| tuesday december 24 - 01:19 |  FC The Farrington #3 | 0-4 | 3 | League of Anguilla [2] | SF | | |
| monday december 23 - 14:32 | Stoney Ground #7 | 1-0 | 3 | League of Anguilla [2] | SF | | |
| sunday december 22 - 14:16 | FC The Valley #11 | 5-2 | 0 | League of Anguilla [2] | SF | | |
| friday december 20 - 14:18 | Harogate | 2-3 | 0 | League of Anguilla [2] | SM | | |
| wednesday december 18 - 04:18 | Bassa | 3-2 | 0 | League of Anguilla [2] | SF | | |
| tuesday december 17 - 14:28 | George Hill #8 | 2-2 | 1 | League of Anguilla [2] | SF | | |
| monday december 16 - 14:34 | FC George Hill #7 | 0-0 | 1 | League of Anguilla [2] | SF | | |
| saturday december 14 - 22:41 | FC Long Bay | 0-2 | 3 | League of Anguilla [2] | RF | | |
| friday december 13 - 14:19 | FC The Farrington #3 | 5-2 | 3 | League of Anguilla [2] | SF | | |
| thursday december 12 - 22:42 | Stoney Ground #7 | 0-0 | 1 | League of Anguilla [2] | SF | | |
| wednesday december 11 - 14:16 | FC The Valley #11 | 1-2 | 0 | League of Anguilla [2] | RF | | |
| tuesday december 10 - 14:51 | The Farrington #8 | 0-3 | 0 | League of Anguilla [2] | SF | | |
| sunday december 8 - 13:32 | Harogate | 5-3 | 0 | League of Anguilla [2] | SF | | |
| thursday december 5 - 03:42 | Harogate | 3-4* | 0 | Cup | S |  | |
| tuesday december 3 - 08:19 | George Hill #8 | 1-0 | 0 | League of Anguilla [2] | S | | |
| monday december 2 - 14:37 | FC The Valley #11 | 0-1 | 0 | Friendly | S | | |
| sunday december 1 - 16:17 | FC George Hill #7 | 0-0 | 1 | Friendly | LF | | |
| friday november 29 - 04:18 | Bassa | 0-1 | 3 | Friendly | LF | | |
| thursday november 28 - 14:17 | FC George Hill #2 | 1-3 | 0 | Friendly | S | | |
| wednesday november 27 - 22:31 | FC West Bay #4 | 3-0 | 0 | Friendly | S | | |
| tuesday november 26 - 14:33 | ♾ Infinite ♾ | 0-3 | 0 | Friendly | S | | |
| monday november 25 - 06:46 | Nyctophobia | 10-0 | 0 | Friendly | S | | |
