| 4. Jornada | 21.03.2009 | JK Tallinna Kalev | - | JK Narva Trans | 2:4 |  |
|||
| 13. Jornada | 26.05.2009 | FC Kuressaare | - | JK Tallinna Kalev | 0:1 | |
|||
| 26. Jornada | 29.08.2009 | JK Tallinna Kalev | - | JK Nõmme Kalju | 0:2 |  |
|||
| 29. Jornada | 26.09.2009 | JK Nõmme Kalju | - | JK Tallinna Kalev | 3:4 | |
|||
| 35. Jornada | 07.11.2009 | JK Tallinna Kalev | - | JK Sillamäe Kalev | 2:6 | |
Estonia