| tuesday september 10 - 20:43 |  FC The Valley #10 | 4-0 | 3 | League of Anguilla [2] | SB | | |
| monday september 9 - 04:42 | Bassa | 1-0 | 0 | League of Anguilla [2] | DCB | | |
| sunday september 8 - 20:30 | FC The Valley #11 | 5-2 | 3 | League of Anguilla [2] | SB | | |
| thursday september 5 - 20:40 | Harogate | 4-0 | 3 | League of Anguilla [2] | SB | | |
| wednesday september 4 - 19:31 | George Hill #8 | 1-5 | 3 | League of Anguilla [2] | LB | | |
| tuesday september 3 - 05:23 | The Farrington #8 | 4-1 | 0 | League of Anguilla [2] | SB | | |
| sunday september 1 - 20:45 | FC The Valley #3 | 0-1 | 0 | League of Anguilla [2] | SB | | |
| saturday august 31 - 21:43 | FC George Hill #7 | 1-0 | 3 | Cup | SB | | |
| thursday august 29 - 20:44 | Bassa | 3-0 | 3 | League of Anguilla [2] | SB | | |
| monday august 26 - 20:46 | FC The Farrington #3 | 2-3 | 0 | League of Anguilla [2] | SB | | |
| wednesday august 21 - 20:34 | George Hill #8 | 1-0 | 3 | League of Anguilla [2] | SB | | |
| monday august 19 - 08:41 | The Valley City FC | 3-1 | 0 | Friendly | SB | | |
| friday august 16 - 20:26 | Stoney Ground #6 | 3-1 | 3 | Friendly | SB | | |
| thursday august 15 - 16:41 | FC George Hill #7 | 1-0 | 0 | Friendly | LB | | |
| wednesday august 14 - 20:24 | FC The Farrington #2 | 0-1 | 0 | Friendly | LB | | |
| tuesday august 13 - 22:46 | FC West Bay #4 | 5-0 | 0 | Friendly | LB | | |
