| 1. Jornada | 21.07.2019 | Radnički Niš | - | Proleter Novi Sad | 3:0 | ||||
| 2. Jornada | 27.07.2019 | Proleter Novi Sad | - | FK Voždovac | 2:2 |  |
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| 3. Jornada | 02.08.2019 | Mladost Lučani | - | Proleter Novi Sad | 1:1 | ||||
| 4. Jornada | 11.08.2019 | Proleter Novi Sad | - | Spartak Subotica | 0:1 | ||||
| 5. Jornada | 17.08.2019 | FK Čukarički | - | Proleter Novi Sad | 2:1 |  |
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| 15. Jornada | 02.11.2019 | Proleter Novi Sad | - | Crvena Zvezda | 0:2 | ||||
| 18. Jornada | 29.11.2019 | Proleter Novi Sad | - | Mladost Lučani | 0:1 | ||||
| 19. Jornada | 04.12.2019 | Spartak Subotica | - | Proleter Novi Sad | 4:1 | |
Serbia