| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 12/14 | 6:00 PM | Varsity | League | Normal | Away | Wilton | | | | Wilton HS - Nicholas Zeoli Fieldhouse | 4:00 PM - 1 Bus |
| WED 12/20 | 6:00 PM | Varsity | League | Normal | Home | New Canaan | | | | Greenwich High School - Gymnasium | |
| SAT 12/23 | 12:00 PM | Varsity | League | Normal | Home | Danbury | | | | Greenwich High School - Gymnasium | |
| Fairfield Ludlowe | | |
| St. Joseph | | |
| TUE 1/2 | 7:00 PM | Varsity | League | Normal | Away | Norwalk | | | | Norwalk High School - Tom Scarso Gymnasium | 5:00 PM - 1 Bus |
| SAT 1/6 | 8:00 AM | Varsity | League | Normal | Away | Branford | | | | Southington High School - Gym West | |
| Conard | | |
| Daniel Hand | | |
| Fairfield Prep | | |
| Maloney | | |
| Newtown | | |
| Norwich Free Academy | | |
| Platt | | |
| Ridgefield | | |
| Southington | | |
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| WED 1/17 | 7:00 PM | Varsity | League | Normal | Away | Brien McMahon | | | | Brien McMahon High School - Kehoe - King Gymnasium | |
| SAT 1/20 | 9:00 AM | Varsity | League | Normal | Away | | | | | Brunswick-Edwards Campus - Gym | 6:15 AM - 1 Bus |
| WED 1/24 | 7:00 PM | Varsity | League | Normal | Away | Stamford | | | | Stamford High School - Kuczo Gymnasium | |
| SAT 1/27 | 9:00 AM | Varsity | Non-League | Normal | Away | Amity | | | | Ridgefield High School - Main Gym | |
| Bethel | | |
| Bristol Central | | |
| Bunnell | | |
| Fairfield Prep | | |
| New Milford | | |
| Newtown | | |
| Norwalk | | |
| Ridgefield | | |
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| WED 1/31 | 6:00 PM | Varsity | League | Normal | Home | Westhill | | | | Greenwich High School - Gymnasium | |
| FRI 2/2 | 4:00 PM | Varsity | League | Normal | Away | Fairfield Warde | | | | Fairfield Warde High School - Small Gym | |
| Notre Dame-West Haven | | |
| Trumbull | | |
| FRI 2/9 | 4:30 PM | Varsity | Tournament | Normal | Away | Brien McMahon | | | | New Canaan HS - Main Gym | |
| Danbury | | |
| Darien | | |
| Fairfield Ludlowe | | |
| Fairfield Warde | | |
| New Canaan | | |
| Norwalk | | |
| Ridgefield | | |
| Stamford | | |
| Staples | | |
| St. Joseph | | |
| Trumbull | | |
| Westhill | | |
| Wilton | | |
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