| Yesterday - 04:24 |  FC Basseterre | 5-2 | 0 | League of St. Kitts and Nevis [2] | LWB | | |
| monday september 30 - 14:30 | FC Brades | 2-6 | 0 | League of St. Kitts and Nevis [2] | LWB | | |
| monday september 30 - 14:05 | Cube Football Club U21 | 3-2 | 3 | U21 league | SK | | |
| sunday september 29 - 20:21 | Newcastle | 8-0 | 0 | League of St. Kitts and Nevis [2] | LWB | | |
| saturday september 28 - 14:38 | Basseterre #8 | 6-0 | 3 | League of St. Kitts and Nevis [2] | SB | | |
| saturday september 28 - 14:04 | AS Trinity Crayfish U21 | 4-3 | 3 | U21 league | SB | | |
| friday september 27 - 18:42 | FC Sadlers | 3-4 | 3 | League of St. Kitts and Nevis [2] | SB | | |
| friday september 27 - 14:04 | AS Trinity Crayfish U21 | 4-7 | 0 | U21 league | SB | | |
| wednesday september 25 - 16:41 | FC East End | 2-3 | 3 | League of St. Kitts and Nevis [2] | SB | | |
| wednesday september 25 - 14:04 | AS Trinity Crayfish U21 | 4-5 | 0 | U21 league | SB | | |
| tuesday september 24 - 14:02 | Conaree U21 | 4-0 | 3 | U21 league | SK | | |
| monday september 23 - 01:17 | Monkey Hill #2 | 2-6 | 3 | League of St. Kitts and Nevis [2] | SF | | |
| sunday september 22 - 05:03 | Conaree U21 | 0-6 | 3 | U21 league | SK | | |
| saturday september 21 - 14:17 | FC Basseterre | 6-0 | 3 | League of St. Kitts and Nevis [2] | SB | | |
| saturday september 21 - 05:04 | Conaree U21 | 0-4 | 3 | U21 league | SB | | |
| friday september 20 - 10:15 | FC Brades | 3-3 | 1 | League of St. Kitts and Nevis [2] | SB | | |
| thursday september 19 - 14:01 | Conaree U21 | 7-0 | 3 | U21 league | SB | | |
| wednesday september 18 - 13:49 | Basseterre #8 | 1-7 | 3 | League of St. Kitts and Nevis [2] | SB | | |
| wednesday september 18 - 01:04 | Monkey Hill #2 U21 | 1-6 | 3 | U21 league | SB | | |
| tuesday september 17 - 14:43 | FC Sadlers | 4-6 | 0 | League of St. Kitts and Nevis [2] | SF | | |
| monday september 16 - 17:19 | FC Basseterre #11 | 5-1 | 0 | League of St. Kitts and Nevis [2] | SB | | |
| monday september 16 - 14:01 | Monkey Hill #2 U21 | 11-0 | 3 | U21 league | SB | | |
| sunday september 15 - 14:30 | FC East End | 4-3 | 3 | League of St. Kitts and Nevis [2] | SB | | |
| sunday september 15 - 05:03 | Conaree U21 | 0-4 | 3 | U21 league | SB | | |
| saturday september 14 - 06:30 | Mansion | 0-1 | 3 | League of St. Kitts and Nevis [2] | SB | | |
