| 6183 | 4/6/19 4:30pm | Downes Field (oval) | Brookline Gunners | 7 - 1 | A-B Rovers | |
| 6188 | Unscheduled | Weeks 5B | Newton B Liverpool | - | Brookline Gunners | |
| 6192 | 4/20/19 3:00pm | Downes Field (oval) | Brookline Gunners | 0 - 3 | Arlington Warriors | |
| 6195 | 4/27/19 4:30pm | Downes Field (oval) | Brookline Gunners | 4 - 1 | Arlington Marauders | |
| 6198 | 5/4/19 2:30pm | Fruit St. Turf Field 2A | Hopkinton Manchester United | 2 - 12 | Brookline Gunners | |
| 6203 | 5/11/19 2:45pm | 16B AB Lower Fields (Turf) 9v9 | A-B Rovers | 3 - 1 | Brookline Gunners | |
| 6208 | 5/18/19 4:30pm | Downes Field (oval) | Brookline Gunners | 4 - 1 | Newton B Liverpool | |
| 6211 | 6/1/19 2:30pm | Rashi School | Dedham Ducks | 0 - 7 | Brookline Gunners | |
| 6216 | 6/8/19 2:30pm | Grove St. (4B) | Belmont B6-3 Lions | 2 - 6 | Brookline Gunners | |
| 6219 | 6/15/19 4:30pm | Skyline Park | Brookline Gunners | - | Wellesley Jackals | |
