| 1 | 1862 | 9/7/19 11:45am | Flatley/Milton Healthcare | Milton Thorns | 1 - 4 | Brookline Sevilla | |
| 2 | 1865 | 9/14/19 10:15am | Soule Recreation Center | Brookline Sevilla | 0 - 1 | South End Spirit | |
| 3 | 1869 | 9/21/19 11:45am | English High School 7v7 | JP Bobcats | 0 - 5 | Brookline Sevilla | |
| 4 | 1870 | 9/28/19 11:45am | Gunning (Windsor Woods) 7v7 Field | Canton Arsenal | 0 - 4 | Brookline Sevilla | |
| 5 | 1874 | 10/5/19 10:30am | Soule Recreation Center | Brookline Sevilla | 3 - 0 | JP Leopards | |
| 6 | 1877 | 10/12/19 10:30am | Soule Recreation Center | Brookline Sevilla | 1 - 0 | Milton Thorns | |
| 7 | 1881 | 10/19/19 12:00pm | Roxbury YMCA | South End Spirit | 1 - 3 | Brookline Sevilla | |
| 8 | 1884 | 10/26/19 10:30am | Soule Recreation Center | Brookline Sevilla | 3 - 0 | JP Bobcats | |
| 9 | 1886 | 11/2/19 10:30am | Soule Recreation Center | Brookline Sevilla | 1 - 1 | Canton Arsenal | |
| 10 | 1889 | 11/9/19 11:45am | English High School 7v7 | JP Leopards | 1 - 3 | Brookline Sevilla | |
