| Wed 2/1 @ 6:00 PM | Varsity Wrestling Game | vs. Trumbull (CT)* | | - |
| Wed 2/1 @ 6:30 PM | Varsity Ice Hockey Game | vs. Trinity Catholic (Stamford, CT)* | | - |
| Wed 2/1 @ 8:40 PM | Varsity Girls Ice Hockey Game | vs. Darien (CT) | | - |
| Fri 2/3 @ TBA | Varsity Basketball Game | vs. New Canaan (CT)* | | - |
| Fri 2/3 @ 4:00 PM | JV Girls Basketball Game | vs. New Canaan (CT) | | - |
| Fri 2/3 @ 5:15 PM | JV Basketball Game | vs. New Canaan (CT) | | - |
| Fri 2/3 @ 5:30 PM | Varsity Girls Basketball Game | vs. New Canaan (CT)* | | - |
| Sat 2/4 @ 6:30 PM | Varsity Girls Ice Hockey Game | vs. Wilton (CT) | | - |
| Sat 2/4 @ 8:00 PM | Varsity Ice Hockey Game | vs. Darien (CT)* | | - |
| Mon 2/6 @ 3:30 PM | Varsity Girls Ice Hockey Game | vs. Ridgefield (CT) | | - |
| Tue 2/7 @ 4:30 PM | Varsity Ice Hockey Game | vs. Wilton (CT)* | | - |
| Tue 2/7 @ 5:45 PM | Varsity Girls Basketball Game | vs. Norwalk (CT)* | | - |
| Tue 2/7 @ 7:00 PM | Varsity Basketball Game | vs. Norwalk (CT)* | | - |
| Wed 2/8 @ 6:30 PM | Varsity Ice Hockey Game | vs. St. Joseph (Trumbull, CT)* | | - |
| Fri 2/10 @ 4:00 PM | Freshman Basketball Game | vs. Darien (CT) | | - |
| Fri 2/10 @ 5:15 PM | JV Girls Basketball Game | vs. Darien (CT) | | - |
| Fri 2/10 @ 7:00 PM | Varsity Girls Basketball Game | vs. Darien (CT)* | | - |
| Fri 2/10 @ 7:00 PM | Varsity Basketball Game | vs. Darien (CT)* | | - |
| Sat 2/11 @ 5:00 PM | Varsity Girls Ice Hockey Game | vs. Trumbull (CT) | | - |
| Sat 2/11 @ 6:30 PM | Varsity Ice Hockey Game | vs. Greenwich (CT)* | | - |
| Mon 2/13 @ 4:00 PM | Freshman Basketball Game | vs. St. Joseph (Trumbull, CT) | | - |
| Mon 2/13 @ 4:00 PM | JV Girls Basketball Game | vs. St. Joseph (Trumbull, CT) | | - |
| Mon 2/13 @ 5:30 PM | Varsity Girls Basketball Game | vs. St. Joseph (Trumbull, CT)* | | - |
| Mon 2/13 @ 7:00 PM | Varsity Basketball Game | vs. St. Joseph (Trumbull, CT)* | | - |
| Mon 2/13 @ 7:00 PM | Varsity Girls Ice Hockey Game | vs. Notre Dame Catholic (Fairfield, CT) | | - |
| Wed 2/15 @ 4:00 PM | Varsity Ice Hockey Game | vs. Staples/Weston/Shelton (Westport, CT)* | | - |
| Wed 2/15 @ 4:00 PM | Freshman Basketball Game | vs. Notre Dame Catholic (Fairfield, CT) | | - |
| Wed 2/15 @ 7:00 PM | Varsity Basketball Game | vs. Warde (Fairfield, CT)* | | - |
| Wed 2/15 @ 7:00 PM | Varsity Girls Basketball Game | vs. Warde (Fairfield, CT)* | | - |
| Sat 2/18 @ 8:00 PM | Varsity Ice Hockey Game | vs. Norwalk/McMahon (Norwalk, CT)* | | - |
| Mon 2/20 @ 7:00 PM | Varsity Basketball Game | vs. Bassick (Bridgeport, CT)* | | - |
| Wed 2/22 @ 7:00 PM | Varsity Basketball Game | vs. Harding (Bridgeport, CT)* | | - |
| Wed 2/22 @ 8:30 PM | Varsity Ice Hockey Game | vs. Trumbull (CT)* | | - |
| Mon 2/27 @ 8:00 PM | JV Ice Hockey Game | vs. Notre Dame Catholic (Fairfield, CT) | | - |