| Today - 01:36 |  FC The Valley #10 | 5-2 | 0 | League of Anguilla | RM | | |
| Yesterday - 23:02 | Stoney Ground #6 | 2-1 | 0 | Friendly | RM | | |
| Yesterday - 02:45 | The Valley #9 | 0-4 | 0 | League of Anguilla | SM | | |
| friday december 20 - 22:38 | FC West Bay #4 | 4-1 | 0 | League of Anguilla | RM | | |
| wednesday december 18 - 03:02 |  FC Port Vila #7 | 2-1 | 3 | Friendly | SM | | |
| wednesday december 18 - 02:16 | FC George Hill #2 | 3-1 | 3 | League of Anguilla | SM | | |
| tuesday december 17 - 06:18 | Nyctophobia | 10-0 | 0 | League of Anguilla | RM | | |
| monday december 16 - 07:02 |  Dayr Qiddīs | 5-0 | 0 | Friendly | SM | | |
| monday december 16 - 02:42 | FC The Farrington #2 | 0-0 | 1 | League of Anguilla | RM | | |
| saturday december 14 - 09:38 | Stoney Ground #6 | 4-0 | 0 | League of Anguilla | RM | | |
| friday december 13 - 02:40 | Island Harbour #7 | 3-3 | 1 | League of Anguilla | RM | | |
| thursday december 12 - 05:15 | Saint Mary's | 1-2 | 3 | League of Anguilla | SM | | |
| wednesday december 11 - 02:16 | FC The Valley #10 | 5-4 | 3 | League of Anguilla | SM | |  |
| tuesday december 10 - 08:29 | The Valley #9 | 9-2 | 0 | League of Anguilla | SM | | |
| sunday december 8 - 02:38 | FC West Bay #4 | 1-1 | 1 | League of Anguilla | SM | | |
| friday december 6 - 20:51 | FC George Hill #2 | 1-1 | 1 | League of Anguilla | SM | | |
| tuesday december 3 - 02:41 | Nyctophobia | 0-13 | 0 | League of Anguilla | SM | | |
| monday december 2 - 02:30 | Nyctophobia | 0-8 | 0 | Friendly | SM | | |
| sunday december 1 - 09:46 | Stoney Ground #6 | 0-1 | 3 | Friendly | SM | | |
| saturday november 30 - 02:38 | FC Long Bay | 3-1 | 3 | Friendly | SM | | |
| friday november 29 - 14:16 | FC The Valley #11 | 1-1 | 1 | Friendly | SM | | |
| thursday november 28 - 02:33 | FC The Farrington #3 | 1-0 | 3 | Friendly | SM | | |
| wednesday november 27 - 16:31 | FC George Hill #7 | 0-0 | 1 | Friendly | SM | | |
| tuesday november 26 - 02:20 | Harogate | 3-1 | 3 | Friendly | SM | | |
