| monday september 30 - 01:34 |  Monkey Hill #2 | 3-1 | 0 | League of St. Kitts and Nevis [2] | SB | | |
| sunday september 29 - 13:31 | FC Brades | 1-2 | 0 | League of St. Kitts and Nevis [2] | SB | | |
| friday september 27 - 17:17 | FC Basseterre #11 | 1-0 | 0 | League of St. Kitts and Nevis [2] | SB | | |
| tuesday september 24 - 13:28 | Newcastle | 0-2 | 0 | League of St. Kitts and Nevis [2] | SB | | |
| saturday september 21 - 16:50 | FC East End | 4-0 | 0 | League of St. Kitts and Nevis [2] | SB | | |
| thursday september 19 - 10:38 | FC Brades | 7-0 | 0 | League of St. Kitts and Nevis [2] | RB | | |
| wednesday september 18 - 13:49 | Phoenix T&C | 1-7 | 0 | League of St. Kitts and Nevis [2] | SB | | |
| tuesday september 17 - 13:22 | FC Basseterre #11 | 1-4 | 0 | League of St. Kitts and Nevis [2] | SB | | |
| friday september 13 - 18:20 | FC Sadlers | 3-1 | 0 | League of St. Kitts and Nevis [2] | SB | | |
| wednesday september 11 - 01:17 | Monkey Hill #2 | 2-0 | 0 | League of St. Kitts and Nevis [2] | SB | | |
| monday september 9 - 14:37 | Phoenix T&C | 7-1 | 0 | League of St. Kitts and Nevis [2] | SF | | |
| sunday september 1 - 16:43 | FC East End | 5-0 | 0 | League of St. Kitts and Nevis [2] | SB | | |
| friday august 30 - 10:49 | FC Brades | 6-2 | 0 | League of St. Kitts and Nevis [2] | SB | | |
