| saturday september 21 - 14:22 |  FC The Valley #11 | 2-0 | George Hill #8 | 0 | League of Anguilla [2] |
| friday september 20 - 19:17 | George Hill #8 | 2-0 | FC The Farrington #3 | 3 | League of Anguilla [2] |
| thursday september 19 - 13:49 | Harogate | 3-2 | George Hill #8 | 0 | League of Anguilla [2] |
| wednesday september 18 - 19:15 | George Hill #8 | 4-0 | FC The Valley #10 | 3 | League of Anguilla [2] |
| tuesday september 17 - 19:28 | George Hill #8 | 3-1 | The Farrington #8 | 3 | League of Anguilla [2] |
| monday september 16 - 14:41 | FC The Valley #3 | 1-1 | George Hill #8 | 1 | League of Anguilla [2] |
| sunday september 15 - 19:31 | George Hill #8 | 1-0 | Stoney Ground #7 | 3 | League of Anguilla [2] |
| saturday september 14 - 20:46 | FC George Hill #2 | 2-2 | George Hill #8 | 1 | League of Anguilla [2] |
| friday september 13 - 04:18 | Bassa | 1-1 | George Hill #8 | 1 | League of Anguilla [2] |
| thursday september 12 - 19:32 | George Hill #8 | 4-0 | FC The Valley #11 | 3 | League of Anguilla [2] |
