| wednesday march 27 - 05:45 |  Saint Mary's | 6-0 | FC Cauls Bottom | 0 | League of Anguilla [2] |
| tuesday march 26 - 13:20 | FC Cauls Bottom | 3-0 | Stoney Ground #7 | 3 | League of Anguilla [2] |
| monday march 25 - 13:15 | FC Cauls Bottom | 2-0 | FC The Valley #3 | 3 | League of Anguilla [2] |
| saturday march 23 - 04:33 | Island Harbour #8 | 1-0 | FC Cauls Bottom | 0 | League of Anguilla [2] |
| thursday march 21 - 13:25 | FC Cauls Bottom | 2-2 | George Hill #8 | 1 | League of Anguilla [2] |
| monday march 18 - 01:25 | FC The Farrington #3 | 6-1 | FC Cauls Bottom | 0 | League of Anguilla [2] |
