2. Round | 14/08/2016 | Sileks Kratovo | - | FK Pobeda Junior | 2:1 | ||||
3. Round | 21/08/2016 | FK Pobeda Junior | - | Vardar Skopje | 0:1 | ||||
4. Round | 28/08/2016 | KF Shkëndija 79 | - | FK Pobeda Junior | 3:1 | ||||
7. Round | 25/09/2016 | Makedonija GP | - | FK Pobeda Junior | 1:1 | ||||
8. Round | 28/09/2016 | FK Pobeda Junior | - | FK Rabotnički | 2:1 | ||||
11. Round | 23/10/2016 | FK Pobeda Junior | - | Sileks Kratovo | 1:1 | ||||
12. Round | 30/10/2016 | Vardar Skopje | - | FK Pobeda Junior | 2:1 | ||||
14. Round | 16/11/2016 | KF Shkupi | - | FK Pobeda Junior | 1:1 | ||||
15. Round | 20/11/2016 | FK Bregalnica Štip | - | FK Pobeda Junior | 2:3 | ||||
16. Round | 27/11/2016 | FK Pobeda Junior | - | Makedonija GP | 0:0 | ||||
17. Round | 30/11/2016 | FK Rabotnički | - | FK Pobeda Junior | 3:1 | ||||
18. Round | 04/12/2016 | FK Pobeda Junior | - | FK Renova | 0:2 |