| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 12/9 | 12:30 PM | Varsity | Tournament | Normal | Away | Canton | | | | Suffield High School - Suffield High School | 10:00 AM |
| Coventry | | |
| Granby Memorial | | |
| Lyman Memorial - Windham Tech | | |
| Rockville | | |
| Suffield/Windsor Locks Co-Op | | |
| WED 12/13 | 6:00 PM | Varsity | League | Normal | Away | Trumbull | | | | Trumbull High School - Aux Gym | 3:00 PM |
| WED 12/20 | 5:00 PM | Varsity | League | Normal | Home | Westhill | | | | Darien High School - DHS South Gym | |
| SAT 12/30 | 10:00 AM | Varsity | League | Normal | Away | Norwalk | | | | Fairfield Warde High School - Small Gym | 7:00 AM |
| Fairfield Warde | | |
| Brien McMahon | | |
| THU 1/4 | 4:00 PM | Varsity | League | Normal | Away | St. Joseph | | | | St. Joseph High School - Gym | 2:30 PM |
| WED 1/10 | 6:30 PM | Varsity | League | Normal | Away | Ridgefield | | | | Ridgefield High School - Main Gym | 4:00 PM |
| FRI 1/12 | 6:00 PM | Varsity | League | Normal | Away | Weston | | | | Weston High School - Gym (New) | 3:30 PM |
| WED 1/17 | 5:00 PM | Varsity | League | Normal | Home | New Canaan | | | | Darien High School - DHS South Gym | |
| WED 1/24 | 5:00 PM | Varsity | League | Normal | Home | Staples | | | | Darien High School - DHS South Gym | |
| SAT 1/27 | 9:30 AM | Varsity | Tournament | Normal | Away | Westhill | | | | Brookfield High School - BHS Small & Big Gym | 6:00 AM |
| St. Joseph | | |
| Wilton | | |
| Brookfield/Shepaug | | |
| Danbury | | |
| Derby/Oxford/Holy Cross | | |
| Pomperaug | | |
| Shelton | | |
| Stamford | | |
| Masuk | | |
| New Canaan | | |
| Joel Barlow | | |
| Jonathan Law | | |
| WED 1/31 | 5:30 PM | Varsity | League | Normal | Away | Fairfield Ludlowe | | | | Fairfield Ludlowe High School - Main Gym | 2:45 PM |
| SAT 2/3 | 9:00 AM | Varsity | Non-League | Normal | Away | Amity | | | | Foran High School - Edna L. Fraser Gymnasium | 6:30 AM |
| Bunnell | | |
| Jonathan Law | | |
| Foran | | |
| Stratford | | |
| TUE 2/6 | 6:00 PM | Varsity | League | Normal | Home | Wilton | | | | Darien High School - DHS South Gym | |
| FRI 2/9 | 4:30 PM | Varsity | Tournament | Normal | Away | | | | | New Canaan HS - Main Gym | 2:30 PM |
| Wilton | | |
| St. Joseph | | |
| Trumbull | | |
| Westhill | | |
| New Canaan | | |
| Stamford | | |
| Staples | | |
| Ridgefield | | |
| Norwalk | | |
| Brien McMahon | | |
| Danbury | | |
| Greenwich | | |
| Fairfield Warde | | |
| Fairfield Ludlowe | | |