| Yesterday - 05:03 |  Saint Mary's U21 | 1-6 | 3 | U21 league | SM | | |
| saturday august 31 - 13:42 | FC The Valley #10 | 1-2 | 0 | League of Anguilla [2] | RB | |  |
| saturday august 31 - 13:02 | Dong Xue Lian U21 | 1-6 | 0 | U21 league | SM | | |
| saturday august 31 - 12:33 | Saint Mary's | 3-2 | 3 | Cup | RB | | |
| friday august 30 - 13:46 | George Hill #8 | 3-4 | 0 | League of Anguilla [2] | RB | | |
| friday august 30 - 12:05 |  iu celebrity U21 | 1-4 | 0 | U21 Youth Cup | RCB | | |
| thursday august 29 - 13:05 | Saint Mary's U21 | 4-4 | 1 | U21 league | SB | | |
| thursday august 29 - 05:20 | The Farrington #8 | 3-1 | 0 | League of Anguilla [2] | RB | | |
| wednesday august 28 - 13:21 | FC The Valley #3 | 2-4 | 0 | League of Anguilla [2] | RB | | |
| monday august 26 - 22:40 | Stoney Ground #7 | 2-1 | 0 | League of Anguilla [2] | RB | | |
| monday august 26 - 08:04 | The Valley City FC U21 | 9-1 | 0 | U21 league | SB | | |
| sunday august 25 - 13:02 | The Farrington #8 U21 | 6-3 | 3 | U21 league | LWB | | |
| friday august 23 - 05:03 | Saint Mary's U21 | 3-5 | 3 | U21 league | SF | | |
| thursday august 22 - 13:02 | FC The Valley #10 U21 | 4-3 | 3 | U21 league | RCB | | |
