| 5. Jornada | 18.08.2019 | Partizan | - | FK Rad Beograd | 3:0 | ||||
| 6. Jornada | 24.08.2019 | FK Rad Beograd | - | Mačva Šabac | 2:0 | ||||
| 2. Jornada | 28.08.2019 | FK Rad Beograd | - | FK Čukarički | 2:3 |  |
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| 7. Jornada | 01.09.2019 | FK Napredak | - | FK Rad Beograd | 4:0 | ||||
| 8. Jornada | 14.09.2019 | FK Javor | - | FK Rad Beograd | 3:0 | ||||
| 9. Jornada | 21.09.2019 | FK Rad Beograd | - | Radnik Surdulica | 0:1 | ||||
| 11. Jornada | 05.10.2019 | FK Rad Beograd | - | Proleter Novi Sad | 1:1 |
Ucrania