| 1. Round | 22/07/2018 | Radnički Niš | - | Proleter Novi Sad | 3:1 | ||||
| 2. Round | 29/07/2018 | Crvena Zvezda | - | Radnički Niš | 2:0 | ||||
| 3. Round | 05/08/2018 | Radnički Niš | - | Dinamo Vranje | 2:0 | ||||
| 4. Round | 10/08/2018 | Radnički Niš | - | FK Voždovac | 1:0 | ||||
| 5. Round | 19/08/2018 | Spartak Subotica | - | Radnički Niš | 1:4 |  |
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| 6. Round | 25/08/2018 | Radnički Niš | - | FK Napredak | 3:3 | ||||
| 7. Round | 01/09/2018 | FK Čukarički | - | Radnički Niš | 1:1 | ||||
| 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 | ||||
| 14. Round | 31/10/2018 | Radnički Niš | - | Mačva Šabac | 3:0 | ||||
| 15. Round | 03/11/2018 | OFK Bačka | - | Radnički Niš | 0:2 | ||||
| 16. Round | 09/11/2018 | Proleter Novi Sad | - | Radnički Niš | 1:2 | ||||
| 17. Round | 24/11/2018 | Radnički Niš | - | Crvena Zvezda | 2:2 | |
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| 18. Round | 01/12/2018 | Dinamo Vranje | - | Radnički Niš | 0:4 |
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