| lørdag september 21 - 20:36 |  FC The Valley #3 | 1-0 | 3 | Ligaen i Anguilla [2] | LF | | |
| fredag september 20 - 22:17 | Stoney Ground #7 | 1-0 | 0 | Ligaen i Anguilla [2] | S | | |
| torsdag september 19 - 01:51 | FC The Valley #10 | 1-1 | 1 | Ligaen i Anguilla [2] | S | | |
| tirsdag september 17 - 14:30 | FC The Valley #11 | 1-2 | 3 | Ligaen i Anguilla [2] | SM | | |
| mandag september 16 - 20:30 | FC The Farrington #3 | 5-3 | 3 | Ligaen i Anguilla [2] | SM | | |
| søndag september 15 - 13:36 | Harogate | 2-3 | 3 | Ligaen i Anguilla [2] | S | | |
| torsdag september 12 - 14:28 | FC The Valley #3 | 1-0 | 0 | Ligaen i Anguilla [2] | SF | | |
| lørdag august 31 - 22:44 | Stoney Ground #7 | 1-0 | 0 | Ligaen i Anguilla [2] | SF | | |
| lørdag august 24 - 13:17 | Harogate | 1-2 | 3 | Ligaen i Anguilla [2] | RF | | |
| tirsdag august 20 - 20:37 | FC The Valley #3 | 3-0 | 3 | Vennskaps | SF | | |
| fredag august 16 - 20:26 | Stoney Ground #6 | 3-1 | 3 | Vennskaps | SF | | |
| torsdag august 15 - 16:41 | FC George Hill #7 | 1-0 | 0 | Vennskaps | SF | | |
| onsdag august 14 - 20:24 | FC The Farrington #2 | 0-1 | 0 | Vennskaps | SF | | |
| tirsdag august 13 - 22:46 | FC West Bay #4 | 5-0 | 0 | Vennskaps | SF | | |
