| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 12/18 | 4:00 PM | Varsity | League | Normal | Home | Fairfield Ludlowe | | | | Darien High School - DHS Main Gym | |
| MON 12/30 | 4:00 PM | Varsity | League | Normal | Home | Greenwich | | | | Darien High School - DHS Main Gym | |
| WED 1/8 | 4:30 PM | Varsity | League | Normal | Away | Wilton | | | | Wilton HS - Nicholas Zeoli Fieldhouse | |
| WED 1/15 | 7:00 PM | Varsity | League | Normal | Away | New Canaan | | | | New Canaan HS - Main Gym | |
| WED 1/22 | 5:00 AM | Varsity | League | Normal | Away | St. Joseph | | | | St. Joseph High School - Gym | |
| WED 1/29 | 4:00 PM | Varsity | League | Normal | Home | Ridgefield | | | | Darien High School - DHS Main Gym | |
| WED 2/5 | 4:00 PM | Varsity | League | Normal | Home | Fairfield Warde | | | | Darien High School - DHS Main Gym | |
| FRI 2/14 | 4:00 PM | Varsity | Postseason | Normal | Away | Fairfield Warde | | | | New Canaan HS - Main Gym | |
| Greenwich | | |
| Wilton | | |
| Ridgefield | | |
| Stamford | | |
| Staples | | |
| St. Joseph | | |
| Trumbull | | |
| Westhill | | |
| New Canaan | | |
| Norwalk | | |
| Fairfield Ludlowe | | |
| Brien McMahon | | |
| Danbury | | |