| Yesterday - 05:31 |  Saint Mary's | 3-3 | 1 | League of Anguilla | SF | | |
| sunday january 12 - 08:04 | Harogate U21 | 2-2 | 1 | U21 league | SB | | |
| saturday january 11 - 22:25 | FC West Bay #4 | 1-4 | 3 | League of Anguilla | SB | | |
| friday january 10 - 08:37 | FC George Hill #2 | 2-0 | 3 | League of Anguilla | SB | | |
| friday january 10 - 08:03 | Harogate U21 | 2-0 | 3 | U21 league | SF | | |
| thursday january 9 - 02:48 | FC Shoal Bay Village #3 | 0-5 | 3 | League of Anguilla | SB | | |
| wednesday january 8 - 08:41 | FC The Farrington #2 | 4-1 | 3 | League of Anguilla | SB | | |
| tuesday january 7 - 13:05 | Harogate U21 | 3-3 | 1 | U21 league | SB | | |
| tuesday january 7 - 09:44 | Stoney Ground #6 | 1-3 | 3 | League of Anguilla | SB | | |
| sunday january 5 - 08:50 | Saint Mary's | 7-1 | 3 | League of Anguilla | SB | | |
| saturday january 4 - 06:05 | Nyctophobia U21 | 4-1 | 0 | U21 league | SF | | |
| friday january 3 - 08:04 | The Farrington #8 U21 | 1-4 | 3 | U21 league | RWB | | |
| friday january 3 - 01:41 | FC The Valley #10 | 1-5 | 3 | League of Anguilla | SB | | |
| thursday january 2 - 08:42 | Nyctophobia | 0-6 | 0 | League of Anguilla | SB | | |
| wednesday january 1 - 08:32 | FC West Bay #4 | 3-0 | 3 | League of Anguilla | SB | | |
| wednesday january 1 - 06:03 | Nyctophobia U21 | 2-6 | 3 | U21 league | SB | | |
| tuesday december 31 - 20:20 | FC George Hill #2 | 1-1 | 1 | League of Anguilla | SB | | |
| tuesday december 31 - 08:05 | Nyctophobia U21 | 1-0 | 3 | U21 league | SB | | |
| monday december 30 - 08:36 | FC Shoal Bay Village #3 | 4-1 | 3 | League of Anguilla | SB | | |
| sunday december 29 - 22:05 | FC Long Bay U21 | 2-2 | 1 | U21 league | SB | | |
| sunday december 29 - 05:28 | FC The Farrington #2 | 0-2 | 3 | League of Anguilla | SB | | |
| saturday december 28 - 08:44 | Stoney Ground #6 | 1-1 | 1 | League of Anguilla | SB | | |
| saturday december 28 - 08:01 | FC Long Bay U21 | 2-2 | 1 | U21 league | SB | | |
| friday december 27 - 13:21 | ♾ Infinite ♾ | 2-1 | 0 | League of Anguilla | SB | | |
| thursday december 26 - 06:04 | Nyctophobia U21 | 2-4 | 3 | U21 league | RCB | | |
