| Wed 2/1 @ 7:00 PM | Varsity Girls Basketball Game | vs. Guilford (CT) | | - |
| Wed 2/1 @ 7:00 PM | Varsity Basketball Game | vs. Hillhouse (New Haven, CT) | | - |
| Fri 2/3 @ 7:00 PM | Varsity Basketball Game | vs. Lyman Hall (Wallingford, CT) | | - |
| Fri 2/3 @ 7:00 PM | Varsity Girls Basketball Game | vs. East Haven (CT)* | | - |
| Tue 2/7 @ TBA | Varsity Girls Basketball Game | vs. North Haven (CT)* | | - |
| Tue 2/7 @ 7:00 PM | Varsity Basketball Game | vs. Career Magnet (New Haven, CT)* | | - |
| Wed 2/8 @ 6:00 PM | Varsity Wrestling Game | vs. Branford (CT)* | | - |
| Thu 2/9 @ 7:00 PM | Varsity Girls Basketball Game | vs. Mercy (Middletown, CT) | | - |
| Fri 2/10 @ 7:00 PM | Varsity Basketball Game | vs. Xavier (Middletown, CT) | | - |
| Mon 2/13 @ 7:00 PM | Varsity Girls Basketball Game | vs. Hillhouse (New Haven, CT) | | - |
| Fri 2/17 @ 7:15 PM | Varsity Basketball Game | vs. Cheshire (CT) | | - |
| Mon 2/20 @ 7:00 PM | Varsity Basketball Game | vs. Hand (Madison, CT) | | - |
| Thu 2/23 @ TBA | Varsity Basketball Game | vs. TBA*** | | - |
| Sat 2/25 @ TBA | Varsity Basketball Game | vs. TBA*** | | - |
| Mon 2/27 @ TBA | Varsity Basketball Game | vs. TBA*** | | - |
| Tue 2/28 @ TBA | Varsity Basketball Game | vs. TBA*** | | - |