| 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 Fairfield | | | | New Fairfield High School - Old High School Gym | 3:45 PM - 1 Bus |
| SAT 12/16 | 9:00 AM | Varsity | League | Normal | Away | Bethel | | | | Fairfield Ludlowe High School - Main Gym | 7:15 AM - 1 Bus |
| Branford | | |
| Brien McMahon | | |
| Enfield | | |
| Fairfield Prep | | |
| Fairfield Ludlowe | | |
| Joel Barlow | | |
| Norwalk | | |
| Pomperaug | | |
| Stamford | | |
| St. Joseph | | |
| Westhill | | |
| WED 12/20 | 6:00 PM | Varsity | League | Normal | Away | New Milford | | | | New Milford High School - Small Gym - NMHS | 4:00 PM - 1 Bus |
| WED 12/27 | 9:00 AM | Varsity | Tournament | Normal | Away | Branford | | | | Newtown High School - Gym | 7:00 AM - 1 Bus |
| Fairfield Prep | | |
| Joel Barlow | | |
| Montville | | |
| Newtown | | |
| Norwalk | | |
| Notre Dame-West Haven | | |
| TUE 1/2 | 6:00 PM | Varsity | League | Normal | Home | Brookfield/Shepaug | | | | Stratford High School - Gym | |
| SAT 1/6 | 9:00 AM | Varsity | Tournament | Normal | Away | East Haven | | | | East Haven High School - Gym | 7:30 AM - 1 Bus |
| Glastonbury | | |
| Trumbull | | |
| Waterford | | |
| WED 1/10 | 6:00 PM | Varsity | League | Normal | Home | Bethel | | | | Stratford High School - Gym | |
| SAT 1/13 | 8:45 AM | Varsity | League | Normal | Away | Fairfield Prep | | | | Staples High School - Staples Gym | 7:00 AM - 1 Bus |
| Guilford | | |
| Foran | | |
| Maloney | | |
| Northwestern | | |
| Simsbury | | |
| Staples | | |
| Westhill | | |
| THU 1/18 | 6:00 PM | Varsity | League | Normal | Home | Newtown | | | | Stratford High School - Gym | |
| SAT 1/20 | 9:00 AM | Varsity | League | Normal | Away | Amity | | | | New Milford High School - Main Gym - NMHS | 7:00 AM - 1 Bus |
| Bethel | | |
| Bunnell | | |
| Enfield | | |
| Joel Barlow | | |
| Maloney | | |
| Masuk | | |
| New Milford | | |
| Norwalk | | |
| Pomperaug | | |
| RHAM | | |
| Terryville-Thomaston | | |
| Bridgeport High Schools | | |
| Weston | | |
| WED 1/24 | 6:30 PM | Varsity | League | Normal | Away | Masuk | | | | Masuk High School - David Strong Gymnasium @ Masuk HS | 4:30 PM - 1 Bus |
| WED 1/31 | 6:00 PM | Varsity | League | Normal | Home | Bunnell | | | | Stratford High School - Gym | |
| SAT 2/3 | 9:00 AM | Varsity | Non-League | Normal | Away | Amity | | | | Foran High School - Edna L. Fraser Gymnasium | 7:50 AM - 1 Bus |
| Bunnell | | |
| Darien | | |
| Jonathan Law | | |
| Foran | | |
| MON 2/5 | 6:00 PM | Varsity | League | Normal | Away | Pomperaug | | | | Pomperaug High School - Auxiliary Gym | 4:00 PM - 1 Bus |