| Yesterday - 04:18 |  FC The Farrington #3 | 2-10 | 0 | League of Anguilla [2] | AM | | |
| saturday october 19 - 05:21 | The Farrington #8 | 4-2 | 0 | League of Anguilla [2] | CM | | |
| thursday october 17 - 04:45 | Harogate | 4-2 | 3 | League of Anguilla [2] | CM | | |
| tuesday october 15 - 01:39 | FC The Valley #10 | 2-3 | 3 | League of Anguilla [2] | AM | | |
| monday october 14 - 12:29 | Harogate | 5-3 | 0 | Cup | AM |  | |
| saturday october 12 - 04:47 | FC Shoal Bay Village #3 | 1-2 | 0 | League of Anguilla [2] | AM | | |
| friday october 11 - 22:17 | FC Long Bay | 5-3 | 0 | Friendly | CM | | |
| thursday october 10 - 04:29 | FC The Farrington #3 | 5-4 | 3 | Friendly | AM | |  |
| wednesday october 9 - 20:18 | FC George Hill #2 | 1-0 | 0 | Friendly | DM | | |
| tuesday october 8 - 04:45 | FC The Valley #10 | 3-0 | 3 | Friendly | CM | | |
| monday october 7 - 09:51 | Stoney Ground #6 | 4-3 | 0 | Friendly | AM | | |
| sunday october 6 - 04:49 | FC The Farrington #2 | 2-3 | 0 | Friendly | AM | | |
| saturday october 5 - 05:15 | Saint Mary's | 2-2 | 1 | Friendly | AM | | |
| friday october 4 - 04:28 | FC Shoal Bay Village #3 | 1-2 | 0 | Friendly | AM | | |
