| 1 | 4712 | 9/23/18 1:30pm | Flahive Field HS Turf | Westwood Rapids | 3 - 2 | Wayland FC | |
| 2 | 4714 | 9/15/18 2:00pm | High School Turf #4 | Wayland FC | 3 - 2 | Newton B Aces | |
| 3 | 4718 | 9/22/18 2:00pm | High School Turf #4 | Wayland FC | 1 - 5 | Framingham Rams | |
| 4 | 4721 | 9/29/18 1:00pm | Merchant Road Field 2 | Framingham Falcons | 0 - 2 | Wayland FC | |
| 5 | 4722 | 10/4/18 6:15pm | Ashland High School turf field | Ashland Revolution | 0 - 1 | Wayland FC | |
| 6 | 4727 | 10/13/18 2:00pm | High School Turf #4 | Wayland FC | 2 - 4 | Westwood Rapids | |
| 7 | 4729 | 10/20/18 4:30pm | Newton South High School Stadium - 2A | Newton B Aces | 0 - 3 | Wayland FC | |
| 8 | 4733 | 11/18/18 11:45am | Merchant Road Field 2 | Framingham Rams | X - X | Wayland FC | |
| 9 | 4736 | 11/3/18 2:00pm | High School Turf #4 | Wayland FC | 0 - 1 | Framingham Falcons | |
| 10 | 4737 | 11/10/18 3:30pm | High School Turf #4 | Wayland FC | X - X | Ashland Revolution | |
