| 1 | 1202 | 10/6/20 5:15pm | Gunning (Windsor Woods) 9v9 Field | Canton Arsenal | 5 - 3 | Norfolk Sounders | rescheduled |
| 2 | 1204 | 9/19/20 3:00pm | Bates 2 | Wellesley Wolfpack | 0 - 2 | Canton Arsenal | |
| 3 | 1207 | 9/26/20 1:00pm | Pequitside Farm 9v9 Field | Canton Arsenal | 4 - 1 | Franklin United | |
| 4 | 1212 | 10/3/20 1:00pm | Pequitside Farm 9v9 Field | Canton Arsenal | 4 - 3 | Mansfield Hornets III | |
| 5 | 1213 | 10/10/20 12:00pm | Sprague 3A | Wellesley Firewings | 0 - 1 | Canton Arsenal | |
| 6 | 1217 | 10/17/20 1:00pm | Pond Street Field A1 | Norfolk Sounders | 0 - 4 | Canton Arsenal | |
| 7 | 1220 | Unscheduled | Pequitside Farm 9v9 Field | Canton Arsenal | - | Wellesley Wolfpack | |
| 8 | 1223 | Unscheduled | King Street 9v9 | Franklin United | - | Canton Arsenal | |
| 9 | 1227 | 11/7/20 1:00pm | Everwood Day Camp - 22 | Mansfield Hornets III | 1 - 5 | Canton Arsenal | |
| 10 | 1230 | Unscheduled | Pequitside Farm 9v9 Field | Canton Arsenal | - | Wellesley Firewings | |
