| 1. Ronde | 20.07.2018 | Rode Ster Belgrado | - | Dinamo Vranje | 3:0 |  |
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| 2. Ronde | 29.07.2018 | Rode Ster Belgrado | - | Radnički Niš | 2:0 | ||||
| 3. Ronde | 04.08.2018 | FK Voždovac | - | Rode Ster Belgrado | 1:2 |  |
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| 11. Ronde | 07.10.2018 | FK Zemun | - | Rode Ster Belgrado | 1:2 | |
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| 14. Ronde | 31.10.2018 | Rode Ster Belgrado | - | OFK Bačka | 3:1 | ||||
| 16. Ronde | 10.11.2018 | Dinamo Vranje | - | Rode Ster Belgrado | 0:3 | ||||
| 17. Ronde | 24.11.2018 | Radnički Niš | - | Rode Ster Belgrado | 2:2 | ||||
| 19. Ronde | 05.12.2018 | Spartak Subotica | - | Rode Ster Belgrado | 1:3 | ||||
| 25. Ronde | 06.03.2019 | Mladost Lučani | - | Rode Ster Belgrado | 1:3 | ||||
| 26. Ronde | 09.03.2019 | Rode Ster Belgrado | - | FK Zemun | 4:0 | |
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| 27. Ronde | 17.03.2019 | FK Rad Beograd | - | Rode Ster Belgrado | 0:3 | |
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| 28. Ronde | 30.03.2019 | Rode Ster Belgrado | - | Mačva Šabac | 2:1 | ||||
| 30. Ronde | 07.04.2019 | Rode Ster Belgrado | - | Proleter Novi Sad | 4:0 |
Bosnië-Herzegovina