| Yesterday - 06:35 |  FC George Hill #2 | 8-0 | 3 | League of Anguilla | SF |  | |
| tuesday january 7 - 05:26 | Saint Mary's | 0-11 | 3 | League of Anguilla | SF | | |
| monday january 6 - 06:23 | FC Shoal Bay Village #3 | 14-0 | 3 | League of Anguilla | SF | | |
| sunday january 5 - 01:26 | FC The Valley #10 | 0-13 | 3 | League of Anguilla | SF | | |
| friday january 3 - 06:51 | FC The Farrington #2 | 6-0 | 3 | League of Anguilla | SF | | |
| thursday january 2 - 08:42 | The Valley #9 | 0-6 | 3 | League of Anguilla | SF | | |
| wednesday january 1 - 06:44 | Stoney Ground #6 | 7-0 | 3 | League of Anguilla | SF | | |
| tuesday december 31 - 22:30 | FC West Bay #4 | 0-9 | 3 | League of Anguilla | SF | | |
| monday december 30 - 06:43 | ♾ Infinite ♾ | 9-0 | 3 | League of Anguilla | SF | | |
| sunday december 29 - 23:20 | FC The Farrington #2 | 0-4 | 3 | Cup | S | | |
| sunday december 29 - 20:31 | FC George Hill #2 | 0-6 | 3 | League of Anguilla | SF | | |
| saturday december 28 - 06:27 | Saint Mary's | 12-0 | 3 | League of Anguilla | SF | | |
| friday december 27 - 02:44 | FC Shoal Bay Village #3 | 0-10 | 3 | League of Anguilla | SF | | |
| thursday december 26 - 06:18 | FC The Valley #10 | 9-0 | 3 | League of Anguilla | SF | | |
| wednesday december 25 - 15:27 | The Farrington #8 | 0-6 | 3 | Cup | SF | | |
| wednesday december 25 - 05:27 | FC The Farrington #2 | 0-7 | 3 | League of Anguilla | SF | | |
| tuesday december 24 - 23:00 |  FC OTB Africans U21 | 0-4 | 0 | U21 Youth Cup | S | | |
| tuesday december 24 - 06:34 | The Valley #9 | 11-0 | 3 | League of Anguilla | SF | | |
| monday december 23 - 09:38 | Stoney Ground #6 | 0-7 | 3 | League of Anguilla | SF | | |
| sunday december 22 - 06:50 | FC West Bay #4 | 8-0 | 3 | League of Anguilla | SF | | |
| saturday december 21 - 23:26 | FC The Valley #10 | 13-0 | 3 | Cup | SF | | |
| saturday december 21 - 07:03 |  FC Kavieng #2 U21 | 3-5 | 3 | U21 Youth Cup | S | | |
| saturday december 21 - 06:18 | ♾ Infinite ♾ | 0-4 | 3 | League of Anguilla | SF | | |
| friday december 20 - 06:23 | FC George Hill #2 | 8-0 | 3 | League of Anguilla | SF | | |
| wednesday december 18 - 23:00 |  Bisée Corsairs FC U21 | 6-0 | 3 | U21 Youth Cup | S | | |
