| 2e tour | 16.07.2009 | Rudar Velenje | - | Crvena Zvezda | 0:1 |  |
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| 2e tour | 23.07.2009 | Crvena Zvezda | - | Rudar Velenje | 4:0 | ||||
| 3e tour | 30.07.2009 | Dinamo Tbilisi | - | Crvena Zvezda | 2:0 | ||||
| 3e tour | 06.08.2009 | Crvena Zvezda | - | Dinamo Tbilisi | 5:2 | ||||
| Play-offs | 20.08.2009 | Slavia Praha | - | Crvena Zvezda | 3:0 | ||||
| Play-offs | 27.08.2009 | Crvena Zvezda | - | Slavia Praha | 2:1 |
Serbie