| thursday april 18 - 20:20 |  FC George Hill #2 | 4-0 | FC Cauls Bottom | 0 | League of Anguilla [2] |
| wednesday april 17 - 13:15 | FC Cauls Bottom | 6-3 | FC The Valley #11 | 3 | League of Anguilla [2] |
| tuesday april 16 - 05:34 | Saint Mary's | 2-0 | FC Cauls Bottom | 0 | League of Anguilla [2] |
| monday april 15 - 13:28 | FC Cauls Bottom | 2-1 | Stoney Ground #7 | 3 | League of Anguilla [2] |
| sunday april 14 - 13:47 | FC Cauls Bottom | 3-2 | FC The Valley #3 | 3 | League of Anguilla [2] |
| saturday april 13 - 04:21 | Island Harbour #8 | 4-2 | FC Cauls Bottom | 0 | League of Anguilla [2] |
| friday april 12 - 13:45 | FC Cauls Bottom | 0-0 | George Hill #8 | 1 | League of Anguilla [2] |
| thursday april 11 - 01:19 | FC The Farrington #3 | 3-1 | FC Cauls Bottom | 0 | League of Anguilla [2] |
| wednesday april 10 - 05:24 | The Farrington #8 | 7-1 | FC Cauls Bottom | 0 | League of Anguilla [2] |
| tuesday april 9 - 13:22 | FC Cauls Bottom | 0-5 | FC George Hill #2 | 0 | League of Anguilla [2] |
