| 1 | 5542 | 9/9/23 3:15pm | Kennedy Middle School | Natick Blazers | 1 - 0 | Canton Boys Grade 7/8 Arsenal | |
| 2 | 5545 | 9/16/23 1:00pm | Memorial 11v11 Field (turf) | Canton Boys Grade 7/8 Arsenal | 4 - 1 | King Philip VIKINGS | |
| 3 | 5549 | 9/23/23 4:00pm | Energy Electrical Contractors - 2 | Mansfield Hornets III | 2 - 1 | Canton Boys Grade 7/8 Arsenal | |
| 4 | 5550 | 9/30/23 3:30pm | Franklin HS Stadium | Franklin United | 1 - 8 | Canton Boys Grade 7/8 Arsenal | |
| 5 | 5554 | 10/16/23 5:00pm | Gunning (Windsor Woods) 11v11 Field | Canton Boys Grade 7/8 Arsenal | 1 - 2 | Attleboro United | |
| 6 | 5557 | 10/14/23 1:00pm | Memorial 11v11 Field (turf) | Canton Boys Grade 7/8 Arsenal | 0 - 1 | Natick Blazers | |
| 7 | 5561 | 10/21/23 2:30pm | King Philip Middle School- Field 1 | King Philip VIKINGS | 3 - 4 | Canton Boys Grade 7/8 Arsenal | |
| 8 | 5564 | 10/28/23 1:00pm | Memorial 11v11 Field (turf) | Canton Boys Grade 7/8 Arsenal | 2 - 1 | Mansfield Hornets III | |
| 9 | 5566 | 11/4/23 1:00pm | Memorial 11v11 Field (turf) | Canton Boys Grade 7/8 Arsenal | 2 - 2 | Franklin United | |
| 10 | 5569 | 11/11/23 9:00am | North Field | Medway Mustangs | 0 - 6 | Canton Boys Grade 7/8 Arsenal | |
