5. Round | 11/09/2016 | FK Bregalnica Štip | - | KF Shkëndija 79 | 1:1 | ||||
6. Round | 18/09/2016 | FK Pobeda Junior | - | FK Bregalnica Štip | 0:0 | ||||
8. Round | 28/09/2016 | FK Bregalnica Štip | - | Makedonija GP | 1:2 | ||||
10. Round | 16/10/2016 | FK Renova | - | FK Bregalnica Štip | 1:0 | ||||
11. Round | 23/10/2016 | FK Bregalnica Štip | - | FK Pelister | 0:0 |