| Tomorrow - 05:42 |  FC Charlestown | Monkey Hill #2 | League of St. Kitts and Nevis [2] |  |
| friday may 24 - 01:38 | Monkey Hill #2 | Basseterre #8 | League of St. Kitts and Nevis [2] | |
| sunday may 26 - 04:32 | FC Basseterre | Monkey Hill #2 | League of St. Kitts and Nevis [2] | |
| monday may 27 - 01:41 | Monkey Hill #2 | Basseterre #5 | League of St. Kitts and Nevis [2] | |
| tuesday may 28 - 18:20 | FC Sadlers | Monkey Hill #2 | League of St. Kitts and Nevis [2] | |
| wednesday may 29 - 01:15 | Monkey Hill #2 | FC East End | League of St. Kitts and Nevis [2] | |
| thursday may 30 - 01:50 | Monkey Hill #2 | Newcastle | League of St. Kitts and Nevis [2] | |
| friday may 31 - 16:15 | FC Anna's Retreat | Monkey Hill #2 | League of St. Kitts and Nevis [2] | |
| saturday june 1 - 01:43 | Monkey Hill #2 | Phoenix T&C | League of St. Kitts and Nevis [2] | |
| sunday june 2 - 01:47 | Monkey Hill #2 | FC Charlestown | League of St. Kitts and Nevis [2] | |
