| 5. Ronde | 17.08.2019 | FK Čukarički | - | Proleter Novi Sad | 2:1 | ||||
| 2. Ronde | 28.08.2019 | FK Rad Beograd | - | FK Čukarički | 2:3 | ||||
| 7. Ronde | 01.09.2019 | FK Čukarički | - | Radnički Niš | 1:0 | ||||
| 8. Ronde | 14.09.2019 | FK Voždovac | - | FK Čukarički | 2:2 | ||||
| 9. Ronde | 21.09.2019 | FK Čukarički | - | Mladost Lučani | 1:0 | ||||
| 10. Ronde | 29.09.2019 | Spartak Subotica | - | FK Čukarički | 0:1 | ||||
| 12. Ronde | 18.10.2019 | FK Čukarički | - | Vojvodina | 0:0 | ||||
| 17. Ronde | 23.11.2019 | FK Čukarički | - | FK Rad Beograd | 2:0 | ||||
| 19. Ronde | 04.12.2019 | FK Čukarički | - | TSC Bačka Topola | 2:1 | ||||
| 20. Ronde | 08.12.2019 | Proleter Novi Sad | - | FK Čukarički | 2:1 | ||||
| 6. Ronde | 15.12.2019 | Rode Ster Belgrado | - | FK Čukarički | 3:1 | ||||
| 22. Ronde | 22.02.2020 | Radnički Niš | - | FK Čukarički | 2:0 |  |
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| 23. Ronde | 26.02.2020 | FK Čukarički | - | FK Voždovac | 2:1 | ||||
| 24. Ronde | 01.03.2020 | Mladost Lučani | - | FK Čukarički | 1:0 | ||||
| 25. Ronde | 06.03.2020 | FK Čukarički | - | Spartak Subotica | 4:1 | |
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| 26. Ronde | 14.03.2020 | FK Javor | - | FK Čukarički | 2:2 | ||||
| 28. Ronde | 06.06.2020 | FK Čukarički | - | FK Inđija | 0:1 |
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