| tuesday november 12 - 14:36 |  FC The Valley #10 | 4-7 | 0 | League of Anguilla [2] | AM | |  |
| monday november 11 - 04:48 | Bassa | 3-3 | 1 | League of Anguilla [2] | DM | | |
| sunday november 10 - 14:15 | FC The Valley #3 | 2-1 | 3 | League of Anguilla [2] | AM | | |
| saturday november 9 - 16:17 | FC George Hill #7 | 3-1 | 0 | League of Anguilla [2] | AM | | |
| friday november 8 - 02:27 | FC Shoal Bay Village #3 | 4-0 | 0 | League of Anguilla [2] | AM | | |
| wednesday november 6 - 01:34 | FC The Farrington #3 | 3-1 | 0 | League of Anguilla [2] | AM | | |
| tuesday november 5 - 14:16 | The Farrington #8 | 2-5 | 0 | League of Anguilla [2] | AM | | |
| monday november 4 - 14:43 | Harogate | 8-3 | 3 | League of Anguilla [2] | AM |  | |
| sunday november 3 - 01:26 | FC The Valley #10 | 5-4 | 0 | League of Anguilla [2] | CM | | |
| saturday november 2 - 14:40 | Bassa | 7-3 | 3 | League of Anguilla [2] | LM | | |
| friday november 1 - 14:20 | FC The Valley #3 | 3-2 | 0 | League of Anguilla [2] | LM | | |
| thursday october 31 - 14:17 | FC George Hill #7 | 1-1 | 1 | League of Anguilla [2] | CM | | |
| wednesday october 30 - 14:49 | FC Shoal Bay Village #3 | 5-2 | 3 | League of Anguilla [2] | AM | | |
| tuesday october 29 - 08:16 | George Hill #8 | 2-3 | 3 | League of Anguilla [2] | DM | | |
| sunday october 27 - 14:20 | FC The Farrington #3 | 3-3 | 1 | League of Anguilla [2] | LM | | |
| saturday october 26 - 05:45 | The Farrington #8 | 3-3 | 1 | League of Anguilla [2] | DM | | |
| friday october 25 - 13:37 | Harogate | 4-5 | 3 | League of Anguilla [2] | LM | | |
| wednesday october 23 - 14:28 | FC The Valley #10 | 2-4 | 0 | League of Anguilla [2] | DM | | |
| tuesday october 22 - 04:22 | Bassa | 5-3 | 0 | League of Anguilla [2] | AM | | |
| tuesday october 22 - 03:22 | FC The Farrington #2 | 1-5 | 0 | Cup | LM | | |
| sunday october 20 - 16:47 | FC George Hill #7 | 3-1 | 0 | League of Anguilla [2] | DM | | |
| saturday october 19 - 02:51 | FC Shoal Bay Village #3 | 3-2 | 0 | League of Anguilla [2] | DM | | |
| thursday october 17 - 14:46 | George Hill #8 | 3-6 | 0 | League of Anguilla [2] | DM | | |
| tuesday october 15 - 01:32 | FC The Farrington #3 | 4-2 | 0 | League of Anguilla [2] | DM | | |
| monday october 14 - 03:28 | The Farrington #8 | 5-4 | 3 | Cup | DM | | |
