| piątek maj 31 - 20:04 |  Island Harbour #7 U21 | 1-4 | 3 | Liga U21 | SM | | |
| piątek maj 31 - 08:43 | FC West Bay #4 | 3-0 | 3 | Liga Anguilla | RM | | |
| czwartek maj 30 - 09:32 | Stoney Ground #6 | 0-4 | 3 | Liga Anguilla | RM | | |
| Środa maj 29 - 20:03 | Island Harbour #7 U21 | 1-6 | 3 | Liga U21 | RCM | | |
| Środa maj 29 - 08:27 | Spring Hill FC | 3-0 | 3 | Liga Anguilla | RM | | |
| wtorek maj 28 - 22:03 | Spring Hill FC U21 | 1-2 | 3 | Liga U21 | SM | | |
| wtorek maj 28 - 05:16 | FC The Farrington #2 | 0-3 | 3 | Liga Anguilla | SM | | |
| poniedziałek maj 27 - 08:15 | FC George Hill #7 | 3-0 | 3 | Liga Anguilla | SM | | |
| sobota maj 25 - 05:05 | Saint Mary's U21 | 2-7 | 3 | Liga U21 | SM | | |
| czwartek maj 23 - 08:04 | FC The Valley #10 U21 | 8-0 | 3 | Liga U21 [2] | SM |  | |
| Środa maj 22 - 08:27 | Snowbreak Zone | 0-3 | 0 | Liga Anguilla | SM | | |
| Środa maj 22 - 01:04 | FC The Valley #10 U21 | 1-3 | 3 | Liga U21 [2] | RCM | | |
| poniedziałek maj 20 - 08:01 | Island Harbour #7 U21 | 7-0 | 3 | Liga U21 | SM | | |
| niedziela maj 19 - 08:36 | Stoney Ground #6 | 4-0 | 3 | Liga Anguilla | SM | | |
| niedziela maj 19 - 08:05 | Island Harbour #7 U21 | 8-0 | 3 | Liga U21 | SM | | |
| sobota maj 18 - 12:33 |  Colonials FC | 7-0 | 0 | Liga Ameryki Płn. Q3 | SM | | |
| piątek maj 17 - 08:03 | Island Harbour #7 U21 | 7-1 | 3 | Liga U21 | SM | | |
| czwartek maj 16 - 08:01 | Island Harbour #7 U21 | 6-0 | 3 | Liga U21 | RCM | | |
| wtorek maj 14 - 20:02 | Island Harbour #7 U21 | 0-3 | 3 | Liga U21 | SM | | |
| poniedziałek maj 13 - 01:02 | FC The Valley #10 U21 | 0-3 | 3 | Liga U21 | SM | | |
| sobota maj 11 - 20:05 | Island Harbour #7 U21 | 0-6 | 3 | Liga U21 | SM | | |
| piątek maj 10 - 08:02 | Snowbreak Zone U21 | 1-6 | 0 | Liga U21 | RCM | | |
| czwartek maj 9 - 08:39 | The Farrington #8 | 2-0 | 3 | Liga Anguilla | SM | | |
| Środa maj 8 - 08:04 | Island Harbour #7 U21 | 3-0 | 3 | Liga U21 | SM | | |
| wtorek maj 7 - 08:02 | FC The Valley #10 U21 | 2-0 | 3 | Liga U21 | SM | | |
