| 1 | 1461 | 5/1/25 4:30pm | Cole North (7v7) | Natick 4A | 1 - 0 | Wellesley Flame | |
| 2 | 1464 | 5/31/25 1:30pm | Sprague 4A | Wellesley Flame | - | Newton G Dragons FC | |
| 3 | 1468 | 4/26/25 9:00am | Healy Field #2 (DeFazio Field #4) | Needham Galaxy | 1 - 1 | Wellesley Flame | |
| 4 | 1470 | 5/3/25 10:30am | Sprague 1A | Wellesley Flame | 4 - 4 | Mansfield Hornets I | |
| 5 | 1475 | 5/27/25 6:00pm | Flatley/Milton Healthcare | Milton Reapers | 4 - 1 | Wellesley Flame | |
| 6 | 1476 | 5/17/25 10:30am | Sprague 1A | Wellesley Flame | 3 - 0 | Natick 4A | |
| 7 | 1480 | 5/10/25 4:00pm | Warren Field / McGrath Park A | Newton G Dragons FC | 4 - 1 | Wellesley Flame | |
| 8 | 1482 | 5/31/25 10:30am | Sprague 1A | Wellesley Flame | - | Needham Galaxy | |
| 9 | 1486 | 6/7/25 11:45am | Together We Can - 11 | Mansfield Hornets I | - | Wellesley Flame | |
| 10 | 1488 | 6/14/25 10:30am | Sprague 4A | Wellesley Flame | - | Milton Reapers | |
