| Today - 02:51 |  FC Shoal Bay Village #3 | 3-2 | 0 | League of Anguilla [2] | DCB | | |
| thursday october 17 - 14:46 | George Hill United FC | 3-6 | 0 | League of Anguilla [2] | DCB | | |
| tuesday october 15 - 01:32 | FC The Farrington #3 | 4-2 | 0 | League of Anguilla [2] | DCB | | |
| monday october 14 - 03:28 | The Farrington #8 | 5-4 | 3 | Cup | DCB | | |
| saturday october 12 - 14:35 | The Farrington #8 | 3-3 | 1 | League of Anguilla [2] | DCB | | |
| friday october 11 - 13:38 | Harogate | 5-5 | 1 | Friendly | DCB | | |
| thursday october 10 - 14:20 | FC Long Bay | 5-1 | 3 | Friendly | DCB | | |
| wednesday october 9 - 01:39 | FC The Farrington #3 | 3-2 | 0 | Friendly | DCB | | |
| tuesday october 8 - 14:42 | FC George Hill #2 | 3-2 | 3 | Friendly | DCB | | |
| monday october 7 - 01:35 | FC The Valley #10 | 5-3 | 0 | Friendly | DCB | | |
| sunday october 6 - 14:47 | Stoney Ground #6 | 5-1 | 3 | Friendly | DCB | | |
| saturday october 5 - 05:38 | FC The Farrington #2 | 6-0 | 0 | Friendly | CB | | |
| friday october 4 - 14:39 | Saint Mary's | 5-3 | 3 | Friendly | DCB | | |
