| monday september 23 - 06:20 |  Dong Xue Lian | 7-0 | 0 | League of Anguilla | SF | | |
| saturday september 21 - 05:27 | The Valley City FC | 0-8 | 0 | League of Anguilla | SF | | |
| sunday september 15 - 09:49 | Stoney Ground #6 | 2-1 | 0 | League of Anguilla | SF | | |
| wednesday september 11 - 05:36 | Island Harbour #7 | 0-1 | 0 | League of Anguilla | SF | | |
| tuesday september 10 - 05:34 | FC The Farrington #2 | 1-1 | 1 | League of Anguilla | SF | | |
| monday september 9 - 05:50 | FC Shoal Bay Village #3 | 0-2 | 0 | League of Anguilla | S | | |
| sunday september 8 - 22:17 | FC Long Bay | 5-0 | 0 | League of Anguilla | SF | | |
| saturday september 7 - 05:16 | FC George Hill #7 | 0-0 | 1 | League of Anguilla | SF | | |
| thursday september 5 - 05:21 | Stoney Ground #6 | 2-1 | 3 | League of Anguilla | LF | | |
| wednesday september 4 - 22:23 | FC West Bay #4 | 2-1 | 0 | League of Anguilla | SF | | |
| sunday september 1 - 05:43 | The Valley City FC | 0-6 | 0 | League of Anguilla | S | | |
| saturday august 31 - 20:45 | Island Harbour #7 | 2-1 | 0 | League of Anguilla | SF | | |
| friday august 30 - 05:48 | FC The Farrington #2 | 0-2 | 0 | League of Anguilla | SF | | |
| tuesday august 20 - 05:26 | FC West Bay #4 | 0-2 | 0 | Friendly | SF | | |
