| 1 | 1181 | Unscheduled | Flatley/Milton Healthcare | Milton Independence | F - 1 | Norwood Frontier | Milton forfeit |
| 2 | 1186 | 4/13/24 1:00pm | Merchant Road Field 1 | Framingham Blue Tide | 7 - 0 | Milton Independence | Lopsided. Home team mitigated early.. |
| 3 | 1187 | 4/20/24 1:00pm | Oak Grove Farm 7v7 | Millis Lightning G4B | 7 - 2 | Milton Independence | Lopsided. Millis mitigated early including playing down a player. |
| 4 | 1191 | 4/27/24 1:00pm | Flatley/Milton Healthcare | Milton Independence | 1 - 7 | Parkway United Royal | Pkwy mitigated by playing down a player and keeping possession. |
| 5 | 1194 | 5/4/24 1:00pm | Laurel Farms | D-S Eagles | 3 - 1 | Milton Independence | |
| 6 | 1347 | 5/11/24 1:30pm | Lincoln Fields1 | Lexington Crosswind | 3 - 1 | Milton Independence | |
| 7 | 1350 | 5/18/24 1:00pm | Flatley/Milton Healthcare | Milton Independence | 1 - 7 | Newton B Hertha | |
| 8 | 1353 | 5/25/24 10:15am | Victory Oval Field 1 (7v7) | Watertown Jaguars | 2 - 2 | Milton Independence | |
| 9 | 1357 | 6/1/24 10:15am | Victory Oval Field 1 (7v7) | Watertown Jackals | 5 - 2 | Milton Independence | |
| 10 | 1360 | 6/8/24 1:00pm | Flatley/Milton Healthcare | Milton Independence | 3 - 3 | Westwood Knights | |
