| 1 | 4651 | 9/6/25 4:00pm | Woodland School 9v9 Turf | Milford-Hopedale Fireballs | - | Canton Boys Grade 6 Chelsea | |
| 2 | 4654 | 9/13/25 2:30pm | Gunning (Windsor Woods) 9v9 Field | Canton Boys Grade 6 Chelsea | - | Canton Boys Grade 6 Bulldogs | |
| 3 | 4658 | 9/20/25 1:30pm | Bates 1 | Wellesley Force 6B | - | Canton Boys Grade 6 Chelsea | |
| 4 | 4660 | 9/27/25 2:30pm | Gunning (Windsor Woods) 9v9 Field | Canton Boys Grade 6 Chelsea | - | Westwood Rovers | |
| 5 | 4665 | 10/4/25 3:00pm | Elm Bank 3B | Wellesley Raptors | - | Canton Boys Grade 6 Chelsea | |
| 6 | 4666 | 10/11/25 2:30pm | Gunning (Windsor Woods) 9v9 Field | Canton Boys Grade 6 Chelsea | - | Milford-Hopedale Fireballs | |
| 7 | 4670 | 10/18/25 2:30pm | Devoll 9v9 Field | Canton Boys Grade 6 Bulldogs | - | Canton Boys Grade 6 Chelsea | |
| 8 | 4672 | 10/25/25 2:30pm | Pequitside Farm 9v9 Field | Canton Boys Grade 6 Chelsea | - | Wellesley Force 6B | |
| 9 | 4676 | 11/1/25 2:30pm | Multi-Purpose 9v9 Turf WHS | Westwood Rovers | - | Canton Boys Grade 6 Chelsea | |
| 10 | 4678 | 11/8/25 2:30pm | Gunning (Windsor Woods) 9v9 Field | Canton Boys Grade 6 Chelsea | - | Wellesley Raptors | |
