| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Friday | December 4, 2026 | 4:30 PM | 5:30 PM | Game | Hamden Hall | @ Hamden Hall Country Day School (CT) |
| Wednesday | December 9, 2026 | 4:30 PM | 5:30 PM | Game | Eagle Hill | @ Eagle Hill School (MA) |
| Friday | December 11, 2026 | 1:11 AM | 2:11 AM | Game | Bancroft | @ TBA |
| Saturday | December 12, 2026 | 1:11 AM | 2:11 AM | Game | Bancroft | @ TBA |
| Wednesday | December 16, 2026 | 5:15 PM | 6:35 PM | Game | Watkinson | vs. Christian Heritage High (CT) |
| Friday | December 18, 2026 | 1:11 AM | 2:11 AM | Game | Wheeler Campus | @ TBA |
| Saturday | December 19, 2026 | 1:11 AM | 2:11 AM | Game | Wheeler Campus | @ TBA |
| Wednesday | January 6, 2027 | 5:15 PM | 6:15 PM | Game | Williams | @ Williams School (CT) |
| Monday | January 11, 2027 | 5:15 PM | 6:15 PM | Game | Christian Hrtg | @ Christian Heritage High (CT) |
| Wednesday | January 13, 2027 | 4:15 PM | 5:15 PM | Game | Wooster | @ Wooster School (CT) |
| Saturday | January 16, 2027 | 2:00 PM | 3:00 PM | Game | Storm King | @ Storm King School (NY) |
| Friday | January 22, 2027 | 4:30 PM | 5:30 PM | Game | Harvey | @ Harvey School (NY) |
| Monday | January 25, 2027 | 4:30 PM | 5:30 PM | Game | Watkinson | vs. Bancroft School (MA) |
| Wednesday | January 27, 2027 | 5:15 PM | 6:15 PM | Game | Forman Sch | @ Forman School (CT) |
| Saturday | January 30, 2027 | 1:00 PM | 2:00 PM | Game | Watkinson | vs. Kingswood-Oxford School (CT) |
| Wednesday | February 3, 2027 | 5:30 PM | 6:30 PM | Game | Watkinson | vs. Wooster School (CT) |
| Friday | February 5, 2027 | 4:30 PM | 5:30 PM | Game | Watkinson | vs. Harvey School (NY) |
| Thursday | February 11, 2027 | 4:30 PM | 5:30 PM | Game | Watkinson | vs. Westminster School (CT) |
| Wednesday | February 17, 2027 | 5:45 PM | 6:45 PM | Game | Watkinson | vs. Williams School (CT) |
| Friday | February 19, 2027 | 5:00 PM | 6:00 PM | Game | Watkinson | vs. Forman School (CT) |