| 1. Round | 18/07/2021 | Spartak Subotica | - | Radnički Niš | 1:1 | ||||
| 2. Round | 24/07/2021 | Radnički Niš | - | FK Napredak | 4:2 |  |
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| 3. Round | 31/07/2021 | Radnik Surdulica | - | Radnički Niš | 1:1 | ||||
| 4. Round | 09/08/2021 | Radnički Niš | - | TSC Bačka Topola | 1:2 | ||||
| 5. Round | 15/08/2021 | FK Čukarički | - | Radnički Niš | 0:0 | ||||
| 6. Round | 23/08/2021 | Radnički Niš | - | Proleter Novi Sad | 0:1 | |
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| 8. Round | 12/09/2021 | Radnički Niš | - | FK Voždovac | 1:0 | ||||
| 9. Round | 17/09/2021 | FK Novi Pazar | - | Radnički Niš | 2:1 | ||||
| 15. Round | 30/10/2021 | Radnički Niš | - | Mladost Lučani | 2:0 |
Serbia