| 1. Jornada | 20.07.2019 | Crvena Zvezda | - | FK Javor | 2:0 | ||||
| 2. Jornada | 27.07.2019 | Crvena Zvezda | - | Radnički Niš | 2:0 | ||||
| 4. Jornada | 09.08.2019 | Crvena Zvezda | - | Mladost Lučani | 2:0 |  |
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| 5. Jornada | 17.08.2019 | Spartak Subotica | - | Crvena Zvezda | 2:3 | ||||
| 15. Jornada | 02.11.2019 | Proleter Novi Sad | - | Crvena Zvezda | 0:2 | ||||
| 16. Jornada | 10.11.2019 | FK Javor | - | Crvena Zvezda | 1:1 | |
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Serbia