| 1 | 4861 | 9/7/24 3:00pm | Fessenden A/Class of 1985 | Newton B United | 2 - 1 | Wellesley Warriors 8B | |
| 2 | 4864 | 9/14/24 3:00pm | Sprague 2 (turf) | Wellesley Warriors 8B | 2 - 7 | Westwood Wolverines - B8 | |
| 3 | 4868 | 9/21/24 4:15pm | Dedham High School - Turf | Dedham FC - 7/8 Boys | 2 - 0 | Wellesley Warriors 8B | |
| 4 | 4870 | 9/28/24 3:00pm | Sprague 2 (turf) | Wellesley Warriors 8B | 1 - 3 | A-B Wolves | |
| 5 | 4875 | 10/5/24 4:00pm | Freeman Kennedy School - Field H | King Philip HURRICANES | 2 - 2 | Wellesley Warriors 8B | |
| 6 | 4876 | 10/30/24 7:30pm | Newton South High School Brandeis Road - 2B | Newton B United | 2 - 3 | Wellesley Warriors 8B | |
| 7 | 4880 | 10/19/24 3:00pm | Flahive Field HS Turf | Westwood Wolverines - B8 | 0 - 2 | Wellesley Warriors 8B | |
| 8 | 4882 | 10/26/24 3:00pm | Sprague 2 (turf) | Wellesley Warriors 8B | 0 - 4 | Dedham FC - 7/8 Boys | |
| 9 | 4886 | 11/2/24 11:00am | DeFazio #2 Founders Field | Needham Knights | 1 - F | Wellesley Warriors 8B | DD applied per Wellesley |
| 10 | 4888 | 11/9/24 3:00pm | Elm Bank 2 | Wellesley Warriors 8B | 2 - 0 | King Philip HURRICANES | DD scored |
