| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 12/2 | 10:00 AM | Varsity | Scrimmage | Normal | Home | E.O. Smith | | | | Windham High School - Callahan Gymnasium | |
| Lyman Memorial - Windham Tech | | |
| SAT 12/9 | 10:00 AM | Varsity | Scrimmage | Normal | Home | Conard | | | | Windham High School - Callahan Gymnasium | |
| WED 12/13 | 6:30 PM | Varsity | League | Normal | Home | Norwich Free Academy | | | | Windham High School - Callahan Gymnasium | |
| WED 12/20 | 6:00 PM | Varsity | League | Normal | Away | Putnam | | | | Putnam High School - Gym | 4:00 PM |
| SAT 12/23 | 9:00 AM | Varsity | Tournament | Normal | Away | Avon | | | | RHAM High School - Gym | 7:30 AM |
| Daniel Hand | | |
| East Haven | | |
| E.O. Smith | | |
| Montville | | |
| Norwich Free Academy | | |
| RHAM | | |
| WED 12/27 | 10:00 AM | Varsity | League | Normal | Home | Lyman Memorial - Windham Tech | | | | Windham High School - Callahan Gymnasium | |
| SAT 12/30 | 10:00 AM | Varsity | Non-League | Normal | Home | East Lyme/Norwich Tech | | | | Windham High School - Callahan Gymnasium | |
| E.O. Smith | | |
| Fitch | | |
| Guilford | | |
| Middletown | | |
| Rockville | | |
| Waterford | | |
| WED 1/3 | 6:00 PM | Varsity | League | Normal | Home | Ledyard | | | | Windham High School - Callahan Gymnasium | |
| SAT 1/6 | 10:00 AM | Varsity | Non-League | Normal | Away | Coventry | | | | Lyman Memorial High School - Gym | 7:30 AM |
| E.O. Smith | | |
| Fitch | | |
| Griswold/Wheeler | | |
| Ellis Tech | | |
| Lyman Memorial - Windham Tech | | |
| Montville | | |
| Portland/Cromwell | | |
| RHAM | | |
| Rockville | | |
| Stafford | | |
| WED 1/10 | 6:30 PM | Varsity | League | Normal | Home | Killingly | | | | Windham High School - Callahan Gymnasium | |
| SAT 1/20 | 9:00 AM | Varsity | League | Normal | Away | Canton | | | | Platt High School - Gym | |
| East Haven | | |
| Nonnewaug | | |
| Platt | | |
| WED 1/24 | 6:30 PM | Varsity | League | Normal | Away | Waterford | | | | Waterford High School - Francis X. Sweeney Field House | 4:30 PM |
| SAT 1/27 | 9:00 AM | Varsity | League | Normal | Away | New London | | | | Foran High School - Edna L. Fraser Gymnasium | 4:30 PM |
| SAT 1/27 | 9:00 AM | Varsity | League | Normal | Away | Avon | | | | Foran High School - Edna L. Fraser Gymnasium | |
| Berlin | | |
| Branford | | |
| Foran | | |
| Killingly | | |
| New Fairfield | | |
| RHAM | | |
| WED 1/31 | 6:00 PM | Varsity | League | Normal | Away | Fitch | | | | Fitch High School - Small Gym | 4:00 PM |
| SAT 2/3 | 10:00 AM | Varsity | Tournament | Normal | Away | Daniel Hand | | | | Waterford High School - Francis X. Sweeney Field House | 8:00 AM |
| Ledyard | | |
| St. Paul Catholic | | |
| Waterford | | |
| Westhill | | |
| SAT 2/10 | 8:00 AM | Varsity | League | Normal | Away | Bacon Academy | | | | Killingly High School - Gym | 7:15 AM |
| East Lyme/Norwich Tech | | |
| Fitch | | |
| Griswold/Wheeler | | |
| Killingly | | |
| Ledyard | | |
| Lyman Memorial - Windham Tech | | |
| Montville | | |
| New London | | |
| Norwich Free Academy | | |
| Putnam | | |
| Waterford | | |
| Woodstock Academy | | |