| 1 | 2722 | 4/6/24 11:45am | Devoll 9v9 Field | Canton Boys Grade 5 Arsenal | 4 - 2 | Millis Red Bulls G5B | |
| 2 | 2724 | 4/13/24 1:00pm | Beaver Pond/Chilson Beach | Franklin Strikers | 0 - 5 | Canton Boys Grade 5 Arsenal | |
| 3 | 2727 | 4/20/24 1:00pm | Devoll 9v9 Field | Canton Boys Grade 5 Arsenal | 1 - 5 | Medfield United 5B | |
| 4 | 2732 | 4/27/24 2:30pm | Devoll 9v9 Field | Canton Boys Grade 5 Arsenal | 2 - 3 | Newton B River Plate | |
| 5 | 2733 | 5/4/24 2:30pm | Multi-Purpose 9v9 Turf WHS | Westwood Dream Team | 1 - 3 | Canton Boys Grade 5 Arsenal | |
| 6 | 2737 | 5/11/24 1:00pm | Oak Grove Farm 9v9 | Millis Red Bulls G5B | 1 - 4 | Canton Boys Grade 5 Arsenal | |
| 7 | 2740 | 5/18/24 1:00pm | Pequitside Farm 9v9 Field | Canton Boys Grade 5 Arsenal | 5 - 0 | Walpole Juventas | |
| 8 | 2743 | 6/2/24 4:00pm | Wheelock - # 5 | Medfield United 5B | 5 - 2 | Canton Boys Grade 5 Arsenal | |
| 9 | 2747 | 6/1/24 4:00pm | Weeks B | Newton B River Plate | 3 - 1 | Canton Boys Grade 5 Arsenal | |
| 10 | 2750 | 6/8/24 1:00pm | Pequitside Farm 9v9 Field | Canton Boys Grade 5 Arsenal | 0 - 3 | Westwood Dream Team | |
