| minggu september 1 - 22:45 |  FC West Bay #4 | 0-8 | 3 | Liga Anguilla | S |  | |
| sabtu agustus 31 - 23:12 | FC Shoal Bay Village #3 | 10-0 | 3 | Piala | S | | |
| sabtu agustus 31 - 06:36 | Stoney Ground #6 | 8-0 | 3 | Liga Anguilla | S | | |
| jum'at agustus 30 - 06:47 | The Valley City FC | 6-0 | 3 | Liga Anguilla | S | | |
| kamis agustus 29 - 20:31 | Island Harbour #7 | 0-8 | 3 | Liga Anguilla | S | | |
| rabu agustus 28 - 06:41 | FC The Farrington #2 | 6-0 | 3 | Liga Anguilla | S | | |
| senin agustus 26 - 02:15 | FC Shoal Bay Village #3 | 0-5 | 3 | Liga Anguilla | S | | |
| sabtu agustus 24 - 06:38 | FC Long Bay | 6-0 | 3 | Liga Anguilla | S | | |
| rabu agustus 21 - 16:48 | FC George Hill #7 | 0-8 | 3 | Liga Anguilla | S | | |
| rabu agustus 21 - 07:20 |  Clapton Community FC | 6-2 | 0 | Liga Champion Amerika Utara Q1 | S | | |
| selasa agustus 20 - 06:43 | The Valley City FC | 2-0 | 3 | Piala Super | S | |  |
| selasa agustus 20 - 06:27 | FC The Farrington #2 | 1-4 | 0 | Persahabatan | SF | | |
| senin agustus 19 - 22:21 | FC West Bay #4 | 8-2 | 0 | Persahabatan | SF | | |
| minggu agustus 18 - 06:21 | George Hill #8 | 9-0 | 3 | Persahabatan | S | | |
| sabtu agustus 17 - 05:44 | Saint Mary's | 0-7 | 3 | Persahabatan | S | | |
| jum'at agustus 16 - 01:21 | FC The Valley #10 | 0-8 | 3 | Persahabatan | S | | |
| kamis agustus 15 - 06:41 | The Farrington #8 | 10-0 | 3 | Persahabatan | S | | |
| rabu agustus 14 - 22:51 | Stoney Ground #7 | 0-6 | 3 | Persahabatan | S | | |
| selasa agustus 13 - 06:41 | FC Long Bay | 10-0 | 3 | Persahabatan | S | | |
