| monday april 29 - 05:44 |  The Farrington #8 | 4-1 | FC Cauls Bottom | 0 | League of Anguilla [2] |
| sunday april 28 - 13:24 | FC Cauls Bottom | 1-2 | FC George Hill #2 | 0 | League of Anguilla [2] |
| saturday april 27 - 14:39 | FC The Valley #11 | 3-0 | FC Cauls Bottom | 0 | League of Anguilla [2] |
| friday april 26 - 13:47 | FC Cauls Bottom | 0-1 | Saint Mary's | 0 | League of Anguilla [2] |
| thursday april 25 - 22:21 | Stoney Ground #7 | 1-0 | FC Cauls Bottom | 0 | League of Anguilla [2] |
| wednesday april 24 - 14:29 | FC The Valley #3 | 1-1 | FC Cauls Bottom | 1 | League of Anguilla [2] |
| tuesday april 23 - 13:47 | FC Cauls Bottom | 0-2 | Island Harbour #8 | 0 | League of Anguilla [2] |
| monday april 22 - 19:27 | George Hill #8 | 2-0 | FC Cauls Bottom | 0 | League of Anguilla [2] |
| sunday april 21 - 13:51 | FC Cauls Bottom | 4-4 | FC The Farrington #3 | 1 | League of Anguilla [2] |
| saturday april 20 - 13:35 | FC Cauls Bottom | 4-4 | The Farrington #8 | 1 | League of Anguilla [2] |
