| Date | Time | Type | Home School | Away School | Site |
| SAT 12/13 | 12:00 PM | League | HMTCA | Bulkeley, Capital Prep, Aerospace, Achievement First, Hartford Public, International, Innovation, Comp Sci, Classical Magnet, Parish Hill, Weaver, SMSA, University | 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 | East Hampton, Hale Ray, Coginchaug, Haddam Killingworth, Morgan, Cromwell, Old Saybrook, Westbrook, Portland, Valley Regional, North Branford | Hillhouse High School - Field House |
| THU 12/18 | 3:45 PM | League | West Haven | | TBA - TBA |
| THU 12/18 | 4:30 PM | Non-League | Glastonbury | Bulkeley, Hall, South Windsor, Wethersfield, RHAM, Windsor, Northwest Catholic, Woodland | 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 | Brien McMahon, Fairfield Ludlowe, Greenwich, Bridgeport Central, Stamford, Ridgefield | Staples High School - Field House |
| SAT 12/20 | 9:30 AM | League | Wilton | New Canaan, Trumbull, Norwalk, Darien, Fairfield Warde, Westhill, Danbury | Wilton High School - Nicholas Zeoli Field House |
| SUN 12/28 | 8:00 AM | Non-League | E.O. Smith | | E.O. Smith High School - AWAY - NOT A HOME EVENT |
| MON 12/29 | 12:01 AM | League | Guilford | | Floyd Little Athletic Center - Field House |
| FRI 1/2 | 1:30 PM | League | St. Paul Catholic | Naugatuck, Holy Cross, Watertown, Kennedy, Crosby, Woodland, WCA, Seymour | Bethel HS Track & Field Training Center - Bethel HS Track & Field Training Center |
| FRI 1/2 | 4:00 PM | League | Career Magnet | | Floyd Little Athletic Center - Field House |
| SAT 1/3 | 1:30 PM | League | Bethel | Bassick, New Fairfield, Immaculate, Kolbe Cathedral, Joel Barlow, Brookfield, Weston | Bethel High School - Track and Field Training Center |
| SAT 1/3 | 12:00 PM | League | Granby Memorial | Stafford, Somers, Suffield, Windsor Locks, Rockville, East Granby, East Windsor, Coventry, Canton, Bolton | Hartford Public High School - Field House |
| SAT 1/3 | 12:00 PM | Non-League | SMSA | | 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 | Masuk, Notre Dame Prep, New Milford, Stratford, Harding, Pomperaug, Bunnell | Bethel High School - Bethel Track and Field Center |
| MON 1/5 | 5:00 PM | League | Jonathan Law | | Floyd Little Athletic Center - Field House |
| MON 1/5 | 5:30 PM | League | Career Magnet | | Floyd Little Athletic Center - Field House |
| MON 1/5 | 5:30 PM | League | East Haven | | Floyd Little Athletic Center - Field House |
| MON 1/5 | 5:30 PM | League | Guilford | | Floyd Little Athletic Center - Field House |
| MON 1/5 | 5:30 PM | League | Hillhouse | | Floyd Little Athletic Center - Field House |
| MON 1/5 | 5:30 PM | League | North Haven | | Floyd Little Athletic Center - Field House |
| MON 1/5 | 5:30 PM | League | West Haven | | Floyd Little Athletic Center - Field House |
| MON 1/5 | 5:30 PM | League | Wilbur Cross | | Floyd Little Athletic Center - Field House |
| TUE 1/6 | 4:30 PM | League | Glastonbury | Granby Memorial, East Hartford, Conard, Avon, Hall, Wethersfield, RHAM, Windsor, Northwest Catholic, Woodland, South Windsor, Newington | Glastonbury High School - Gym |
| SAT 1/10 | 1:30 PM | League | Bethel | Newtown, Harding, Bassick, Immaculate, Kolbe Cathedral, Notre Dame Prep | Bethel High School - Track and Field Training Center |
| SAT 1/10 | 10:00 AM | League | Staples | Bridgeport Central, Darien, Greenwich, Brien McMahon, Trumbull, St. Joseph, Westhill | Staples High School - Field House |
| SAT 1/10 | 12:00 PM | League | HMTCA | Weaver, Parish Hill, SMSA, Comp Sci, Classical Magnet, University, Bulkeley, Achievement First, Aerospace, Capital Prep, Hartford Public, International, Innovation | Hartford Public High School - Field House |
| SAT 1/10 | 9:00 AM | League | Brookfield | Masuk, Joel Barlow, New Fairfield, New Milford, Bunnell, Weston, Pomperaug | Bethel High School - Bethel Track and Field Center |
| SAT 1/10 | 9:30 AM | League | Wilton | Stamford, Norwalk, New Canaan, Ridgefield, Fairfield Warde, Fairfield Ludlowe, Danbury | Wilton High School - Nicholas Zeoli Field House |
| SUN 1/11 | 5:00 AM | Non-League | E.O. Smith | | E.O. Smith High School - AWAY - NOT A HOME EVENT |
| MON 1/12 | 5:00 PM | League | Jonathan Law | | Floyd Little Athletic Center - Field House |
| MON 1/12 | 5:30 PM | League | Career Magnet | | Floyd Little Athletic Center - Field House |
| MON 1/12 | 5:30 PM | League | East Haven | | Floyd Little Athletic Center - Field House |
| MON 1/12 | 5:30 PM | League | Guilford | | Floyd Little Athletic Center - Field House |
| MON 1/12 | 5:30 PM | League | Hillhouse | | Floyd Little Athletic Center - Field House |
| MON 1/12 | 5:30 PM | League | North Haven | | Floyd Little Athletic Center - Field House |
| MON 1/12 | 5:30 PM | League | West Haven | | Floyd Little Athletic Center - Field House |
| MON 1/12 | 5:30 PM | League | Wilbur Cross | | Floyd Little Athletic Center - Field House |
| MON 1/12 | 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 | Bulkeley, Avon, Conard, East Hartford, South Windsor, Northwest Catholic, RHAM, Wethersfield, Hall | 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 | 4:00 PM | League | Wilbur Cross | | 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 | Guilford | | 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 |
| SAT 1/17 | 1:00 PM | League | Bethel | Kolbe Cathedral | Bethel High School - Track and Field Training Center |
| SAT 1/17 | 10:00 AM | League | Staples | Greenwich, Danbury, Westhill, Stamford, Trumbull, Fairfield Warde, Ridgefield | Staples High School - Field House |
| SAT 1/17 | 12:00 PM | League | Granby Memorial | Rockville, Suffield, Windsor Locks, Stafford, Somers, East Windsor, Coventry, Bolton, Canton, Ellington, East Granby | Hartford Public High School - Field House |
| SAT 1/17 | 12:00 PM | League | Wilton | Darien, Bridgeport Central, 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 | 4:00 PM | League | Jonathan Law | | Floyd Little Athletic Center - 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 | 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 | Fairfield Ludlowe, Brien McMahon, New Canaan | Wilton High School - Nicholas Zeoli Field House |
| MON 1/19 | 12:30 PM | Non-League | Housatonic Regional | Thomaston, Terryville, Watertown, Shepaug Valley, Nonnewaug, Gilbert, Lakeview, Northwestern, Seymour | Bethel HS Track & Field Training Center - Bethel HS Track & Field Training Center |
| TUE 1/20 | 3:30 PM | League | Career Magnet | | 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 | East Haven | | Floyd Little Athletic Center - Field House |
| TUE 1/20 | 4:00 PM | League | Guilford | | Floyd Little Athletic Center - Field House |
| TUE 1/20 | 4:00 PM | League | Jonathan Law | | Floyd Little Athletic Center - Field House |
| TUE 1/20 | 5:30 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, East Hartford, Granby Memorial, Hall, RHAM, Windsor, South Windsor, Newington | Glastonbury High School - Gym |
| THU 1/22 | 5:00 PM | League | Old Saybrook | Portland, Westbrook, North Branford, Valley Regional, Cromwell, Lyme-Old Lyme, Haddam Killingworth, Hale Ray, Morgan, Coginchaug | 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 | New Fairfield, Masuk, Notre Dame Prep, Pomperaug, Harding, Bunnell | Bethel High School - Track and Field Training Center |
| SAT 1/24 | 10:00 AM | League | Staples | St. Joseph, Norwalk, Westhill, Stamford, Bridgeport Central, Greenwich, Danbury | Staples High School - Field House |
| SAT 1/24 | 12:00 PM | League | HMTCA | Hartford Public, Bulkeley, Aerospace, Achievement First, International, Innovation, SMSA, Parish Hill, Weaver, Classical Magnet, Comp Sci, University | Hartford Public High School - Field House |
| SAT 1/24 | 12:00 PM | League | Wilton | Trumbull, Ridgefield, Fairfield Warde, Brien McMahon | 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 | Bassick, Joel Barlow, Kolbe Cathedral, Immaculate, New Milford, Newtown, Weston | Bethel High School - Bethel Track and Field Center |
| SAT 1/24 | 9:00 AM | League | Wilton | New Canaan, Darien, Fairfield Ludlowe | Wilton High School - Nicholas Zeoli Field House |
| SUN 1/25 | Postponed | League | East Lyme | Fitch, Killingly, Ledyard, NFA, Bacon Academy, Lyman Memorial, Montville, Norwich Tech, Stonington, Woodstock Academy, Waterford, New London, Plainfield, Tourtellotte, St. Bernard, Wheeler | 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 |
| FRI 1/30 | 5:00 PM | Postseason | St. Paul Catholic | Crosby, Derby, Ansonia, Oxford, Naugatuck, Watertown, Kennedy, Holy Cross, Wolcott, Wilby, Woodland, Torrington, Seymour, WCA | 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 | Greenwich, Brien McMahon, Danbury, Norwalk, Trumbull, Stamford, Westhill | 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 | Windham Tech, Wheeler, St. Bernard, Plainfield, Woodstock Academy, Stonington, Windham, New London, Killingly, East Lyme, Fitch, Griswold, Lyman Memorial, Ledyard, NFA, Waterford, Norwich Tech, Putnam, Montville | Dont Use Wesleyan University - Freeman Athletic Center |
| SAT 1/31 | 9:00 AM | Postseason | Central Connecticut Conference (CCC) | Platt, Plainville, Tolland, Middletown, New Britain, Lewis Mills, Enfield, East Hartford, Conard, Farmington, Avon, E.O. Smith, Berlin, Bloomfield, Bristol Central, Simsbury, South Windsor, Rocky Hill, Newington, East Catholic, Windsor, Hall, Bristol Eastern, Northwest Catholic, Southington, Maloney, Manchester, Glastonbury, Wethersfield, RHAM | 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 | Ellington, East Granby, Bolton, Canton, Coventry, East Windsor, Stafford, Somers, Windsor Locks, Suffield, Rockville | Floyd Little Athletic Center - Field House |
| WED 2/4 | 5:00 PM | League | Achievement First | University, Parish Hill, SMSA, Weaver, HMTCA, Capital Prep, Bulkeley, Aerospace, Comp Sci, Innovation, Hartford Public, Classical Magnet, International | Floyd Little Athletic Center - Field House |
| FRI 2/6 | 4:00 PM | Tournament | Lakeview | Gilbert, Northwestern, Housatonic Regional, Nonnewaug, Shepaug Valley, Terryville, Thomaston | Bethel HS Track & Field Training Center - Bethel HS Track & Field Training Center |
| FRI 2/6 | 4:30 PM | League | Staples | New Canaan, St. Joseph, Trumbull, Wilton, Bridgeport Central, Fairfield Ludlowe, Greenwich, Darien | Staples High School - Field House |
| SAT 2/7 | 10:00 AM | League | Guilford | | Floyd Little Athletic Center - Field House |
| SAT 2/7 | 12:00 PM | League | Granby Memorial | Canton, Bolton, East Windsor, Coventry, Ellington, East Granby, Somers, Stafford, Windsor Locks, Suffield, Rockville | Hartford Public High School - Field House |
| SAT 2/7 | 5:00 PM | League | Bethel | Newtown, Brookfield, Bunnell, Weston, Pomperaug, Stratford, Notre Dame Prep, Joel Barlow, Kolbe Cathedral, New Fairfield, Masuk, New Milford, Immaculate | 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 |
| SUN 2/8 | 1:00 PM | Tournament | Lakeview | Thomaston, Thomaston, Gilbert, Gilbert, Northwestern, Northwestern, Housatonic Regional, Housatonic Regional, Nonnewaug, Nonnewaug, Shepaug Valley, Shepaug Valley, Terryville, Terryville | Bethel HS Track & Field Training Center - Bethel HS Track & Field Training Center |
| 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 |
| MON 4/27 | 4:00 PM | League | Trumbull | Danbury | Trumbull High School - THS Main Gym |