| Wed, Dec 15
| 7:00 p.m. | Trumbull | Away- Trumbull HS- A | | | |
| Trumbull | Away- Trumbull HS- A |
| Sat, Dec 18
| 9:00 a.m. | Ludlowe Invitational | Away- Fairfield Ludl | | | |
| Ludlowe Invitational | Away- Fairfield Ludl |
| Thu, Dec 23
| 2:00 p.m. | Fairfield Warde, Brien McM | Away- Fairfield Ward | | | |
| Fairfield Warde, Brien McM | Away- Fairfield Ward |
| Wed, Jan 05
| 6:00 p.m. | Westhill | Away- Westhill HS- M | | | |
| Westhill | Away- Westhill HS- M |
| Wed, Jan 12
| 2:45 p.m. | St. Joseph | Away- St. Joseph HS- | | | |
| St. Joseph | Away- St. Joseph HS- |
| Wed, Jan 19
| 4:30 p.m. | Darien | Away- Darien HS- DHS | | | |
| Darien | Away- Darien HS- DHS |
| Wed, Jan 26
| 6:30 p.m. | Ridgefield | Away- Ridgefield HS- | | | |
| Ridgefield | Away- Ridgefield HS- |
| Sat, Jan 29
| 8:00 p.m. | Norwalk JV Invite | Away- Norwalk HS | | | |
| Norwalk JV Invite | Away- Norwalk HS |
| Wed, Feb 02
| TBA | Wilton | Home- SHS Aux Gym | | | |
| Wilton | Home- SHS Aux Gym |
| Fri, Feb 04
| 6:00 p.m. | Fairfield Ludlowe, Joel Ba | Away- Fairfield Ludl | | | |
| Fairfield Ludlowe, Joel Ba | Away- Fairfield Ludl |
| Wed, Feb 09
| 7:00 p.m. | New Canaan | Away- New Canaan HS- | | | |
| New Canaan | Away- New Canaan HS- |
