| 9. Round | 25/10/2008 | FK Rad Beograd | - | FK Banat Zrenjanin | 1:1 |  |
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| 10. Round | 29/10/2008 | FK Rad Beograd | - | Vojvodina | 1:0 |  |
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| 12. Round | 08/11/2008 | FK Javor | - | FK Rad Beograd | 1:0 | ||||
| 26. Round | 18/04/2009 | FK Rad Beograd | - | Hajduk Rodić | 1:1 | ||||
| 32. Round | 24/05/2009 | Crvena Zvezda | - | FK Rad Beograd | 3:2 | ||||
| 33. Round | 30/05/2009 | FK Rad Beograd | - | Vojvodina | 2:2 |
Serbia
Croatia