| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 12/13 | 6:00 PM | Varsity | League | Normal | Away | New Milford | | | | New Milford High School - Small Gym - NMHS | 4:15 PM |
| SAT 12/16 | 9:00 AM | Varsity | League | Normal | Away | Joel Barlow | | | | Fairfield Ludlowe High School - Main Gym | 7:00 AM |
| Fairfield Prep | | |
| Branford | | |
| Brien McMahon | | |
| Fairfield Ludlowe | | |
| Bethel | | |
| Enfield | | |
| Norwalk | | |
| Stamford | | |
| Westhill | | |
| St. Joseph | | |
| Stratford | | |
| WED 12/20 | 6:00 PM | Varsity | League | Normal | Home | New Fairfield | | | | Pomperaug High School - Auxiliary Gym | |
| SAT 12/23 | 10:00 AM | Varsity | Tournament | Normal | Home | Nonnewaug | | | | Pomperaug High School - Main Gym | |
| St. Paul Catholic | | |
| Terryville-Thomaston | | |
| WED 1/3 | 6:00 PM | Varsity | League | Normal | Away | Bethel | | | | Bethel High School - BHS gym | 4:30 PM |
| SAT 1/6 | 9:00 AM | Varsity | League | Normal | Away | Enfield | | | | Bristol Central High School - Charles C. Marsh Gymnasium | 6:30 AM |
| Guilford | | |
| Ledyard | | |
| Middletown | | |
| Staples | | |
| Terryville-Thomaston | | |
| Hall | | |
| Plainville | | |
| Wethersfield | | |
| Bristol Central | | |
| New Fairfield | | |
| Berlin | | |
| New Milford | | |
| Avon | | |
| East Hartford | | |
| Bristol Eastern | | |
| Farmington | | |
| THU 1/11 | 6:00 PM | Varsity | League | Normal | Home | Joel Barlow | | | | Pomperaug High School - Auxiliary Gym | |
| WED 1/17 | 6:00 PM | Varsity | League | Normal | Home | Notre Dame-Fairfield | | | | Pomperaug High School - Auxiliary Gym | |
| SAT 1/20 | 9:00 AM | Varsity | League | Normal | Away | Stratford | | | | New Milford High School - Main Gym - NMHS | 7:30 AM |
| Bridgeport High Schools | | |
| RHAM | | |
| Terryville-Thomaston | | |
| Weston | | |
| Bethel | | |
| Norwalk | | |
| Enfield | | |
| Maloney | | |
| Bunnell | | |
| Amity | | |
| Masuk | | |
| New Milford | | |
| Joel Barlow | | |
| WED 1/24 | 6:00 PM | Varsity | League | Normal | Away | Weston | Loss | 24-54 | | Weston High School - Gym (Old) | 4:00 PM |
| SAT 1/27 | 9:30 AM | Varsity | Tournament | Normal | Away | Jonathan Law | | | | Brookfield High School - BHS Small & Big Gym | 7:30 AM |
| Masuk | | |
| Joel Barlow | | |
| Brookfield/Shepaug | | |
| Derby/Oxford/Holy Cross | | |
| Danbury | | |
| Darien | | |
| Westhill | | |
| Wilton | | |
| Stamford | | |
| New Canaan | | |
| St. Joseph | | |
| Shelton | | |
| WED 1/31 | 6:00 PM | Varsity | League | Normal | Away | Brookfield/Shepaug | | | | Brookfield High School - BHS Big Gym | 4:30 PM |
| MON 2/5 | 6:00 PM | Varsity | League | Normal | Home | Stratford | | | | Pomperaug High School - Auxiliary Gym | |