| 1 | 3751 | 9/9/17 3:00pm | Lincoln Fields2 | Lexington Legion | 0 - 5 | Brookline Chivas | |
| 2 | 3755 | 9/16/17 12:00pm | Skyline Park | Brookline Chivas | 5 - 1 | Winchester Hammers | |
| 3 | 3758 | 9/23/17 10:30am | Field 10 | Weston Wildcats | 1 - 7 | Brookline Chivas | |
| 4 | 3759 | 9/30/17 12:00pm | Danehy 1 - Artificial Turf | Cambridge United | 0 - 2 | Brookline Chivas | |
| 5 | 3763 | 10/7/17 12:00pm | Skyline Park | Brookline Chivas | 1 - 1 | Bedford Celtics | |
| 6 | 3647 | 10/14/17 12:00pm | Skyline Park | Brookline Chivas | 2 - 1 | Marlboro Panthers - Taylor | |
| 7 | 3649 | 10/21/17 2:30pm | INACTIVE _ Amvet #1 | North Attleboro Blazers-RA | 4 - 3 | Brookline Chivas | |
| 8 | 3653 | 10/28/17 1:00pm | Pond Street Field 1 | Norfolk Dynamo | 2 - 2 | Brookline Chivas | |
| 9 | 3656 | 11/4/17 12:00pm | Skyline Park | Brookline Chivas | 3 - 3 | Blackstone UNITED BOYS 5&6 | |
| 10 | 3657 | 11/11/17 2:30pm | Oak Grove Farm 9v9 | Millis Blazers G6B | - | Brookline Chivas | |
