4. Round | 21/03/2009 | JK Tallinna Kalev | - | JK Narva Trans | 2:4 | ||||
15. Round | 13/06/2009 | JK Narva Trans | - | JK Tallinna Kalev | 3:1 | ||||
22. Round | 01/08/2009 | JK Tallinna Kalev | - | FC Kuressaare | 1:4 | ||||
23. Round | 08/08/2009 | Paide Linnameeskond | - | JK Tallinna Kalev | 3:2 | ||||
25. Round | 23/08/2009 | FC Levadia | - | JK Tallinna Kalev | 5:1 | ||||
21. Round | 20/10/2009 | FC Flora | - | JK Tallinna Kalev | 4:1 |