1. Round | 22/07/2018 | Radnički Niš | - | Proleter Novi Sad | 3:1 | ||||
2. Round | 29/07/2018 | Crvena Zvezda | - | Radnički Niš | 2:0 | ||||
5. Round | 19/08/2018 | Spartak Subotica | - | Radnički Niš | 1:4 | ||||
6. Round | 25/08/2018 | Radnički Niš | - | FK Napredak | 3:3 | ||||
8. Round | 14/09/2018 | Radnički Niš | - | Vojvodina | 1:0 | ||||
9. Round | 22/09/2018 | Radnik Surdulica | - | Radnički Niš | 1:2 | ||||
10. Round | 30/09/2018 | Radnički Niš | - | Partizan | 2:2 | ||||
11. Round | 06/10/2018 | Mladost Lučani | - | Radnički Niš | 0:1 | ||||
12. Round | 20/10/2018 | Radnički Niš | - | FK Zemun | 2:0 | ||||
13. Round | 27/10/2018 | FK Rad Beograd | - | Radnički Niš | 0:0 | ||||
22. Round | 16/02/2019 | Radnički Niš | - | FK Čukarički | 2:0 | ||||
29. Round | 03/04/2019 | FK Mačva Šabac | - | Radnički Niš | 0:0 |