| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 12/13 | 6:00 PM | Varsity | League | Normal | Away | East Haven | | | | East Haven High School - Gym | 4:30 PM |
| SAT 12/16 | 9:00 AM | Varsity | League | Normal | Away | Bethel | | | | Fairfield Ludlowe High School - Main Gym | 7:00 AM |
| Brien McMahon | | |
| Enfield | | |
| Fairfield Prep | | |
| Fairfield Ludlowe | | |
| Joel Barlow | | |
| Norwalk | | |
| Pomperaug | | |
| Stamford | | |
| St. Joseph | | |
| Stratford | | |
| Westhill | | |
| WED 12/20 | 5:00 PM | Varsity | League | Normal | Home | Fairfield Prep | | | | Branford High School - Gym | |
| WED 12/27 | 9:00 AM | Varsity | Tournament | Normal | Away | Fairfield Prep | | | | Newtown High School - Gym | 8:00 AM |
| Joel Barlow | | |
| Montville | | |
| Newtown | | |
| Norwalk | | |
| Notre Dame-West Haven | | |
| Stratford | | |
| THU 12/28 | 11:00 AM | Varsity | League | Normal | Home | Foran | | | | Branford High School - Gym | |
| TUE 1/2 | 5:30 PM | Varsity | League | Normal | Away | Xavier | | | | Xavier High School - Gym | 3:45 PM |
| SAT 1/6 | 8:00 AM | Varsity | League | Normal | Away | Conard | | | | Southington High School - Gym West | 6:30 AM |
| Daniel Hand | | |
| Fairfield Prep | | |
| Greenwich | | |
| Maloney | | |
| Newtown | | |
| Norwich Free Academy | | |
| Platt | | |
| Ridgefield | | |
| Southington | | |
| | |
| WED 1/10 | 6:30 PM | Varsity | League | Normal | Away | Guilford | | | | Guilford High School - Main gym at GHS | 5:00 PM |
| WED 1/17 | 6:00 PM | Varsity | League | Normal | Away | Daniel Hand | | | | Polson Middle School, Madison - Polson Big Gym/DHHS Campus | 4:15 PM |
| SAT 1/20 | 9:00 AM | Varsity | League | Normal | Home | Bristol Eastern | | | | Branford High School - Gym | |
| Fairfield Prep | | |
| Fitch | | |
| Killingly | | |
| Manchester | | |
| Morgan | | |
| Newington | | |
| WED 1/24 | 6:00 PM | Varsity | Non-League | Normal | Home | Fairfield Warde | | | | Branford High School - Gym | |
| SAT 1/27 | 9:00 AM | Varsity | League | Normal | Away | Avon | | | | Foran High School - Edna L. Fraser Gymnasium | |
| Berlin | | |
| Foran | | |
| Killingly | | |
| New Fairfield | | |
| RHAM | | |
| Windham | | |
| WED 1/31 | 6:00 PM | Varsity | League | Normal | Away | Amity | | | | Amity Regional High School - Paul D. Mengold Gymnasium | 4:00 PM |
| SAT 2/3 | 9:30 AM | Varsity | Non-League | Normal | Away | Bethel | | | | New Fairfield High School - Old High School Gym | 6:15 AM |
| Guilford | | |
| Haddam Killingworth | | |
| New Fairfield | | |
| Nonnewaug | | |
| Ridgefield | | |
| | |
| MON 2/5 | 6:00 PM | Varsity | League | Normal | Home | North Haven | | | | Branford High School - Gym | |