| 4 | 6463 | 4/28/19 4:30pm | Danehy 1 - Artificial Turf | Cambridge FC 12.1 | 2 - 1 | Newton B Newton City | |
| 5 | 6467 | 5/4/19 6:45pm | Danehy 1 - Artificial Turf | Cambridge FC 12.1 | 10 - 3 | Brookline Warriors U18 | |
| 7 | 6475 | 5/19/19 6:00pm | AC Turf | Arlington Eagles | 4 - 1 | Cambridge FC 12.1 | |
| 8 | 6478 | 6/2/19 4:30pm | Danehy 1 - Artificial Turf | Cambridge FC 12.1 | 0 - 2 | Needham Gunners | |
| 9 | 6482 | 6/9/19 3:30pm | Elm Bank 2 | Wellesley Raiders | F - 1 | Cambridge FC 12.1 | Wellesley forfeited. |
| 10 | 6486 | 6/16/19 4:30pm | Danehy 1 - Artificial Turf | Cambridge FC 12.1 | 3 - 2 | South End Scores PG | |
