| Tomorrow - 22:31 |  FC Long Bay | FC The Farrington #2 | League of Anguilla |  |
| monday september 23 - 20:47 | Island Harbour #7 | FC Long Bay | League of Anguilla | |
| tuesday september 24 - 08:41 | The Valley City FC | FC Long Bay | League of Anguilla | |
| wednesday september 25 - 22:31 | FC Long Bay | Dong Xue Lian | League of Anguilla | |
| thursday september 26 - 22:22 | FC West Bay #4 | FC Long Bay | League of Anguilla | |
| friday september 27 - 22:48 | FC Long Bay | Saint Mary's | League of Anguilla | |
| saturday september 28 - 16:23 | FC George Hill #7 | FC Long Bay | League of Anguilla | |
| sunday september 29 - 22:16 | FC Long Bay | Stoney Ground #6 | League of Anguilla | |
| monday september 30 - 22:36 | FC Long Bay | FC Shoal Bay Village #3 | League of Anguilla | |
| tuesday october 1 - 05:31 | FC The Farrington #2 | FC Long Bay | League of Anguilla | |
