| Yesterday - 16:35 |  FC The Valley #11 | 0-2 | 0 | League of Anguilla [2] | DCB | | |
| friday december 20 - 22:42 | FC Long Bay | 1-2 | 3 | League of Anguilla [2] | CB | | |
| wednesday december 18 - 16:48 | FC The Farrington #3 | 1-0 | 3 | League of Anguilla [2] | DCB | | |
| tuesday december 17 - 22:29 | Stoney Ground #7 | 0-0 | 1 | League of Anguilla [2] | DCB | | |
| monday december 16 - 14:34 | FC The Valley #3 | 0-0 | 1 | League of Anguilla [2] | DCB | | |
| saturday december 14 - 16:31 | The Farrington #8 | 0-2 | 0 | League of Anguilla [2] | DCB | | |
| friday december 13 - 13:51 | Harogate | 1-1 | 1 | League of Anguilla [2] | CB | | |
| thursday december 12 - 16:40 | Bassa | 2-1 | 3 | League of Anguilla [2] | DCB | | |
| wednesday december 11 - 08:51 | George Hill #8 | 0-0 | 1 | League of Anguilla [2] | DCB | | |
| tuesday december 10 - 14:48 | FC The Valley #11 | 2-0 | 0 | League of Anguilla [2] | CB | | |
| sunday december 8 - 16:19 | FC Long Bay | 3-0 | 3 | League of Anguilla [2] | DCB | | |
| friday december 6 - 01:22 | FC The Farrington #3 | 1-3 | 3 | League of Anguilla [2] | DCB | | |
| thursday december 5 - 15:17 | George Hill #8 | 2-0 | 0 | Cup | DCB | | |
| tuesday december 3 - 16:27 | Stoney Ground #7 | 0-0 | 1 | League of Anguilla [2] | DCB | | |
| monday december 2 - 08:29 | The Valley #9 | 3-0 | 0 | Friendly | DCB | | |
| sunday december 1 - 16:17 | FC The Valley #3 | 0-0 | 1 | Friendly | DCB | | |
| saturday november 30 - 05:19 | Saint Mary's | 1-0 | 0 | Friendly | DCB | | |
| friday november 29 - 16:23 | Stoney Ground #6 | 3-4 | 0 | Friendly | DCB | | |
| thursday november 28 - 14:35 | FC The Valley #11 | 0-1 | 3 | Friendly | DCB | | |
| wednesday november 27 - 16:31 | FC Shoal Bay Village #3 | 0-0 | 1 | Friendly | DCB | | |
| monday november 25 - 04:19 | Bassa | 1-2 | 3 | Friendly | DCB | |  |
