| 1 | 6609 | 4/12/25 1:00pm | Gunning (Windsor Woods) 9v9 Field | Canton Boys Grade 5 Arsenal | - | Walpole Revolution | |
| 2 | 6613 | 4/19/25 1:00pm | Gunning (Windsor Woods) 9v9 Field | Canton Boys Grade 5 Arsenal | - | Norwood Frontier | |
| 3 | 6616 | 4/26/25 5:20pm | Pierce Middle School | Milton Atletico | - | Canton Boys Grade 5 Arsenal | |
| 4 | 6621 | 5/3/25 1:00pm | Gunning (Windsor Woods) 9v9 Field | Canton Boys Grade 5 Arsenal | - | King Philip THUNDER | |
| 5 | 6624 | 5/10/25 2:30pm | Woodland School 9v9 Turf | Milford-Hopedale Bulldogs | - | Canton Boys Grade 5 Arsenal | |
| 6 | 6629 | 5/17/25 1:00pm | Ellis 9v9B | Walpole Revolution | - | Canton Boys Grade 5 Arsenal | |
| 7 | 6633 | 5/24/25 3:00pm | Fr Macs Fogg Field | Norwood Frontier | - | Canton Boys Grade 5 Arsenal | |
| 8 | 6637 | 5/31/25 1:00pm | Gunning (Windsor Woods) 9v9 Field | Canton Boys Grade 5 Arsenal | - | Milton Atletico | |
| 9 | 6638 | 6/7/25 1:00pm | Fruit St. Turf Field 2A | Hopkinton B5 Academy | - | Canton Boys Grade 5 Arsenal | |
| 10 | 6645 | 6/14/25 1:00pm | Gunning (Windsor Woods) 9v9 Field | Canton Boys Grade 5 Arsenal | - | Northborough Green (Boys 5) | |
