1. Round | 19/07/2019 | FK Voždovac | - | TSC Bačka Topola | 1:2 | ||||
2. Round | 27/07/2019 | Proleter Novi Sad | - | FK Voždovac | 2:2 | ||||
4. Round | 10/08/2019 | Radnički Niš | - | FK Voždovac | 2:1 | ||||
5. Round | 16/08/2019 | FK Voždovac | - | FK Javor | 2:1 | ||||
6. Round | 24/08/2019 | FK Voždovac | - | Mladost Lučani | 2:0 | ||||
7. Round | 31/08/2019 | Spartak Subotica | - | FK Voždovac | 2:1 | ||||
9. Round | 21/09/2019 | Vojvodina | - | FK Voždovac | 1:2 |