| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 12/13 | 6:00 PM | Varsity | League | Normal | Home | Joel Barlow | | | | Bethel High School - BHS gym | |
| SAT 12/16 | 9:00 AM | Varsity | League | Normal | Away | Brien McMahon | | | | Fairfield Ludlowe High School - Main Gym | 7:00 AM - 1 Bus |
| Norwalk | | |
| Branford | | |
| Pomperaug | | |
| Fairfield Prep | | |
| Enfield | | |
| St. Joseph | | |
| Joel Barlow | | |
| Stratford | | |
| Stamford | | |
| Westhill | | |
| Fairfield Ludlowe | | |
| WED 12/20 | 4:30 PM | Varsity | League | Normal | Away | Masuk | | | | Masuk High School - David Strong Gymnasium @ Masuk HS | 3:00 PM - 1 Bus |
| WED 1/3 | 6:00 PM | Varsity | League | Normal | Home | Pomperaug | | | | Bethel High School - BHS gym | |
| SAT 1/6 | 9:00 AM | Varsity | Tournament | Normal | Away | St. Joseph | | | | Jonathan Law High School - James L. Richetelli Memorial Gymnasium | 7:00 AM - 1 Bus |
| Masuk | | |
| East Lyme/Norwich Tech | | |
| Jonathan Law | | |
| Foran | | |
| Killingly | | |
| WED 1/10 | 6:00 PM | Varsity | League | Normal | Away | Stratford | | | | Stratford High School - Gym | 4:30 PM - 1 Bus |
| THU 1/18 | 6:00 PM | Varsity | League | Normal | Away | Bunnell | Loss | | | Bunnell HS - David Johnson Gymnasium | 4:30 PM - 1 Bus |
| SAT 1/20 | 9:00 AM | Varsity | League | Normal | Away | Bridgeport High Schools | | | | New Milford High School - Main Gym - NMHS | 7:00 AM - 1 Bus |
| Joel Barlow | | |
| Terryville-Thomaston | | |
| Masuk | | |
| Weston | | |
| Pomperaug | | |
| Stratford | | |
| Enfield | | |
| New Milford | | |
| Norwalk | | |
| Amity | | |
| Bunnell | | |
| Maloney | | |
| RHAM | | |
| THU 1/25 | 6:00 PM | Varsity | League | Normal | Home | Newtown | | | | Bethel High School - BHS gym | |
| SAT 1/27 | 9:00 AM | Varsity | Non-League | Normal | Away | | | | | Ridgefield High School - Main Gym | 7:00 AM - 1 Bus |
| Fairfield Prep | | |
| Norwalk | | |
| New Milford | | |
| | |
| Ridgefield | | |
| Bunnell | | |
| Newtown | | |
| | |
| Amity | | |
| Greenwich | | |
| Bristol Central | | |
| | |
| WED 1/31 | 6:00 PM | Varsity | League | Normal | Home | New Milford | | | | Bethel High School - BHS gym | |
| SAT 2/3 | 9:30 AM | Varsity | Non-League | Normal | Away | Guilford | | | | New Fairfield High School - Old High School Gym | 7:30 AM - 1 Bus |
| Ridgefield | | |
| | |
| Branford | | |
| New Fairfield | | |
| Haddam Killingworth | | |
| Nonnewaug | | |
| TUE 2/6 | 6:00 PM | Varsity | League | Normal | Away | New Fairfield | | | | New Fairfield High School - High School Gym | 4:30 PM - 1 Bus |