| Yesterday - 22:16 |  FC The Valley #11 | 2-1 | 3 | League of Anguilla [2] | SM | | |
| Yesterday - 22:03 | Nyctophobia U21 | 3-4 | 0 | U21 league | SM | | |
| monday january 6 - 22:01 | Nyctophobia U21 | 2-1 | 3 | U21 league | LCF |  | |
| monday january 6 - 01:22 | FC The Farrington #3 | 1-1 | 1 | League of Anguilla [2] | SM | | |
| sunday january 5 - 22:23 | Stoney Ground #7 | 0-0 | 1 | League of Anguilla [2] | S | | |
| friday january 3 - 22:19 | FC The Valley #3 | 1-2 | 0 | League of Anguilla [2] | S | | |
| thursday january 2 - 08:29 | The Farrington #8 | 4-0 | 0 | League of Anguilla [2] | SM | | |
| wednesday january 1 - 22:20 | Harogate | 3-1 | 3 | League of Anguilla [2] | S | | |
| tuesday december 31 - 04:22 | Bassa | 0-1 | 3 | League of Anguilla [2] | LF | | |
| monday december 30 - 22:18 | George Hill #8 | 2-2 | 1 | League of Anguilla [2] | LF | | |
| sunday december 29 - 22:05 | The Valley #9 U21 | 2-2 | 1 | U21 league | SF | | |
| sunday december 29 - 16:30 | FC George Hill #7 | 1-4 | 3 | League of Anguilla [2] | LF | | |
| saturday december 28 - 14:16 | FC The Valley #11 | 1-2 | 3 | League of Anguilla [2] | LF | | |
| saturday december 28 - 08:01 | The Valley #9 U21 | 2-2 | 1 | U21 league | S | | |
| friday december 27 - 22:39 | FC The Farrington #3 | 2-1 | 3 | League of Anguilla [2] | S | | |
| thursday december 26 - 22:39 | Stoney Ground #7 | 1-0 | 3 | League of Anguilla [2] | LF | | |
| wednesday december 25 - 14:49 | FC The Valley #3 | 2-0 | 0 | League of Anguilla [2] | S | | |
| tuesday december 24 - 22:47 | The Farrington #8 | 1-4 | 0 | League of Anguilla [2] | S | | |
| saturday december 21 - 08:34 | George Hill #8 | 2-1 | 0 | League of Anguilla [2] | LF | | |
| friday december 20 - 22:42 | FC George Hill #7 | 1-2 | 0 | League of Anguilla [2] | LF | | |
| wednesday december 18 - 22:15 | FC The Valley #11 | 2-4 | 0 | League of Anguilla [2] | S | | |
| tuesday december 17 - 22:04 | FC The Valley #10 U21 | 3-2 | 3 | U21 league | SM | | |
| monday december 16 - 04:01 | Bassa U21 | 0-0 | 1 | U21 league | LCF | | |
| sunday december 15 - 03:01 |  Saint Bromwich Albion U21 | 0-4 | 0 | U21 Youth Cup | LCF | | |
| saturday december 14 - 22:41 | FC The Valley #3 | 0-2 | 0 | League of Anguilla [2] | S | |  |
