| Tomorrow - 16:39 |  FC Anna's Retreat | Conaree | League of St. Kitts and Nevis [2] |  |
| monday december 23 - 05:29 | Conaree | Basseterre #10 | League of St. Kitts and Nevis [2] | |
| tuesday december 24 - 04:31 | FC Basseterre | Conaree | League of St. Kitts and Nevis [2] | |
| wednesday december 25 - 05:35 | Conaree | Mansion | League of St. Kitts and Nevis [2] | |
| thursday december 26 - 05:27 | Conaree | Monkey Hill #2 | League of St. Kitts and Nevis [2] | |
| friday december 27 - 05:30 | Conaree | FC Sadlers | League of St. Kitts and Nevis [2] | |
| saturday december 28 - 13:51 | Basseterre #8 | Conaree | League of St. Kitts and Nevis [2] | |
| sunday december 29 - 05:47 | Conaree | Phoenix T&C | League of St. Kitts and Nevis [2] | |
| monday december 30 - 16:31 | Basseterre #5 | Conaree | League of St. Kitts and Nevis [2] | |
| tuesday december 31 - 05:21 | Conaree | FC Anna's Retreat | League of St. Kitts and Nevis [2] | |
