4. Round | 09/08/2019 | Crvena Zvezda | - | Mladost Lučani | 2:0 | ||||
5. Round | 17/08/2019 | Spartak Subotica | - | Crvena Zvezda | 2:3 | ||||
7. Round | 31/08/2019 | Vojvodina | - | Crvena Zvezda | 1:2 | ||||
3. Round | 25/09/2019 | FK Voždovac | - | Crvena Zvezda | 1:3 | ||||
10. Round | 28/09/2019 | Crvena Zvezda | - | FK Mačva Šabac | 3:1 | ||||
13. Round | 26/10/2019 | Radnik Surdulica | - | Crvena Zvezda | 0:5 |