| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Saturday | December 5, 2026 | 1:11 AM | 2:31 AM | Game | Dana Barros | @ St Marks School (MA) |
| Sunday | December 6, 2026 | 1:11 AM | 2:31 AM | Game | Dana Barros | @ Brooks School (MA) |
| Friday | December 11, 2026 | 1:11 AM | 2:11 AM | Game | Marianapolis | @ Marianapolis Prep (CT) |
| Saturday | December 12, 2026 | 8:00 PM | 9:20 PM | Game | Holy Cross | @ Holderness School (NH) |
| Tuesday | December 15, 2026 | 4:30 PM | 5:30 PM | Game | St Lukes | vs. Greenwich Country Day (CT) |
| Wednesday | December 16, 2026 | 1:11 AM | 2:11 AM | Game | St Lukes | vs. Millbrook School (NY) |
| Friday | December 18, 2026 | 1:11 AM | 2:11 AM | Game | Rivers | @ TBA |
| Saturday | December 19, 2026 | 1:11 AM | 2:11 AM | Game | Rivers | @ TBA |
| Saturday | December 19, 2026 | 12:00 PM | 1:00 PM | Game | TBD | vs. Buckingham, Browne & Nichols (MA) |
| Tuesday | January 5, 2027 | 4:30 PM | 5:30 PM | Game | St Lukes | vs. Hamden Hall Country Day School (CT) |
| Friday | January 8, 2027 | 5:00 PM | 6:00 PM | Game | St Lukes | vs. Masters School (NY) |
| Monday | January 11, 2027 | 4:00 PM | 5:20 PM | Game | Hopkins | @ Hopkins School (CT) |
| Wednesday | January 20, 2027 | 1:11 AM | 2:11 AM | Game | King School | @ King School (CT) |
| Saturday | January 23, 2027 | 1:11 AM | 2:11 AM | Game | St Lukes | vs. Brunswick School (CT) |
| Thursday | January 28, 2027 | 1:11 AM | 2:11 AM | Game | GFA | @ Greens Farms Academy (CT) |
| Saturday | January 30, 2027 | 1:11 AM | 2:11 AM | Game | Hun | @ Hun School (NJ) |
| Wednesday | February 3, 2027 | 1:11 AM | 2:31 AM | Game | St Lukes | vs. Albany Academy (NY) |
| Saturday | February 6, 2027 | 2:00 PM | 3:00 PM | Game | St Lukes | vs. Frederick Gunn School (CT) |
| Monday | February 8, 2027 | 4:30 PM | 5:30 PM | Game | St Lukes | vs. Brunswick School (CT) |
| Wednesday | February 10, 2027 | 1:11 AM | 2:11 AM | Game | St Lukes | vs. Cheshire Academy (CT) |
| Saturday | February 13, 2027 | 1:11 AM | 2:11 AM | Game | St Lukes | vs. Canterbury School (CT) |
| Wednesday | February 17, 2027 | 1:11 AM | 2:11 AM | Game | Storm King | @ Storm King School (NY) |
| Thursday | February 18, 2027 | 1:11 AM | 2:11 AM | Game | K-O | @ Kingswood-Oxford School (CT) |
| Friday | February 19, 2027 | 5:00 PM | 6:00 PM | Game | K-O | @ Kingswood-Oxford School (CT) |