| 1 | 5781 | 5/3/19 6:00pm | Flatley/Milton Healthcare | Milton Charge | 10 - 0 | Brookline Crystal Palace | Game originally scheduled for 4/6/19 was cancelled due to weather. Game has been rescheduled to May 3rd @6PM at Milton Healthcar |
| 2 | 5785 | 4/13/19 10:30am | Flatley/Milton Healthcare | Milton Charge | 2 - 1 | JP Bobcats | Field was moved to JP based on Milton fields being closed due to weather |
| 3 | 5790 | 4/20/19 11:45am | Pequitside Farm 7v7 Field | Canton United | 1 - 1 | Milton Charge | |
| 4 | 5793 | 4/27/19 11:45am | Thurston B 7v7 | Westwood Breakers | 0 - 0 | Milton Charge | |
| 5 | 5797 | 5/4/19 10:30am | Flatley/Milton Healthcare | Milton Charge | 1 - 0 | Attleboro Phoenix | |
| 6 | 5801 | 5/11/19 12:00pm | High Street 7v7 #2 | North Attleboro Stars 4 | 1 - 4 | Milton Charge | |
| 7 | 5805 | 5/19/19 11:30am | English High School 7v7 | JP Bobcats | 0 - 1 | Milton Charge | |
| 8 | 5809 | 6/1/19 10:30am | Flatley/Milton Healthcare | Milton Charge | 1 - 5 | Canton United | |
| 9 | 5813 | 6/8/19 10:30am | Flatley/Milton Healthcare | Milton Charge | 1 - 5 | Westwood FC | |
| 10 | 5819 | 6/15/19 11:00am | Mylod 4 | Walpole Bandits | 3 - 5 | Milton Charge | |
