| zondag juni 23 - 01:33 |  Saint Mary's | 1-2 | 0 | Playoffs R1 [1/2] | S | | |
| zaterdag juni 22 - 05:24 | Saint Mary's | 1-1 | 1 | Playoffs R1 [1/2] | S | | |
| donderdag juni 20 - 01:29 | Island Harbour #8 | 3-0 | 3 | Competitie van Anguilla [2] | S | | |
| woensdag juni 19 - 14:26 | FC The Valley #3 | 1-2 | 3 | Competitie van Anguilla [2] | S | | |
| dinsdag juni 18 - 01:16 | FC The Valley #10 | 2-1 | 3 | Competitie van Anguilla [2] | S |  | |
| maandag juni 17 - 14:15 | FC The Valley #11 | 4-6 | 3 | Competitie van Anguilla [2] | S | | |
| zondag juni 16 - 01:27 | George Hill #8 | 3-2 | 3 | Competitie van Anguilla [2] | S | | |
| zaterdag juni 15 - 01:43 | Saint Mary's | 1-1 | 1 | Competitie van Anguilla [2] | LF | | |
| vrijdag juni 14 - 20:23 | FC George Hill #2 | 1-2 | 3 | Competitie van Anguilla [2] | S | | |
| donderdag juni 13 - 01:42 | FC Cauls Bottom | 3-0 | 3 | Competitie van Anguilla [2] | LF | | |
| woensdag juni 12 - 22:27 | Stoney Ground #7 | 4-1 | 0 | Competitie van Anguilla [2] | S | | |
| dinsdag juni 11 - 04:32 | Island Harbour #8 | 1-0 | 0 | Competitie van Anguilla [2] | S | | |
| zondag juni 9 - 01:36 | FC The Valley #3 | 0-0 | 1 | Competitie van Anguilla [2] | LF | | |
| zaterdag juni 8 - 01:23 | FC The Valley #10 | 0-0 | 1 | Competitie van Anguilla [2] | S | | |
| vrijdag juni 7 - 01:30 | FC The Valley #11 | 5-4 | 3 | Competitie van Anguilla [2] | S | | |
| donderdag juni 6 - 19:51 | George Hill #8 | 1-2 | 3 | Competitie van Anguilla [2] | S | | |
| woensdag juni 5 - 05:35 | Saint Mary's | 1-0 | 0 | Competitie van Anguilla [2] | S | | |
| dinsdag juni 4 - 01:39 | FC George Hill #2 | 1-0 | 3 | Competitie van Anguilla [2] | S | | |
| maandag juni 3 - 13:24 | FC Cauls Bottom | 2-5 | 3 | Competitie van Anguilla [2] | S | | |
| zondag juni 2 - 01:18 | Stoney Ground #7 | 2-4 | 0 | Competitie van Anguilla [2] | S | | |
| zaterdag juni 1 - 01:50 | Island Harbour #8 | 3-0 | 3 | Competitie van Anguilla [2] | S | | |
| vrijdag mei 31 - 14:50 | FC The Valley #3 | 4-2 | 0 | Competitie van Anguilla [2] | S | | |
| donderdag mei 30 - 01:44 | FC The Valley #10 | 2-0 | 3 | Competitie van Anguilla [2] | S | | |
| woensdag mei 29 - 14:25 | FC The Valley #11 | 2-6 | 3 | Competitie van Anguilla [2] | S | | |
| dinsdag mei 28 - 01:33 | George Hill #8 | 0-0 | 1 | Competitie van Anguilla [2] | S | | |
