| lördag november 23 - 20:47 |  FC Long Bay | 3-0 | 3 | Seriespel - Anguilla | S |  | |
| fredag november 22 - 08:30 | The Valley #9 | 2-0 | 0 | Seriespel - Anguilla | S | | |
| torsdag november 21 - 20:40 | Stoney Ground #6 | 2-0 | 3 | Seriespel - Anguilla | S | | |
| onsdag november 20 - 05:19 | Saint Mary's | 1-1 | 1 | Seriespel - Anguilla | S | | |
| tisdag november 19 - 20:24 | Stoney Ground #7 | 1-1 | 1 | Seriespel - Anguilla | S | | |
| måndag november 18 - 05:28 | FC The Farrington #2 | 1-0 | 0 | Seriespel - Anguilla | S | | |
| söndag november 17 - 20:49 | FC West Bay #4 | 2-0 | 3 | Seriespel - Anguilla | S | | |
| lördag november 16 - 06:25 | Island Harbour #7 | 2-0 | 0 | Seriespel - Anguilla | S | | |
| fredag november 15 - 20:19 | Nyctophobia | 0-6 | 0 | Seriespel - Anguilla | S | | |
| torsdag november 14 - 22:29 | FC Long Bay | 1-2 | 3 | Seriespel - Anguilla | S | | |
| tisdag november 12 - 20:31 | The Valley #9 | 2-1 | 3 | Seriespel - Anguilla | S | | |
| måndag november 11 - 09:30 | Stoney Ground #6 | 0-0 | 1 | Seriespel - Anguilla | S | | |
| söndag november 10 - 20:19 | Saint Mary's | 1-0 | 3 | Seriespel - Anguilla | S | | |
| lördag november 9 - 22:24 | Stoney Ground #7 | 0-0 | 1 | Seriespel - Anguilla | S | | |
| fredag november 8 - 20:44 | FC The Farrington #2 | 0-0 | 1 | Seriespel - Anguilla | S | | |
| torsdag november 7 - 22:47 | FC West Bay #4 | 0-2 | 3 | Seriespel - Anguilla | S | | |
| onsdag november 6 - 20:37 | Island Harbour #7 | 0-1 | 0 | Seriespel - Anguilla | S | | |
| tisdag november 5 - 06:50 | Nyctophobia | 7-0 | 0 | Seriespel - Anguilla | S | | |
| måndag november 4 - 20:47 | FC Long Bay | 2-0 | 3 | Seriespel - Anguilla | S | | |
| söndag november 3 - 21:27 | FC The Farrington #2 | 1-1(6-7) | 1 | Cup | S | | |
| söndag november 3 - 08:29 | The Valley #9 | 0-0 | 1 | Seriespel - Anguilla | S | | |
| lördag november 2 - 20:38 | Stoney Ground #6 | 0-0 | 1 | Seriespel - Anguilla | S | | |
| fredag november 1 - 05:36 | Saint Mary's | 0-1 | 3 | Seriespel - Anguilla | S | | |
| torsdag oktober 31 - 20:47 | Stoney Ground #7 | 1-0 | 3 | Seriespel - Anguilla | S | | |
| onsdag oktober 30 - 15:29 | Saint Mary's | 0-1* | 3 | Cup | S | | |
