2. Round | 14/08/2016 | FK Pelister | - | FK Bregalnica Štip | 3:0 | ||||
3. Round | 21/08/2016 | Makedonija GP | - | FK Pelister | 2:2 | ||||
4. Round | 27/08/2016 | FK Pelister | - | FK Rabotnički | 3:0 | ||||
5. Round | 11/09/2016 | FK Renova | - | FK Pelister | 2:0 | ||||
6. Round | 17/09/2016 | KF Shkupi | - | FK Pelister | 2:1 | ||||
7. Round | 25/09/2016 | FK Pelister | - | Sileks Kratovo | 0:0 | ||||
11. Round | 23/10/2016 | FK Bregalnica Štip | - | FK Pelister | 0:0 | ||||
12. Round | 30/10/2016 | FK Pelister | - | Makedonija GP | 1:0 |