| Today - 05:20 |  Island Harbour #7 | 12-0 | 3 | League of Anguilla | RM | | |
| Yesterday - 02:23 | FC Shoal Bay Village #3 | 0-8 | 3 | League of Anguilla | RM | | |
| wednesday may 22 - 08:27 | The Valley City FC | 0-3 | 3 | League of Anguilla | RM | | |
| monday may 20 - 05:44 | The Farrington #8 | 0-14 | 3 | League of Anguilla | CM |  | |
| sunday may 19 - 15:28 | Saint Mary's | 1-3 | 3 | Cup | SM | | |
| sunday may 19 - 05:39 | FC West Bay #4 | 10-0 | 3 | League of Anguilla | DM | | |
| saturday may 18 - 09:32 | Stoney Ground #6 | 0-9 | 3 | League of Anguilla | DM | |  |
| friday may 17 - 05:37 | Spring Hill FC | 9-0 | 3 | League of Anguilla | RM | | |
| thursday may 16 - 05:30 | FC The Farrington #2 | 0-7 | 3 | League of Anguilla | RM | | |
| tuesday may 14 - 07:30 |  Negril Beach | 3-1 | 0 | North American Champions League Q2 | RM | | |
| tuesday may 14 - 05:45 | FC George Hill #7 | 5-0 | 3 | League of Anguilla | RM | | |
| sunday may 12 - 21:45 | Negril Beach | 2-3 | 0 | North American Champions League Q2 | RM | | |
| sunday may 12 - 20:32 | Island Harbour #7 | 0-7 | 3 | League of Anguilla | RM | | |
| thursday may 9 - 15:35 |  FC Aguilares | 0-1 | 3 | North American Champions League Q1 | RM | | |
| thursday may 9 - 05:43 | FC Shoal Bay Village #3 | 8-0 | 3 | League of Anguilla | RM | | |
| wednesday may 8 - 21:48 | FC Aguilares | 2-0 | 3 | North American Champions League Q1 | RM | | |
| wednesday may 8 - 05:20 | The Valley City FC | 3-0 | 3 | Super Cup | RM | | |
| tuesday may 7 - 05:19 | George Hill #8 | 8-0 | 3 | Friendly | RM | | |
| monday may 6 - 20:25 | FC George Hill #2 | 0-11 | 3 | Friendly | RM | | |
| sunday may 5 - 05:28 | FC The Farrington #2 | 9-0 | 3 | Friendly | RM | | |
| saturday may 4 - 05:42 | FC The Farrington #3 | 11-0 | 3 | Friendly | RM | | |
| thursday may 2 - 05:44 | The Farrington #8 | 8-0 | 3 | Friendly | RM | | |
| wednesday may 1 - 22:32 | Stoney Ground #7 | 1-9 | 3 | Friendly | RM | | |
