6. Round | 11/04/2009 | JK Tallinna Kalev | - | FC Kuressaare | 1:1 | ||||
11. Round | 16/05/2009 | JK Tallinna Kalev | - | JK Sillamäe Kalev | 1:1 | ||||
16. Round | 16/06/2009 | JK Tallinna Kalev | - | FC Levadia | 2:2 | ||||
17. Round | 20/06/2009 | JK Nõmme Kalju | - | JK Tallinna Kalev | 2:1 |