| 1. Round | 24/07/2016 | Radnički Niš | - | FK Čukarički | 2:1 | ||||
| 2. Round | 30/07/2016 | Spartak Subotica | - | Radnički Niš | 3:1 | ||||
| 3. Round | 05/08/2016 | Radnički Niš | - | FK Rad Beograd | 3:0 | ||||
| 4. Round | 10/08/2016 | Borac Čačak | - | Radnički Niš | 0:0 | ||||
| 5. Round | 14/08/2016 | Radnički Niš | - | Crvena Zvezda | 0:3 |
Russia