| Today - 16:41 |  FC George Hill #7 | Island Harbour #7 | League of Anguilla |  |
| monday september 23 - 20:47 | Island Harbour #7 | FC Long Bay | League of Anguilla | |
| tuesday september 24 - 20:28 | Island Harbour #7 | FC Shoal Bay Village #3 | League of Anguilla | |
| wednesday september 25 - 05:21 | FC The Farrington #2 | Island Harbour #7 | League of Anguilla | |
| thursday september 26 - 09:47 | Stoney Ground #6 | Island Harbour #7 | League of Anguilla | |
| friday september 27 - 20:27 | Island Harbour #7 | The Valley City FC | League of Anguilla | |
| saturday september 28 - 06:43 | Dong Xue Lian | Island Harbour #7 | League of Anguilla | |
| sunday september 29 - 20:28 | Island Harbour #7 | FC West Bay #4 | League of Anguilla | |
| monday september 30 - 05:50 | Saint Mary's | Island Harbour #7 | League of Anguilla | |
| tuesday october 1 - 20:23 | Island Harbour #7 | FC George Hill #7 | League of Anguilla | |
