30 PM | League | Hillhouse | | Floyd Little Athletic Center - Field House |
| TUE 12/23 | 5:30 PM | League | Wilbur Cross | | Floyd Little Athletic Center - Field House |
| SUN 12/28 | 8:00 AM | Non-League | E.O. Smith | | E.O. Smith High School - Floyd Little Athletic Center - New Haven, CT |
| MON 12/29 | 12:01 AM | Non-League | Guilford | | Floyd Little Athletic Center - Field House |
| TUE 12/30 | 10:00 AM | League | Daniel Hand | | New Haven Athletic Center - New Haven Athletic Center/Hillhouse HS |
| FRI 1/2 | 1:30 PM | League | St. Paul Catholic | Naugatuck, Seymour, Kennedy, WCA, Watertown, Crosby, Woodland, Holy Cross | Bethel HS Track & Field Training Center - Bethel HS Track & Field Training Center |
| FRI 1/2 | 4:00 PM | League | Daniel Hand | | New Haven Athletic Center - New Haven Athletic Center/Hillhouse HS |
| FRI 1/2 | 4:30 PM | League | Career Magnet | | Floyd Little Athletic Center - Field House |
| SAT 1/3 | 1:30 PM | League | Bethel | Bassick, New Fairfield, Weston, Kolbe Cathedral, Immaculate, Brookfield, Joel Barlow | Bethel High School - Track and Field Training Center |
| SAT 1/3 | 12:00 PM | League | Granby Memorial | Rockville, East Granby, Stafford, Suffield, East Windsor, Windsor Locks, Canton, Coventry, Somers, Bolton | Hartford Public High School - Field House |
| SAT 1/3 | 2:00 PM | Non-League | E.O. Smith | | E.O. Smith High School - Floyd Little Athletic Center - New Haven, CT |
| SAT 1/3 | 9:00 AM | League | Newtown | New Milford, Masuk, Harding, Stratford, Pomperaug, Bunnell, Notre Dame Prep | Bethel High School - Bethel Track and Field Center |
| TUE 1/6 | 4:30 PM | League | Glastonbury | Wethersfield, East Hartford, South Windsor, Northwest Catholic, Woodland, Granby Memorial, Windsor, Hall, RHAM, Newington, Avon, Conard | Glastonbury High School - Gym |
| TUE 1/6 | 5:00 PM | League | Jonathan Law | | Floyd Little Athletic Center - Field House |
| TUE 1/6 | 5:30 PM | League | Career Magnet | | Floyd Little Athletic Center - Field House |
| TUE 1/6 | 5:30 PM | League | East Haven | | Floyd Little Athletic Center - Field House |
| TUE 1/6 | 5:30 PM | League | Guilford | | Floyd Little Athletic Center - Field House |
| TUE 1/6 | 5:30 PM | League | Hillhouse | | Floyd Little Athletic Center - Field House |
| TUE 1/6 | 5:30 PM | League | North Haven | | Floyd Little Athletic Center - Field House |
| TUE 1/6 | 5:30 PM | League | West Haven | | Floyd Little Athletic Center - Field House |
| TUE 1/6 | 5:30 PM | League | Wilbur Cross | | Floyd Little Athletic Center - Field House |
| WED 1/7 | 5:00 PM | League | Lyme-Old Lyme | Haddam Killingworth, Westbrook, North Branford, Cromwell, East Hampton, Portland, Valley Regional, Morgan, Hale Ray, Coginchaug, Old Saybrook | Hillhouse High School - Field House |
| SAT 1/10 | 1:30 PM | League | Bethel | Notre Dame Prep, Bassick, Newtown, Kolbe Cathedral, Immaculate, Harding | Bethel High School - Track and Field Training Center |
| SAT 1/10 | 10:00 AM | League | Staples | Trumbull, Darien, Bridgeport Central, St. Joseph, Brien McMahon, Greenwich, Westhill | Staples High School - Field House |
| SAT 1/10 | 12:00 PM | League | HMTCA | International, Weaver, Capital Prep, SMSA, Aerospace, Parish Hill, Bulkeley, Achievement First, Classical Magnet, Hartford Public, University, Comp Sci, Innovation | Hartford Public High School - Field House |
| SAT 1/10 | 12:01 AM | League | RHAM | | TBA - TBA |
| SAT 1/10 | 8:00 AM | Non-League | E.O. Smith | | E.O. Smith High School - Floyd Little Athletic Center - New Haven, CT |
| SAT 1/10 | 9:00 AM | League | Brookfield | Pomperaug, Bunnell, New Fairfield, Joel Barlow, New Milford, Masuk, Weston | Bethel High School - Bethel Track and Field Center |
| SAT 1/10 | 9:30 AM | League | Wilton | Stamford, Norwalk, Fairfield Ludlowe, New Canaan, Danbury, Ridgefield, Fairfield Warde | Wilton High School - Nicholas Zeoli Field House |
| TUE 1/13 | 4:00 PM | League | East Haven | | Floyd Little Athletic Center - Field House |
| TUE 1/13 | 5:30 PM | League | Guilford | | Floyd Little Athletic Center - Field House |
| TUE 1/13 | 5:30 PM | League | North Haven | | Floyd Little Athletic Center - Field House |
| TUE 1/13 | 5:30 PM | League | West Haven | | Floyd Little Athletic Center - Field House |
| TUE 1/13 | 5:30 PM | Non-League | Daniel Hand | | New Haven Athletic Center - New Haven Athletic Center/Hillhouse HS |
| WED 1/14 | 4:30 PM | League | Glastonbury | Conard, Bulkeley, Avon, Northwest Catholic, Hall, Granby Memorial, RHAM, South Windsor, East Hartford, Wethersfield | Glastonbury High School - Gym |
| FRI 1/16 | 4:00 PM | League | Bethel | Kolbe Cathedral | Bethel High School - Track and Field Training Center |
| FRI 1/16 | 4:00 PM | League | Jonathan Law | | Floyd Little Athletic Center - Field House |
| FRI 1/16 | 4:30 PM | League | Career Magnet | | Floyd Little Athletic Center - Field House |
| FRI 1/16 | 4:30 PM | League | East Haven | | Floyd Little Athletic Center - Field House |
| FRI 1/16 | 4:30 PM | League | Hillhouse | | Floyd Little Athletic Center - Field House |
| FRI 1/16 | 4:30 PM | League | West Haven | | Floyd Little Athletic Center - Field House |
| FRI 1/16 | 4:30 PM | League | Wilbur Cross | | Floyd Little Athletic Center - Field House |
| SAT 1/17 | 10:00 AM | League | Guilford | | Floyd Little Athletic Center - Field House |
| SAT 1/17 | 10:00 AM | League | Staples | Danbury, Fairfield Warde, Ridgefield, Westhill, Greenwich, Stamford, Trumbull | Staples High School - Field House |
| SAT 1/17 | 10:00 AM | Non-League | Daniel Hand | | New Haven Athletic Center - New Haven Athletic Center/Hillhouse HS |
| SAT 1/17 | 12:00 PM | League | Granby Memorial | Bolton, Somers, East Windsor, Coventry, Canton, Windsor Locks, Suffield, Ellington, Stafford, East Granby, Rockville | Hartford Public High School - Field House |
| SAT 1/17 | 12:00 PM | League | Wilton | Bridgeport Central, Darien, Norwalk, St. Joseph | Wilton High School - Nicholas Zeoli Field House |
| SAT 1/17 | 12:00 PM | Non-League | HMTCA | | Hartford Public High School - Field House |
| SAT 1/17 | 8:00 AM | Non-League | E.O. Smith | | TBA - TBA |
| SAT 1/17 | 9:00 AM | League | Career Magnet | | Floyd Little Athletic Center - Field House |
| SAT 1/17 | 9:00 AM | League | East Haven | | Floyd Little Athletic Center - Field House |
| SAT 1/17 | 9:00 AM | League | Hillhouse | | Floyd Little Athletic Center - Field House |
| SAT 1/17 | 9:00 AM | League | Jonathan Law | | Floyd Little Athletic Center - Field House |
| SAT 1/17 | 9:00 AM | League | West Haven | | Floyd Little Athletic Center - Field House |
| SAT 1/17 | 9:00 AM | League | Wilbur Cross | | Floyd Little Athletic Center - Field House |
| SAT 1/17 | 9:00 AM | League | Wilton | New Canaan, Brien McMahon, Fairfield Ludlowe | Wilton High School - Nicholas Zeoli Field House |
| MON 1/19 | 12:01 AM | Non-League | Housatonic Regional | Northwestern, Shepaug Valley, Thomaston, Lakeview, Nonnewaug, Gilbert, Watertown, Terryville, Seymour | Lakeview Regional High School |
| TUE 1/20 | 3:30 PM | League | Career Magnet | | Floyd Little Athletic Center - Field House |
| TUE 1/20 | 3:30 PM | League | Jonathan Law | | Floyd Little Athletic Center - Field House |
| TUE 1/20 | 3:30 PM | League | West Haven | | Floyd Little Athletic Center - Field House |
| TUE 1/20 | 3:30 PM | League | Wilbur Cross | | Floyd Little Athletic Center - Field House |
| TUE 1/20 | 3:30 PM | Non-League | North Haven | | Floyd Little Athletic Center - Field House |
| TUE 1/20 | 4:00 PM | League | Guilford | | Floyd Little Athletic Center - Field House |
| TUE 1/20 | 4:45 PM | Non-League | Daniel Hand | | New Haven Athletic Center - New Haven Athletic Center/Hillhouse HS |
| THU 1/22 | 4:30 PM | Non-League | Glastonbury | Conard, Bulkeley, Newington, Windsor, Hall, RHAM, Granby Memorial, South Windsor, East Hartford | Glastonbury High School - Gym |
| THU 1/22 | 5:00 PM | League | Old Saybrook | Haddam Killingworth, Lyme-Old Lyme, Morgan, Valley Regional, Cromwell, Coginchaug, Westbrook, Hale Ray, North Branford, Portland | Hillhouse High School - Floyd Little |
| FRI 1/23 | 5:00 PM | Non-League | HMTCA | | New Haven Athletic Center - New Haven Athletic Center/Hillhouse HS |
| SAT 1/24 | 1:30 PM | League | Bethel | Harding, Pomperaug, Masuk, Notre Dame Prep, Bunnell, New Fairfield | Bethel High School - Track and Field Training Center |
| SAT 1/24 | 10:00 AM | League | Staples | Greenwich, Westhill, Stamford, Norwalk, Danbury, Bridgeport Central, St. Joseph | Staples High School - Field House |
| SAT 1/24 | 12:00 PM | League | HMTCA | Comp Sci, Classical Magnet, Hartford Public, University, Innovation, Parish Hill, Bulkeley, Achievement First, SMSA, Aerospace, International, Weaver | Hartford Public High School - Field House |
| SAT 1/24 | 12:00 PM | League | Wilton | Trumbull, Brien McMahon, Fairfield Warde, Ridgefield | Wilton High School - Nicholas Zeoli Field House |
| SAT 1/24 | 8:00 AM | Non-League | E.O. Smith | | TBA - TBA |
| SAT 1/24 | 9:00 AM | League | Brookfield | Newtown, Bassick, Joel Barlow, Kolbe Cathedral, New Milford, Immaculate, Weston | Bethel High School - Bethel Track and Field Center |
| SAT 1/24 | 9:00 AM | League | Wilton | Darien, New Canaan, Fairfield Ludlowe | Wilton High School - Nicholas Zeoli Field House |
| SUN 1/25 | Postponed | League | East Lyme | Waterford, Stonington, St. Bernard, Killingly, Ledyard, Tourtellotte, Woodstock Academy, Wheeler, Fitch, New London, Lyman Memorial, NFA, Bacon Academy, Plainfield, Montville, Norwich Tech | Providence Career & Technical Academy - indoor track |
| WED 1/28 | 4:30 PM | League | Career Magnet | | Floyd Little Athletic Center - Field House |
| WED 1/28 | 4:30 PM | League | East Haven | | Floyd Little Athletic Center - Field House |
| WED 1/28 | 4:30 PM | League | West Haven | | Floyd Little Athletic Center - Field House |
| WED 1/28 | 4:30 PM | League | Wilbur Cross | | Floyd Little Athletic Center - Field House |
| THU 1/29 | 4:30 PM | League | Guilford | | Floyd Little Athletic Center - Field House |
| THU 1/29 | 4:30 PM | League | Hillhouse | | Floyd Little Athletic Center - Field House |
| THU 1/29 | 4:30 PM | League | Jonathan Law | | Floyd Little Athletic Center - Field House |
| THU 1/29 | 4:30 PM | Non-League | Daniel Hand | | New Haven Athletic Center - New Haven Athletic Center/Hillhouse HS |
| FRI 1/30 | 5:00 PM | Postseason | St. Paul Catholic | Naugatuck, Kennedy, Seymour, Crosby, Watertown, Torrington, Wolcott, Ansonia, Wilby, WCA, Derby, Woodland, Oxford, Holy Cross | New Haven Athletic Center - New Haven Athletic Center/Hillhouse HS |
| SAT 1/31 | 10:00 AM | League | Bethel | Kolbe Cathedral | Bethel High School - Track and Field Training Center |
| SAT 1/31 | 10:00 AM | League | Staples | Trumbull, Norwalk, Brien McMahon, Stamford, Westhill, Greenwich, Danbury | Staples High School - Field House |
| SAT 1/31 | 12:01 AM | Non-League | Bethel | Thomaston | Bethel High School - Bethel Track and Field Center |
| SAT 1/31 | 5:00 PM | League | Bacon Academy | East Lyme | Dont Use Wesleyan University - Freeman Athletic Center |
| SAT 1/31 | 9:00 AM | Postseason | Central Connecticut Conference (CCC) | Enfield, Middletown, Maloney, Glastonbury, Tolland, Windsor, Conard, East Hartford, Northwest Catholic, South Windsor, Farmington, Simsbury, Southington, Plainville, Rocky Hill, Platt, Newington, Lewis Mills, East Catholic, Manchester, New Britain, Wethersfield, RHAM, Hall, Bristol Eastern, E.O. Smith, Avon, Bristol Central, Berlin, Bloomfield | Floyd Little Athletic Center - HILLHOUSE TRACK |
| SAT 1/31 | 9:30 AM | League | Wilton | Bridgeport Central | Wilton High School - Nicholas Zeoli Field House |
| TUE 2/3 | 1:00 PM | League | Granby Memorial | East Granby, Stafford, Ellington, Suffield, Rockville, Canton, Coventry, East Windsor, Windsor Locks, Somers, Bolton | Floyd Little Athletic Center - Field House |
| WED 2/4 | 5:00 PM | League | Achievement First | Hartford Public, HMTCA, Innovation, Bulkeley, Parish Hill, International, Capital Prep, SMSA, Aerospace, University, Weaver, Classical Magnet, Comp Sci | Floyd Little Athletic Center - Field House |
| FRI 2/6 | 4:00 PM | Tournament | Lakeview | Nonnewaug, Northwestern, Terryville, Housatonic Regional, Gilbert, Shepaug Valley, Thomaston | Bethel HS Track & Field Training Center - Bethel HS Track & Field Training Center |
| FRI 2/6 | 4:30 PM | League | Staples | Greenwich, Brien McMahon, Fairfield Ludlowe, Wilton, St. Joseph, New Canaan, Darien, Trumbull, Bridgeport Central | Staples High School - Field House |
| SAT 2/7 | 10:00 AM | League | Guilford | | Floyd Little Athletic Center - Field House |
| SAT 2/7 | 10:00 AM | Non-League | Daniel Hand | | New Haven Athletic Center - New Haven Athletic Center/Hillhouse HS |
| SAT 2/7 | 12:00 PM | League | Granby Memorial | Bolton, Somers, East Windsor, Coventry, Canton, Windsor Locks, Suffield, Ellington, East Granby, Stafford, Rockville | Hartford Public High School - Field House |
| SAT 2/7 | 5:00 PM | League | Bethel | Joel Barlow, Pomperaug, Kolbe Cathedral, Brookfield, Immaculate, New Fairfield, Bunnell, Weston, Stratford, Masuk, New Milford, Notre Dame Prep, Newtown | Floyd Little Athletic Center - Field House |
| SAT 2/7 | 9:00 AM | League | Career Magnet | | Floyd Little Athletic Center - Field House |
| SAT 2/7 | 9:00 AM | League | East Haven | | Floyd Little Athletic Center - Field House |
| SAT 2/7 | 9:00 AM | League | Hillhouse | | Floyd Little Athletic Center - Field House |
| SAT 2/7 | 9:00 AM | League | Jonathan Law | | Floyd Little Athletic Center - Field House |
| SAT 2/7 | 9:00 AM | League | West Haven | | Floyd Little Athletic Center - Field House |
| SAT 2/7 | 9:00 AM | League | Wilbur Cross | | Floyd Little Athletic Center - Field House |
| MON 2/9 | 4:00 PM | Non-League | E.O. Smith | | E.O. Smith High School - Floyd Little Athletic Center - New Haven, CT |
| THU 2/12 | 3:00 PM | Postseason | E.O. Smith | | E.O. Smith High School - Floyd Little Athletic Center - New Haven, CT |
| THU 2/12 | 3:30 PM | Postseason | Guilford | | Floyd Little Athletic Center - Field House |
| SAT 2/21 | 10:00 AM | Postseason | E.O. Smith | | E.O. Smith High School - Floyd Little Athletic Center - New Haven, CT |
| SAT 2/21 | 11:30 AM | Postseason | Guilford | | Floyd Little Athletic Center - Field House |
| SAT 2/28 | 1:00 PM | Postseason | E.O. Smith | | E.O. Smith High School - Floyd Little Athletic Center - New Haven, CT |