4. Round | 27/08/2016 | FK Pelister | - | FK Rabotnički | 3:0 | ||||
6. Round | 18/09/2016 | Vardar Skopje | - | FK Rabotnički | 1:0 | ||||
9. Round | 01/10/2016 | FK Rabotnički | - | FK Bregalnica Štip | 1:1 | ||||
11. Round | 23/10/2016 | FK Rabotnički | - | KF Shkupi | 3:1 | ||||
17. Round | 30/11/2016 | FK Rabotnički | - | FK Pobeda Junior | 3:1 |