| Wed 2/1 @ 4:30 PM | Varsity Girls Basketball Game | vs. Holy Child (Rye, NY)* | | - |
| Wed 2/1 @ 6:00 PM | Varsity Basketball Game | vs. Hamden Hall Country Day (Hamden, CT)* | | - |
| Fri 2/3 @ 4:30 PM | Varsity Girls Basketball Game | vs. Harvey (Katonah, NY) | | - |
| Fri 2/3 @ 6:00 PM | Varsity Basketball Game | vs. Harvey (Katonah, NY) | | - |
| Fri 2/3 @ 6:00 PM | Varsity Wrestling Game | vs. Chase Collegiate (Waterbury, CT) | | - |
| Mon 2/6 @ 4:30 PM | Varsity Girls Basketball Game | vs. Greenwich Academy (Greenwich, CT)* | | - |
| Mon 2/6 @ 4:45 PM | JV Basketball Game | vs. King Low Heywood Thomas (Stamford, CT) | | - |
| Mon 2/6 @ 5:45 PM | Varsity Basketball Game | vs. King Low Heywood Thomas (Stamford, CT)* | | - |
| Wed 2/8 @ 3:00 PM | Varsity Basketball Game | vs. Hyde (Woodstock, CT) | | - |
| Wed 2/8 @ 4:00 PM | Varsity Girls Basketball Game | vs. Harvey (Katonah, NY) | | - |
| Fri 2/10 @ 5:00 PM | Varsity Girls Basketball Game | vs. Ethel Walker (Simsbury, CT) | | - |
| Fri 2/10 @ 6:00 PM | Varsity Basketball Game | vs. St. Luke's (New Canaan, CT)* | | - |
| Tue 2/14 @ 4:30 PM | Varsity Basketball Game | vs. Christian Heritage (Trumbull, CT) | | - |
| Tue 2/14 @ 4:30 PM | Varsity Girls Basketball Game | vs. Hamden Hall Country Day (Hamden, CT) | | - |
| Thu 2/16 @ 4:30 PM | Varsity Girls Basketball Game | vs. Hopkins (New Haven, CT)* | | - |
| Thu 2/16 @ 4:40 PM | JV Basketball Game | vs. Christian Heritage (Trumbull, CT) | | - |
| Fri 2/17 @ 6:00 PM | Varsity Basketball Game | vs. Kingswood-Oxford (West Hartford, CT) | | - |
| Sat 2/18 @ TBA | Varsity Girls Basketball Game | vs. Watkinson (Hartford, CT) | | - |
| Tue 2/21 @ TBA | Varsity Basketball Game | vs. TBA*** | | - |
| Thu 2/23 @ TBA | Varsity Basketball Game | vs. TBA*** | | - |
| Sat 2/25 @ TBA | Varsity Basketball Game | vs. TBA*** | | - |
| Tue 2/28 @ TBA | Varsity Basketball Game | vs. TBA** | | - |