1. Round | 07/03/2009 | FC Levadia | - | FC Kuressaare | 3:0 | ||||
13. Round | 01/08/2009 | FC Levadia | - | JK Nõmme Kalju | 3:1 | ||||
23. Round | 08/08/2009 | FC Levadia | - | JK Tammeka | 6:1 | ||||
25. Round | 23/08/2009 | FC Levadia | - | JK Tallinna Kalev | 5:1 | ||||
27. Round | 12/09/2009 | FC Levadia | - | FC Kuressaare | 8:0 | ||||
22. Round | 29/09/2009 | JK Nõmme Kalju | - | FC Levadia | 1:3 | ||||
36. Round | 10/11/2009 | FC Levadia | - | Paide Linnameeskond | 4:2 |