| Wed 2/1 @ TBA | Varsity Girls Basketball Game | vs. Law (Milford, CT) | | - |
| Wed 2/1 @ 5:00 PM | Varsity Girls Ice Hockey Game | vs. West Haven (CT)* | | - |
| Wed 2/1 @ 7:00 PM | Varsity Basketball Game | vs. Law (Milford, CT) | | - |
| Wed 2/1 @ 8:00 PM | Varsity Ice Hockey Game | vs. North Branford (CT) | | - |
| Fri 2/3 @ TBA | Varsity Girls Basketball Game | vs. North Haven (CT)* | | - |
| Fri 2/3 @ 7:00 PM | Varsity Basketball Game | vs. North Haven (CT)* | | - |
| Sat 2/4 @ 10:00 AM | Varsity Wrestling Game | vs. Seymour (CT) | | - |
| Sat 2/4 @ 5:15 PM | Varsity Ice Hockey Game | vs. East Haven (CT) | | - |
| Mon 2/6 @ TBA | Varsity Girls Basketball Game | vs. Career Magnet (New Haven, CT)* | | - |
| Tue 2/7 @ TBA | Varsity Basketball Game | vs. Cheshire (CT) | | - |
| Tue 2/7 @ 7:00 PM | Varsity Girls Basketball Game | vs. Career Magnet (New Haven, CT)* | | - |
| Wed 2/8 @ 6:00 PM | Varsity Wrestling Game | vs. Wilbur Cross (New Haven, CT)* | | - |
| Wed 2/8 @ 8:00 PM | Varsity Ice Hockey Game | vs. Masuk (Monroe, CT) | | - |
| Thu 2/9 @ 7:00 PM | Varsity Girls Basketball Game | vs. Amity Regional (Woodbridge, CT) | | - |
| Fri 2/10 @ 7:00 PM | Varsity Basketball Game | vs. Hamden (CT) | | - |
| Sat 2/11 @ 3:15 PM | Varsity Ice Hockey Game | vs. Glastonbury (CT) | | - |
| Wed 2/15 @ 8:15 PM | Varsity Ice Hockey Game | vs. St. Bernard/Bacon Academy/Norwich Free Academy (Uncasville, CT) | | - |
| Fri 2/17 @ 7:00 PM | Varsity Basketball Game | vs. Shelton (CT) | | - |
| Sat 2/18 @ 5:15 PM | Varsity Ice Hockey Game | vs. Lyman Hall (Wallingford, CT)* | | - |
| Mon 2/20 @ 7:00 PM | Varsity Basketball Game | vs. Guilford (CT) | | - |
| Sat 2/25 @ 5:45 PM | Varsity Ice Hockey Game | vs. North Branford (CT) | | - |
| Tue 2/28 @ 8:00 PM | Varsity Ice Hockey Game | vs. Newington/Berlin (Newington, CT) | | - |
| Wed 2/29 @ 5:30 PM | Varsity Ice Hockey Game | vs. St. Bernard/Bacon Academy/Norwich Free Academy (Uncasville, CT) | | - |