| 5. Round | 21/09/2008 | FK Rad Beograd | - | Partizan | 0:3 | ||||
| 10. Round | 29/10/2008 | FK Rad Beograd | - | Vojvodina | 1:0 | ||||
| 11. Round | 01/11/2008 | Crvena Zvezda | - | FK Rad Beograd | 2:0 | ||||
| 14. Round | 23/11/2008 | FK Jagodina | - | FK Rad Beograd | 0:0 | ||||
| 15. Round | 30/11/2008 | FK Rad Beograd | - | Hajduk Rodić | 1:1 | ||||
| 16. Round | 06/12/2008 | Partizan | - | FK Rad Beograd | 1:1 | ||||
| 17. Round | 10/12/2008 | FK Rad Beograd | - | FK Napredak | 2:0 | ||||
| 18. Round | 28/02/2009 | OFK Beograd | - | FK Rad Beograd | 1:1 | ||||
| 19. Round | 08/03/2009 | FK Rad Beograd | - | Borac Čačak | 0:2 | ||||
| 25. Round | 11/04/2009 | OFK Beograd | - | FK Rad Beograd | 0:2 | ||||
| 26. Round | 18/04/2009 | FK Rad Beograd | - | Hajduk Rodić | 1:1 | ||||
| 27. Round | 22/04/2009 | FK Jagodina | - | FK Rad Beograd | 2:1 | ||||
| 28. Round | 25/04/2009 | FK Banat Zrenjanin | - | FK Rad Beograd | 0:0 | ||||
| 30. Round | 09/05/2009 | FK Čukarički | - | FK Rad Beograd | 0:1 | ||||
| 31. Round | 16/05/2009 | FK Rad Beograd | - | Partizan | 1:5 | ||||
| 32. Round | 24/05/2009 | Crvena Zvezda | - | FK Rad Beograd | 3:2 | ||||
| 33. Round | 30/05/2009 | FK Rad Beograd | - | Vojvodina | 2:2 |
Bosnia-Herzegovina