| Kemarin - 16:18 |  FC George Hill #7 | 0-5 | 3 | Liga Anguilla | RF |  | |
| jum'at mei 24 - 05:20 | Island Harbour #7 | 12-0 | 3 | Liga Anguilla | RF | | |
| kamis mei 23 - 13:00 |  FK Hektors | 4-2 | 3 | Persahabatan | RF | | |
| kamis mei 23 - 02:23 | FC Shoal Bay Village #3 | 0-8 | 3 | Liga Anguilla | RF | | |
| rabu mei 22 - 08:27 | The Valley City FC | 0-3 | 3 | Liga Anguilla | RF | | |
| selasa mei 21 - 02:00 |  ZMCLWR | 1-8 | 3 | Persahabatan | S | | |
| senin mei 20 - 05:44 | The Farrington #8 | 0-14 | 3 | Liga Anguilla | S | | |
| minggu mei 19 - 15:28 | Saint Mary's | 1-3 | 3 | Piala | SF | | |
| minggu mei 19 - 05:39 | FC West Bay #4 | 10-0 | 3 | Liga Anguilla | S | | |
| sabtu mei 18 - 09:32 | Stoney Ground #6 | 0-9 | 3 | Liga Anguilla | S | | |
| jum'at mei 17 - 05:37 | Spring Hill FC | 9-0 | 3 | Liga Anguilla | RF | | |
| kamis mei 16 - 05:30 | FC The Farrington #2 | 0-7 | 3 | Liga Anguilla | LF | | |
| selasa mei 14 - 07:30 |  Negril Beach | 3-1 | 0 | Liga Champion Amerika Utara Q2 | RF | | |
| selasa mei 14 - 05:45 | FC George Hill #7 | 5-0 | 3 | Liga Anguilla | RF | | |
| minggu mei 12 - 21:45 | Negril Beach | 2-3 | 0 | Liga Champion Amerika Utara Q2 | RF | | |
| minggu mei 12 - 20:32 | Island Harbour #7 | 0-7 | 3 | Liga Anguilla | SF | | |
| kamis mei 9 - 15:35 |  FC Aguilares | 0-1 | 3 | Liga Champion Amerika Utara Q1 | RF | | |
| kamis mei 9 - 05:43 | FC Shoal Bay Village #3 | 8-0 | 3 | Liga Anguilla | RF | | |
| rabu mei 8 - 21:48 | FC Aguilares | 2-0 | 3 | Liga Champion Amerika Utara Q1 | RF | | |
| rabu mei 8 - 05:20 | The Valley City FC | 3-0 | 3 | Piala Super | RF | | |
| rabu mei 8 - 02:36 | FC Shoal Bay Village #3 | 0-3 | 3 | Persahabatan | SF | | |
| selasa mei 7 - 05:19 | George Hill #8 | 8-0 | 3 | Persahabatan | SF | | |
| senin mei 6 - 20:25 | FC George Hill #2 | 0-11 | 3 | Persahabatan | LF | | |
| minggu mei 5 - 05:28 | FC The Farrington #2 | 9-0 | 3 | Persahabatan | RF | | |
| sabtu mei 4 - 05:42 | FC The Farrington #3 | 11-0 | 3 | Persahabatan | SF | | |
