| friday january 24 - 01:28 |  FC The Valley #10 | FC The Farrington #3 | League of Anguilla [2] |  |
| monday january 27 - 14:20 | FC The Valley #11 | FC The Valley #10 | League of Anguilla [2] | |
| wednesday january 29 - 01:45 | FC The Valley #10 | George Hill #8 | League of Anguilla [2] | |
| friday january 31 - 04:31 | Bassa | FC The Valley #10 | League of Anguilla [2] | |
| saturday february 1 - 01:16 | FC The Valley #10 | Stoney Ground #7 | League of Anguilla [2] | |
| sunday february 2 - 22:36 | FC Long Bay | FC The Valley #10 | League of Anguilla [2] | |
| monday february 3 - 01:29 | FC The Valley #10 | Kings Hill | League of Anguilla [2] | |
| tuesday february 4 - 13:39 | Harogate | FC The Valley #10 | League of Anguilla [2] | |
| thursday february 6 - 05:38 | Saint Mary's | FC The Valley #10 | League of Anguilla [2] | |
| friday february 7 - 01:29 | FC The Farrington #3 | FC The Valley #10 | League of Anguilla [2] | |
