| Wed 2/1 @ TBA | Varsity Girls Basketball Game | vs. East Haven (CT) | | - |
| Wed 2/1 @ 6:00 PM | Varsity Ice Hockey Game | vs. Simsbury (CT) | | - |
| Fri 2/3 @ TBA | Varsity Basketball Game | vs. Guilford (CT)* | | - |
| Fri 2/3 @ 5:00 PM | Varsity Girls Basketball Game | vs. Guilford (CT)* | | - |
| Fri 2/3 @ 7:00 PM | Varsity Ice Hockey Game | vs. Cheshire (CT) | | - |
| Tue 2/7 @ TBA | Varsity Basketball Game | vs. Hillhouse (New Haven, CT)* | | - |
| Tue 2/7 @ TBA | Varsity Girls Basketball Game | vs. Foran (Milford, CT)* | | - |
| Wed 2/8 @ 6:00 PM | Varsity Ice Hockey Game | vs. Lyman Hall (Wallingford, CT)* | | - |
| Thu 2/9 @ 7:00 PM | Varsity Girls Basketball Game | vs. Sacred Heart Academy (Hamden, CT) | | - |
| Fri 2/10 @ 7:00 PM | Varsity Basketball Game | vs. Sheehan (Wallingford, CT) | | - |
| Sat 2/11 @ 5:30 PM | Varsity Ice Hockey Game | vs. Westhill (Stamford, CT) | | - |
| Mon 2/13 @ 3:15 PM | Varsity Girls Ice Hockey Game | vs. West Haven (CT)* | | - |
| Mon 2/13 @ 7:00 PM | Varsity Girls Basketball Game | vs. Sheehan (Wallingford, CT) | | - |
| Tue 2/14 @ 6:00 PM | Varsity Ice Hockey Game | vs. Milford (CT)* | | - |
| Tue 2/14 @ 7:00 PM | Varsity Basketball Game | vs. Career Magnet (New Haven, CT) | | - |
| Wed 2/15 @ 6:00 PM | Varsity Ice Hockey Game | vs. North Branford (CT) | | - |
| Thu 2/16 @ 7:15 PM | Varsity Girls Ice Hockey Game | vs. Greenwich (CT) | | - |
| Fri 2/17 @ 7:00 PM | Varsity Basketball Game | vs. West Haven (CT) | | - |
| Mon 2/20 @ 7:00 PM | Varsity Basketball Game | vs. Wilbur Cross (New Haven, CT) | | - |
| Wed 2/22 @ 6:00 PM | Varsity Ice Hockey Game | vs. Guilford (CT)* | | - |
| Sat 2/25 @ 7:00 PM | Varsity Ice Hockey Game | vs. Sheehan (Wallingford, CT) | | - |