| 2. Round | 23/08/2008 | FK Banat Zrenjanin | - | Crvena Zvezda | 0:0 | ||||
| 3. Round | 31/08/2008 | Crvena Zvezda | - | FK Javor | 0:2 | ||||
| 4. Round | 14/09/2008 | FK Čukarički | - | Crvena Zvezda | 2:2 | ||||
| 6. Round | 27/09/2008 | Hajduk Rodić | - | Crvena Zvezda | 1:2 | ||||
| 11. Round | 01/11/2008 | Crvena Zvezda | - | FK Rad Beograd | 2:0 | ||||
| 12. Round | 08/11/2008 | Crvena Zvezda | - | Vojvodina | 3:1 | ||||
| 13. Round | 15/11/2008 | Crvena Zvezda | - | FK Banat Zrenjanin | 2:1 | ||||
| 14. Round | 23/11/2008 | FK Javor | - | Crvena Zvezda | 1:1 | ||||
| 16. Round | 06/12/2008 | FK Jagodina | - | Crvena Zvezda | 1:4 | ||||
| 17. Round | 10/12/2008 | Crvena Zvezda | - | Hajduk Rodić | 1:2 |
Serbia