| Wed 2/1 @ 6:00 PM | Varsity Wrestling Game | vs. Stamford (CT)* | | - |
| Wed 2/1 @ 6:30 PM | Varsity Ice Hockey Game | vs. Westhill (Stamford, CT)* | | - |
| Wed 2/1 @ 8:30 PM | Varsity Girls Ice Hockey Game | vs. Greenwich (CT)* | | - |
| Fri 2/3 @ TBA | Varsity Basketball Game | vs. Greenwich (CT)* | | - |
| Fri 2/3 @ 4:00 PM | Freshman Basketball Game | vs. Greenwich (CT) | | - |
| Fri 2/3 @ 7:00 PM | Varsity Girls Basketball Game | vs. Greenwich (CT)* | | - |
| Sat 2/4 @ 6:00 PM | Varsity Ice Hockey Game | vs. Greenwich (CT)* | | - |
| Mon 2/6 @ 6:00 PM | JV Ice Hockey Game | vs. Milford (CT) | | - |
| Mon 2/6 @ 8:15 PM | Varsity Girls Ice Hockey Game | vs. West Haven (CT) | | - |
| Tue 2/7 @ TBA | Varsity Girls Basketball Game | vs. Ridgefield (CT)* | | - |
| Tue 2/7 @ 4:00 PM | Freshman Basketball Game | vs. Ridgefield (CT) | | - |
| Tue 2/7 @ 7:00 PM | Varsity Basketball Game | vs. Ridgefield (CT)* | | - |
| Wed 2/8 @ 8:30 PM | Varsity Ice Hockey Game | vs. Darien (CT)* | | - |
| Fri 2/10 @ 6:00 PM | Varsity Ice Hockey Game | vs. New Canaan (CT)* | | - |
| Fri 2/10 @ 7:00 PM | Varsity Girls Basketball Game | vs. Staples (Westport, CT)* | | - |
| Fri 2/10 @ 7:00 PM | Varsity Basketball Game | vs. Staples (Westport, CT)* | | - |
| Sat 2/11 @ 5:00 PM | Varsity Girls Ice Hockey Game | vs. Stamford (CT) | | - |
| Mon 2/13 @ 4:00 PM | Varsity Girls Ice Hockey Game | vs. Wilton (CT)* | | - |
| Mon 2/13 @ 7:00 PM | Varsity Basketball Game | vs. Danbury (CT)* | | - |
| Mon 2/13 @ 7:00 PM | Varsity Girls Basketball Game | vs. Danbury (CT)* | | - |
| Wed 2/15 @ 7:00 PM | Varsity Girls Basketball Game | vs. Harding (Bridgeport, CT)* | | - |
| Wed 2/15 @ 7:00 PM | Varsity Basketball Game | vs. Harding (Bridgeport, CT)* | | - |
| Wed 2/15 @ 8:00 PM | Varsity Ice Hockey Game | vs. Ridgefield (CT)* | | - |
| Fri 2/17 @ 8:00 PM | Varsity Ice Hockey Game | vs. New Milford (CT) | | - |
| Mon 2/20 @ 7:00 PM | Varsity Basketball Game | vs. Ludlowe (Fairfield, CT)* | | - |
| Wed 2/22 @ 7:00 PM | Varsity Basketball Game | vs. Trinity Catholic (Stamford, CT)* | | - |
| Wed 2/22 @ 8:30 PM | Varsity Ice Hockey Game | vs. Stamford (CT)* | | - |