| 3. Round | 11/08/2023 | Mladost Lučani | - | Crvena Zvezda | 1:4 |  |
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| 4. Round | 19/08/2023 | Crvena Zvezda | - | Spartak Subotica | 3:0 | ||||
| 5. Round | 26/08/2023 | FK Voždovac | - | Crvena Zvezda | 3:2 | ||||
| 6. Round | 02/09/2023 | Crvena Zvezda | - | FK Novi Pazar | 2:1 | ||||
| 12. Round | 21/10/2023 | Crvena Zvezda | - | FK Javor | 3:2 | |
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| 13. Round | 28/10/2023 | IMT Beograd | - | Crvena Zvezda | 1:2 | ||||
| 8. Round | 01/11/2023 | Crvena Zvezda | - | TSC Bačka Topola | 1:1 | ||||
| 14. Round | 04/11/2023 | Crvena Zvezda | - | Radnik Surdulica | 3:1 | |
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| 15. Round | 11/11/2023 | Železničar Pančevo | - | Crvena Zvezda | 1:2 | |
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| 16. Round | 25/11/2023 | Vojvodina | - | Crvena Zvezda | 1:2 | ||||
| 17. Round | 03/12/2023 | FK Napredak | - | Crvena Zvezda | 0:1 | ||||
| 18. Round | 09/12/2023 | Crvena Zvezda | - | Mladost Lučani | 3:1 | |
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| 19. Round | 16/12/2023 | Spartak Subotica | - | Crvena Zvezda | 1:4 | |
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| 9. Round | 20/12/2023 | Partizan | - | Crvena Zvezda | 2:1 |  |
Serbia