1. Round | 17/08/2008 | Vojvodina | - | Crvena Zvezda | 2:0 | ||||
2. Round | 23/08/2008 | FK Banat Zrenjanin | - | Crvena Zvezda | 0:0 | ||||
3. Round | 31/08/2008 | Crvena Zvezda | - | FK Javor | 0:2 | ||||
5. Round | 20/09/2008 | Crvena Zvezda | - | FK Jagodina | 3:0 | ||||
6. Round | 27/09/2008 | Hajduk Rodić | - | Crvena Zvezda | 1:2 | ||||
9. Round | 25/10/2008 | Crvena Zvezda | - | OFK Beograd | 5:1 | ||||
10. Round | 29/10/2008 | Borac Čačak | - | Crvena Zvezda | 1:0 | ||||
12. Round | 08/11/2008 | Crvena Zvezda | - | Vojvodina | 3:1 | ||||
14. Round | 23/11/2008 | FK Javor | - | Crvena Zvezda | 1:1 | ||||
19. Round | 07/03/2009 | Crvena Zvezda | - | FK Napredak | 4:0 | ||||
20. Round | 14/03/2009 | OFK Beograd | - | Crvena Zvezda | 2:2 | ||||
26. Round | 18/04/2009 | Crvena Zvezda | - | Vojvodina | 0:1 | ||||
27. Round | 22/04/2009 | FK Javor | - | Crvena Zvezda | 1:0 | ||||
33. Round | 30/05/2009 | FK Napredak | - | Crvena Zvezda | 2:2 |