1. Round | 02/03/2024 | FC Kuressaare | - | JK Nõmme Kalju | 0:6 | ||||
2. Round | 09/03/2024 | FC Kuressaare | - | FCI Levadia | 0:6 | ||||
3. Round | 17/03/2024 | Pärnu JK Vaprus | - | FC Kuressaare | 3:2 | ||||
5. Round | 06/04/2024 | Paide Linnameeskond | - | FC Kuressaare | 3:1 | ||||
6. Round | 13/04/2024 | JK Tammeka | - | FC Kuressaare | 1:2 | ||||
7. Round | 21/04/2024 | FC Kuressaare | - | JK Narva Trans | 5:0 | ||||
8. Round | 27/04/2024 | FC Kuressaare | - | FC Flora | 2:2 | ||||
9. Round | 04/05/2024 | Nõmme United | - | FC Kuressaare | 1:1 |