Boys Varsity Basketball
Coach: Harrison Taylor
| Day | Date | Opponent | Location | Time |
| Wednesday | Dec. 12 | Staples | Bassick | 7:00PM |
| Friday | Dec. 14 | Greenwich | Greenwich | 7:00 PM |
| Tuesday | Dec. 18 | Trinity Catholic | Trinity | 5:30PM |
| Tuesday | Dec. 21 | Ridgefield | Bassick | 7:00PM |
| Thursday | Dec. 27 | Hillhouse | Hillhouse | 6:00PM |
| Saturday | Dec. 29 | Hyde Leadership | Hillhouse | 5:00 PM |
| Friday | Jan.4 | Central | Bassick | 6:00PM |
| Tuesday | Jan. 8 | St. Joseph | St. Joseph | 7:00PM |
| Friday | Jan. 11 | Brien McMahon | Brien McMahon | 7:00PM |
| Tuesday | Jan. 15 | Fairfield Warde | Bassick | 7:00PM |
| Friday | Jan. 18 | Trumbull | Bassick | 7:00PM |
| Tuesday | Jan. 22 | Westhill | Westhill | 5:30 PM |
| Tuesday | Jan. 29 | New Canaan | Bassick | 7:00PM |
| Friday | Feb. 1 | Danbury | Danbury | 7:00PM |
| Tuesday | Feb. 5 | Darien | Darien | 7:00PM |
| Friday | Feb. 8 | Harding | Bassick | 6:00PM |
| Monday | Feb. 11 | Norwalk | Norwalk | 7:00PM |
| Wednesday | Feb. 13 | Stamford | Bassick | 7:00PM |
| Monday | Feb. 18 | Fairfield Ludlowe | Fairfield Ludlowe | 7:00 PM |
| Wednesday | Feb. 20 | Wilton | Bassick | 7:00 PM |