| Wed 2/1 @ TBA | Varsity Girls Basketball Game | vs. Hand (Madison, CT) | | - |
| Wed 2/1 @ TBA | Varsity Basketball Game | vs. Guilford (CT) | | - |
| Thu 2/2 @ 7:30 PM | Varsity Ice Hockey Game | vs. Amity Regional (Woodbridge, CT)* | | - |
| Fri 2/3 @ 7:00 PM | Varsity Basketball Game | vs. Career Magnet (New Haven, CT)* | | - |
| Fri 2/3 @ 7:00 PM | Varsity Girls Basketball Game | vs. Wilbur Cross (New Haven, CT)* | | - |
| Sat 2/4 @ 5:15 PM | Varsity Ice Hockey Game | vs. Branford (CT) | | - |
| Mon 2/6 @ 5:00 PM | Varsity Ice Hockey Game | vs. St. Bernard/Bacon Academy/Norwich Free Academy (Uncasville, CT) | | - |
| Tue 2/7 @ TBA | Varsity Girls Basketball Game | vs. Amity Regional (Woodbridge, CT) | | - |
| Tue 2/7 @ 7:00 PM | Varsity Basketball Game | vs. North Haven (CT)* | | - |
| Wed 2/8 @ 7:00 PM | Varsity Wrestling Game | vs. Fairfield Prep (Fairfield, CT) | | - |
| Thu 2/9 @ 7:00 PM | Varsity Girls Basketball Game | vs. Shelton (CT) | | - |
| Thu 2/9 @ 7:30 PM | Varsity Ice Hockey Game | vs. Xavier (Middletown, CT)* | | - |
| Fri 2/10 @ 7:00 PM | Varsity Basketball Game | vs. Fairfield Prep (Fairfield, CT) | | - |
| Sat 2/11 @ 1:00 PM | Varsity Ice Hockey Game | vs. Guilford (CT) | | - |
| Mon 2/13 @ 7:00 PM | Varsity Girls Basketball Game | vs. Foran (Milford, CT) | | - |
| Thu 2/16 @ 7:30 PM | Varsity Ice Hockey Game | vs. Hamden (CT)* | | - |
| Fri 2/17 @ 7:00 PM | Varsity Basketball Game | vs. Amity Regional (Woodbridge, CT) | | - |
| Mon 2/20 @ 7:00 PM | Varsity Basketball Game | vs. Foran (Milford, CT) | | - |
| Tue 2/28 @ 7:30 PM | Varsity Ice Hockey Game | vs. Fairfield Prep (Fairfield, CT)* | | - |