| 1 | 1283 | 5/19/25 6:15pm | Pool Field | Dedham Regulators | 6 - 2 | Milton Hotspurs | |
| 2 | 1286 | 4/19/25 4:20pm | Flatley/Milton Healthcare | Milton Hotspurs | 0 - 2 | Canton Boys Grade 4 Bulldogs | |
| 3 | 1289 | Unscheduled | Flatley/Milton Healthcare | Milton Hotspurs | - | Northborough Blue (Boys 4) | |
| 4 | 1292 | 5/3/25 1:00pm | Flatley/Milton Healthcare | Milton Knights | 1 - 3 | Milton Hotspurs | |
| 5 | 1295 | 5/10/25 4:20pm | Flatley/Milton Healthcare | Milton Hotspurs | 1 - 2 | Canton Boys Grade 4 Chelsea | |
| 6 | 1298 | 5/17/25 4:20pm | Flatley/Milton Healthcare | Milton Hotspurs | 2 - 1 | Dedham Regulators | |
| 7 | 1299 | 5/24/25 1:00pm | Pequitside Farm 7v7 Field | Canton Boys Grade 4 Bulldogs | 4 - 0 | Milton Hotspurs | |
| 8 | 1304 | 5/31/25 1:00pm | Ellsworth-McAfee Field 3 | Northborough Blue (Boys 4) | - | Milton Hotspurs | |
| 9 | 1307 | 6/7/25 4:20pm | Flatley/Milton Healthcare | Milton Hotspurs | - | Milton Knights | |
| 10 | 1308 | 6/14/25 1:00pm | Gunning (Windsor Woods) 7v7 Field | Canton Boys Grade 4 Chelsea | - | Milton Hotspurs | |
