| 1 | 4591 | 4/6/19 10:30am | High School Turf #4 | Wayland Wildcats | 3 - 1 | Watertown IFC | |
| 2 | 4594 | 4/24/19 5:00pm | Filippello Park - Grove St | Watertown IFC | 1 - 0 | Cambridge Galaxy | |
| 3 | 4598 | 5/1/19 6:00pm | Filippello Park - Grove St | Watertown IFC | 4 - 1 | Brookline Blizzard | |
| 4 | 4600 | 4/27/19 9:00am | Filippello Park - Grove St | Watertown IFC | 0 - 3 | C-C Breakers | |
| 5 | 4605 | 5/18/19 3:45pm | Wang Field | Lincoln Leprechauns | 1 - 1 | Watertown IFC | |
| 6 | 4606 | 5/11/19 9:00am | Filippello Park - Grove St | Watertown IFC | 2 - 2 | Wayland Wildcats | |
| 7 | 4610 | 5/18/19 11:15am | Danehy 4 - Artificial turf. | Cambridge Galaxy | 1 - 1 | Watertown IFC | |
| 8 | 4612 | 6/1/19 8:45am | Filippello Park - Grove St | Watertown IFC | 5 - 0 | Brookline Blizzard | |
| 9 | 4616 | 6/8/19 9:00am | CCHS Turf 2 | C-C Breakers | 2 - 2 | Watertown IFC | |
| 10 | 4618 | 6/8/19 3:00pm | Filippello Park - Grove St | Watertown IFC | 0 - 3 | Lincoln Leprechauns | |
