| 4 | 6518 | 4/28/19 2:30pm | Danehy 1 - Artificial Turf | Cambridge FC 12.2 | 3 - 1 | Wellesley United | |
| 5 | 6520 | 5/5/19 6:00pm | AC Turf | Arlington B-Gr12 Ponders 2 | 4 - 2 | Cambridge FC 12.2 | |
| 6 | 6524 | 5/12/19 2:30pm | Danehy 1 - Artificial Turf | Cambridge FC 12.2 | 7 - 2 | Medfield Warriors | |
| 7 | 6528 | 5/19/19 12:00pm | Carter Playground | South End Scores U18 Blue | 3 - 7 | Cambridge FC 12.2 | |
| 8 | 6534 | Unscheduled | Father macs 11 | Norwood Stangs | 1 - F | Cambridge FC 12.2 | Coaches indicate that CAM will forgot this match due to no field to play |
| 9 | 6539 | 6/9/19 2:30pm | Merchant Road Field 2 | Framingham Flyers 12 | 2 - 3 | Cambridge FC 12.2 | |
| 10 | 6540 | 6/16/19 2:30pm | Danehy 1 - Artificial Turf | Cambridge FC 12.2 | 4 - 4 | JP Sporting | |
