| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 12/16 | 9:30 AM | Varsity | League | Normal | Away | Danbury | | | | Wilton High School - Nicholas Zeoli Field House | 8:00 AM - w/girls |
| New Canaan | | |
| Wilton | | |
| SAT 1/6 | 12:30 PM | Varsity | League | Normal | Away | Danbury | | | | Wilton High School - Nicholas Zeoli Field House | 11:00 AM - w/girls |
| Fairfield Ludlowe | | |
| Fairfield Warde | | |
| Wilton | | |
| SAT 1/13 | 9:30 AM | Varsity | League | Normal | Away | Brien McMahon | | | | Wilton High School - Nicholas Zeoli Field House | |
| Fairfield Ludlowe | | |
| Fairfield Warde | | |
| New Canaan | | |
| Ridgefield | | |
| Trumbull | | |
| Wilton | | |
| SAT 1/20 | 10:00 AM | Varsity | League | Normal | Away | Darien | | | | Staples High School - Field House | 8:30 AM - w/girls |
| Fairfield Ludlowe | | |
| Fairfield Warde | | |
| Ridgefield | | |
| Staples | | |
| Trumbull | | |
| Westhill | | |
| SAT 1/27 | 10:00 AM | Varsity | Postseason | Normal | Away | Bridgeport Central | | | | Staples High School - Field House | 8:30 AM |
| Brien McMahon | | |
| Danbury | | |
| Greenwich | | |
| Staples | | |
| Trumbull | | |
| Westhill | | |