| Yesterday - 09:47 |  Stoney Ground #6 | 0-9 | 3 | League of Anguilla | AM | | |
| thursday october 17 - 07:48 |  HERTHA BSC | 6-0 | 0 | North American Champions League Q2 | AM | |  |
| thursday october 17 - 06:26 | Stoney Ground #7 | 6-0 | 3 | League of Anguilla | AM |  | |
| tuesday october 15 - 23:28 | HERTHA BSC | 1-3 | 0 | North American Champions League Q2 | AM | |  |
| tuesday october 15 - 22:40 | FC West Bay #4 | 0-8 | 3 | League of Anguilla | AM | | |
| saturday october 12 - 12:39 |  Caribbean Kings | 1-2 | 3 | North American Champions League Q1 | AM | | |
| saturday october 12 - 06:39 | FC George Hill #2 | 11-0 | 3 | League of Anguilla | AM | | |
| friday october 11 - 23:15 | Caribbean Kings | 4-3 | 3 | North American Champions League Q1 | DM | | |
| friday october 11 - 06:51 | Island Harbour #7 | 8-0 | 3 | Friendly | DM | | |
| friday october 11 - 06:18 | The Valley #9 | 11-0 | 3 | Super Cup | RM | | |
| thursday october 10 - 14:45 | FC The Valley #3 | 0-5 | 3 | Friendly | LM | | |
| wednesday october 9 - 22:21 | FC West Bay #4 | 0-7 | 3 | Friendly | CM | | |
| tuesday october 8 - 06:32 | George Hill United FC | 8-0 | 3 | Friendly | LM | | |
| monday october 7 - 13:21 | Harogate | 0-9 | 3 | Friendly | DM | | |
| sunday october 6 - 06:20 | FC Long Bay | 7-0 | 3 | Friendly | AM | | |
| saturday october 5 - 01:31 | FC The Farrington #3 | 0-7 | 3 | Friendly | RM | | |
| friday october 4 - 06:40 | FC George Hill #2 | 7-0 | 3 | Friendly | RM | | |
