2. Round | 14/03/2009 | FC Kuressaare | - | JK Narva Trans | 0:5 | ||||
3. Round | 17/03/2009 | JK Narva Trans | - | FC Flora | 1:2 | ||||
6. Round | 11/04/2009 | JK Tammeka | - | JK Narva Trans | 1:4 | ||||
17. Round | 20/06/2009 | JK Narva Trans | - | FC Kuressaare | 2:0 | ||||
20. Round | 06/10/2009 | FC Levadia | - | JK Narva Trans | 1:1 |