| 1 | 1831 | 9/10/16 1:00pm | PQ (1D) | Belmont B4-3 Cobras | 5 - 2 | Watertown Cougars | |
| 2 | 1833 | 9/17/16 1:00pm | Weeks D | Newton B Barcelona | 7 - 0 | Belmont B4-3 Cobras | |
| 3 | 1837 | 9/24/16 1:00pm | PQ (1D) | Belmont B4-3 Cobras | 3 - 7 | Bedford Blazers | |
| 4 | 1841 | 10/1/16 1:00pm | PQ (1D) | Belmont B4-3 Cobras | 4 - 3 | Cambridge Fury FC | |
| 5 | 1844 | 12/8/16 11:30am | Roxbury YMCA | South End Rush Speed | F - 1 | Belmont B4-3 Cobras | |
| 6 | 1846 | 10/15/16 1:00pm | Filippello Park - Arlington St. | Watertown Cougars | 2 - 1 | Belmont B4-3 Cobras | |
| 7 | 1848 | 10/22/16 1:00pm | PQ (1D) | Belmont B4-3 Cobras | 1 - 1 | Northborough Hawks | |
| 8 | 1852 | 10/29/16 1:00pm | Springs Brook Park | Bedford Blazers | 7 - 2 | Belmont B4-3 Cobras | |
| 9 | 1856 | 11/5/16 12:00pm | Maher Field - Grass Field | Cambridge Fury FC | 4 - 3 | Belmont B4-3 Cobras | |
| 10 | 1859 | 11/12/16 1:00pm | PQ (1D) | Belmont B4-3 Cobras | 0 - 4 | Newton B Terminators | |
