| 1 | 7276 | 9/6/25 4:30pm | Elm Bank 3 | Wellesley Blaze | - | Milton Celtic | |
| 1 | 7277 | 9/7/25 2:30pm | | Wellesley Blaze | - | Brookline Bayern | |
| 2 | 7279 | 9/13/25 3:00pm | Elm Bank 4 | Wellesley Blaze | - | Belmont B8 Falcons | |
| 3 | 7281 | 9/20/25 3:00pm | Sprague 2 (turf) | Wellesley Blaze | - | JP United | |
| 4 | 7286 | 9/27/25 1:30pm | Beaver Country Day School | Brookline Bayern | - | Wellesley Blaze | |
| 6 | 7289 | 9/12/25 5:15pm | Kelly Field | Milton Celtic | - | Wellesley Blaze | |
| 7 | 7291 | 10/18/25 1:00pm | PQ 11 v 11 | Belmont B8 Falcons | - | Wellesley Blaze | |
| 8 | 7295 | 10/25/25 2:30pm | English High School 11v11 | JP United | - | Wellesley Blaze | |
| 9 | 7296 | 11/1/25 1:30pm | Elm Bank 3 | Wellesley Blaze | - | Brookline Bayern | |
| 10 | 7298 | 11/9/25 1:45pm | Milton High School Middle Field | Milton Celtic | - | Wellesley Blaze | |
