| saturday september 21 - 22:31 |  FC Long Bay | 3-2 | 0 | League of Anguilla | LF | | |
| friday september 20 - 05:20 | FC George Hill #7 | 5-0 | 3 | League of Anguilla | LF |  | |
| thursday september 19 - 05:38 | Saint Mary's | 3-6 | 3 | League of Anguilla | LF | | |
| wednesday september 18 - 05:29 | FC West Bay #4 | 3-3 | 1 | League of Anguilla | LF | |  |
| tuesday september 17 - 06:31 | Dong Xue Lian | 2-0 | 0 | League of Anguilla | LF | | |
| monday september 16 - 05:20 | The Valley City FC | 0-2 | 0 | League of Anguilla | S | | |
| sunday september 15 - 20:15 | Island Harbour #7 | 4-0 | 0 | League of Anguilla | S | | |
| saturday september 14 - 05:29 | Stoney Ground #6 | 4-0 | 3 | League of Anguilla | LF | | |
| friday september 13 - 02:37 | FC Shoal Bay Village #3 | 0-2 | 3 | League of Anguilla | S | | |
| thursday september 12 - 05:43 | FC Long Bay | 1-1 | 1 | League of Anguilla | S | | |
| wednesday september 11 - 16:18 | FC George Hill #7 | 0-0 | 1 | League of Anguilla | S | | |
| tuesday september 10 - 05:34 | Saint Mary's | 1-1 | 1 | League of Anguilla | S | | |
| monday september 9 - 22:17 | FC West Bay #4 | 5-0 | 0 | League of Anguilla | S | | |
| sunday september 8 - 05:30 | Dong Xue Lian | 0-8 | 0 | League of Anguilla | S | | |
| sunday september 8 - 03:23 | FC The Valley #11 | 2-1 | 0 | Cup | S | | |
| saturday september 7 - 08:21 | The Valley City FC | 8-1 | 0 | League of Anguilla | S | | |
| thursday september 5 - 05:45 | Island Harbour #7 | 1-1 | 1 | League of Anguilla | S | | |
| wednesday september 4 - 09:35 | Stoney Ground #6 | 1-5 | 3 | League of Anguilla | S | | |
| tuesday september 3 - 05:17 | FC Shoal Bay Village #3 | 4-0 | 3 | League of Anguilla | LF | | |
| sunday september 1 - 22:28 | FC Long Bay | 0-2 | 3 | League of Anguilla | S | | |
| saturday august 31 - 12:34 | Bassa | 0-1 | 3 | Cup | S | | |
| saturday august 31 - 05:42 | FC George Hill #7 | 2-0 | 3 | League of Anguilla | LF | | |
| friday august 30 - 05:48 | Saint Mary's | 0-2 | 3 | League of Anguilla | LF | | |
| thursday august 29 - 05:29 | FC West Bay #4 | 0-1 | 0 | League of Anguilla | S | | |
| wednesday august 28 - 06:41 | Dong Xue Lian | 6-0 | 0 | League of Anguilla | S | | |
