| DATE | SCHOOL | TIME | H/A | VENUE | SCORE |
| 9/30/2026 | Landmark School | 4:15pm | Away | Landmark School | |
| 10/6/2026 | Chapel Hill-Chauncy Hall | 4:00pm | Home | Houghton’s Pond Soccer Field | |
| 10/14/2026 | Chapel Hill-Chauncy Hall | 4:00pm | Away | Chapel Hill-Chauncy Hall | |
| 10/23/2026 | Cambridge School of Weston | 4:00pm | Away | Cambridge School of Weston | |
| 10/28/2026 | Brimmer and May School | 4:00pm | Home | Kelly Field | |
| 10/30/2026 | Cambridge School of Weston | 4:00pm | Away | Cambridge School of Weston |
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