| friday september 13 - 09:23 |  Stoney Ground #6 | 0-3 | 3 | League of Anguilla | DCB | | |
| thursday september 12 - 06:43 | Dong Xue Lian | 8-0 | 0 | League of Anguilla | LB | | |
| wednesday september 11 - 22:22 | The Valley City FC | 0-4 | 0 | League of Anguilla | DCB | | |
| tuesday september 10 - 20:21 | Island Harbour #7 | 2-1 | 0 | League of Anguilla | CB | | |
| monday september 9 - 22:17 | FC The Farrington #2 | 5-0 | 3 | League of Anguilla | DCB | | |
| sunday september 8 - 02:31 | FC Shoal Bay Village #3 | 1-4 | 3 | League of Anguilla | LB | | |
| saturday september 7 - 22:29 | FC Long Bay | 3-2 | 3 | League of Anguilla | LB | | |
| thursday september 5 - 16:30 | FC George Hill #7 | 0-2 | 3 | League of Anguilla | DCB | | |
| wednesday september 4 - 22:23 | Saint Mary's | 2-1 | 3 | League of Anguilla | LB | | |
| tuesday september 3 - 22:45 | Stoney Ground #6 | 0-1 | 0 | League of Anguilla | DCB | | |
| sunday september 1 - 22:45 | Dong Xue Lian | 0-8 | 0 | League of Anguilla | DCB | | |
| saturday august 31 - 23:27 | Stoney Ground #6 | 2-1 | 0 | Cup | DCB | | |
| saturday august 31 - 08:26 | The Valley City FC | 8-0 | 0 | League of Anguilla | LB | | |
| friday august 30 - 22:46 | Island Harbour #7 | 4-2 | 3 | League of Anguilla | LB | | |
| thursday august 29 - 05:29 | FC The Farrington #2 | 0-1 | 3 | League of Anguilla | DCB | | |
| wednesday august 28 - 22:23 | FC Shoal Bay Village #3 | 4-1 | 3 | League of Anguilla | LB | | |
| monday august 26 - 22:23 | FC Long Bay | 0-2 | 3 | League of Anguilla | DCB | | |
| saturday august 24 - 22:27 | FC George Hill #7 | 2-0 | 3 | League of Anguilla | LB | | |
| wednesday august 21 - 05:28 | Saint Mary's | 0-6 | 3 | League of Anguilla | LB | | |
| tuesday august 20 - 05:26 | Saint Mary's | 0-2 | 3 | Friendly | LB | |  |
| sunday august 18 - 05:26 | The Farrington #8 | 0-2 | 3 | Friendly | LB | | |
| thursday august 15 - 22:51 | FC The Farrington #3 | 4-0 | 3 | Friendly | LB | | |
| wednesday august 14 - 20:34 | Island Harbour #7 | 2-1 | 0 | Friendly | LB | | |
| tuesday august 13 - 22:46 | FC George Hill #2 | 5-0 | 3 | Friendly | LB | | |
