| Today - 06:20 |  Saint Mary's | [live] | 0 | League of Anguilla | RM | | |
| saturday september 21 - 22:26 | FC West Bay #4 | 0-6 | 3 | League of Anguilla | RM | | |
| friday september 20 - 06:26 | Stoney Ground #6 | 11-0 | 3 | League of Anguilla | RM | | |
| thursday september 19 - 06:43 | The Valley City FC | 6-0 | 3 | League of Anguilla | RM | | |
| wednesday september 18 - 20:46 | Island Harbour #7 | 0-8 | 3 | League of Anguilla | RM |  | |
| tuesday september 17 - 06:31 | FC The Farrington #2 | 2-0 | 3 | League of Anguilla | RM | | |
| monday september 16 - 15:16 | The Valley City FC | 0-6 | 3 | Cup | CM | |  |
| monday september 16 - 02:26 | FC Shoal Bay Village #3 | 0-6 | 3 | League of Anguilla | RM | | |
| sunday september 15 - 06:17 | FC Long Bay | 7-0 | 3 | League of Anguilla | CM | | |
| saturday september 14 - 16:19 | FC George Hill #7 | 0-9 | 3 | League of Anguilla | RM | | |
| friday september 13 - 05:28 | Saint Mary's | 0-4 | 3 | League of Anguilla | RM | | |
| thursday september 12 - 23:17 | Stoney Ground #6 | 0-6 | 3 | Cup | RM | | |
| thursday september 12 - 06:43 | FC West Bay #4 | 8-0 | 3 | League of Anguilla | RM | | |
| wednesday september 11 - 09:42 | Stoney Ground #6 | 0-5 | 3 | League of Anguilla | RM | | |
| tuesday september 10 - 08:50 | The Valley City FC | 0-3 | 3 | League of Anguilla | RM | | |
| monday september 9 - 06:24 | Island Harbour #7 | 7-0 | 3 | League of Anguilla | RM | | |
| sunday september 8 - 12:50 | Harogate | 0-10 | 3 | Cup | RM | | |
| sunday september 8 - 05:30 | FC The Farrington #2 | 0-8 | 3 | League of Anguilla | RM | | |
| saturday september 7 - 06:44 | FC Shoal Bay Village #3 | 8-0 | 3 | League of Anguilla | RM | | |
| wednesday september 4 - 06:21 | FC George Hill #7 | 8-0 | 3 | League of Anguilla | RM | | |
| tuesday september 3 - 06:40 | Saint Mary's | 10-0 | 3 | League of Anguilla | RM | | |
| saturday august 31 - 23:12 | FC Shoal Bay Village #3 | 10-0 | 3 | Cup | RM | | |
| saturday august 31 - 06:36 | Stoney Ground #6 | 8-0 | 3 | League of Anguilla | RM | | |
| friday august 30 - 06:47 | The Valley City FC | 6-0 | 3 | League of Anguilla | RM | | |
| thursday august 29 - 20:31 | Island Harbour #7 | 0-8 | 3 | League of Anguilla | RM | | |
