| Hoy - 05:20 |  Island Harbour #7 | 12-0 | 3 | Liga de Anguila | DCB | | |
| Ayer - 13:00 |  FK Hektors | 4-2 | 3 | Amistoso | RB | | |
| Ayer - 02:23 | FC Shoal Bay Village #3 | 0-8 | 3 | Liga de Anguila | DCB | | |
| miércoles mayo 22 - 08:27 | The Valley City FC | 0-3 | 3 | Liga de Anguila | DCB | | |
| lunes mayo 20 - 05:44 | The Farrington #8 | 0-14 | 3 | Liga de Anguila | LB | | |
| domingo mayo 19 - 05:39 | FC West Bay #4 | 10-0 | 3 | Liga de Anguila | LB | | |
| sábado mayo 18 - 09:32 | Stoney Ground #6 | 0-9 | 3 | Liga de Anguila | LB |  | |
| viernes mayo 17 - 05:37 | Spring Hill FC | 9-0 | 3 | Liga de Anguila | DCB | | |
| jueves mayo 16 - 05:30 | FC The Farrington #2 | 0-7 | 3 | Liga de Anguila | CB | | |
| domingo mayo 12 - 20:32 | Island Harbour #7 | 0-7 | 3 | Liga de Anguila | CB | | |
| jueves mayo 9 - 15:35 |  FC Aguilares | 0-1 | 3 | Norteamericana Champions League Q1 | DCB | | |
| jueves mayo 9 - 05:43 | FC Shoal Bay Village #3 | 8-0 | 3 | Liga de Anguila | CB | | |
| miércoles mayo 8 - 21:48 | FC Aguilares | 2-0 | 3 | Norteamericana Champions League Q1 | SB | | |
| miércoles mayo 8 - 05:20 | The Valley City FC | 3-0 | 3 | Supercopa | DCB | | |
| martes mayo 7 - 05:19 | George Hill #8 | 8-0 | 3 | Amistoso | CB | | |
| lunes mayo 6 - 20:25 | FC George Hill #2 | 0-11 | 3 | Amistoso | CB | | |
| domingo mayo 5 - 05:28 | FC The Farrington #2 | 9-0 | 3 | Amistoso | CB | | |
| sábado mayo 4 - 05:42 | FC The Farrington #3 | 11-0 | 3 | Amistoso | CB | | |
| jueves mayo 2 - 05:44 | The Farrington #8 | 8-0 | 3 | Amistoso | CB | | |
| miércoles mayo 1 - 22:32 | Stoney Ground #7 | 1-9 | 3 | Amistoso | CB | | |
