| 1 | 3182 | 4/6/19 10:15am | Lower Fields 1A | A-B Thunder | 2 - 0 | Wayland Lightning | |
| 2 | 3185 | 5/15/19 6:00pm | Claypit Hill #8 | Wayland Lightning | 4 - 1 | Northborough Nitro | |
| 3 | 3189 | 4/20/19 9:00am | Ryan Connolly Field 9v9-Front | Winchester Firecats | 3 - 0 | Wayland Lightning | |
| 4 | 3190 | 4/27/19 10:30am | Cutting | Sudbury Academy United | 3 - 0 | Wayland Lightning | |
| 5 | 3194 | 5/4/19 10:30am | Alpine Field #2 | Wayland Lightning | 3 - 1 | Cambridge Breakers FC | |
| 6 | 3197 | 5/11/19 10:30am | Alpine Field #2 | Wayland Lightning | 0 - 4 | A-B Thunder | |
| 7 | 3201 | 5/18/19 10:30am | Ellsworth-McAfee Field A | Northborough Nitro | 4 - 0 | Wayland Lightning | |
| 8 | 3204 | 6/1/19 10:30am | Alpine Field #2 | Wayland Lightning | 1 - 0 | Winchester Firecats | |
| 9 | 3206 | 6/8/19 10:30am | Alpine Field #2 | Wayland Lightning | 0 - 5 | Sudbury Academy United | |
| 10 | 3209 | 6/15/19 1:45pm | Danehy 1 - Artificial Turf | Cambridge Breakers FC | 2 - 1 | Wayland Lightning | |
