| 1 | 5262 | 4/6/19 2:30pm | Woodland School 9v9 Turf | Milford-Hopedale Fireballs Griffin | 6 - 1 | Wellesley Panthers | |
| 2 | 5267 | 5/13/19 6:30pm | Elm Bank 2A | Wellesley Panthers | 5 - 3 | Hopkinton B6 Academy | |
| 3 | 5273 | 6/22/19 12:00pm | Carter Playground | South End Strikers | 0 - 0 | Wellesley Panthers | Reschedule |
| 4 | 5276 | 4/27/19 2:30pm | Idylbrook 9 v9 - Duplicate DO NOT USE | Medway Mustangs | 2 - 3 | Wellesley Panthers | |
| 5 | 5282 | 5/4/19 1:30pm | Sprague 3A | Wellesley Panthers | 0 - 6 | Northborough Spurs | |
| 6 | 5287 | 5/11/19 12:00pm | Sprague 3A | Wellesley Panthers | 1 - 5 | Milford-Hopedale Fireballs Griffin | |
| 7 | 5293 | 5/18/19 2:30pm | Fruit St. Turf Field 2A | Hopkinton B6 Academy | 5 - 6 | Wellesley Panthers | |
| 8 | 5298 | 6/1/19 1:30pm | Elm Bank 2B | Wellesley Panthers | 5 - 6 | South End Strikers | |
| 9 | 5302 | 6/8/19 1:30pm | Elm Bank 2A | Wellesley Panthers | 1 - 2 | Medway Mustangs | |
