6. Round | 22/09/2018 | FK Rabotnički | - | Vardar Skopje | 0:2 | ||||
7. Round | 26/09/2018 | Makedonija GP | - | FK Rabotnički | 3:0 | ||||
8. Round | 29/09/2018 | FK Rabotnički | - | FK Belasica | 1:1 | ||||
9. Round | 06/10/2018 | KF Shkupi | - | FK Rabotnički | 1:1 | ||||
10. Round | 21/10/2018 | FK Renova | - | FK Rabotnički | 0:2 | ||||
11. Round | 28/10/2018 | Sileks Kratovo | - | FK Rabotnički | 2:0 | ||||
12. Round | 31/10/2018 | FK Rabotnički | - | FK Pobeda | 3:1 | ||||
13. Round | 04/11/2018 | Akademija Pandev | - | FK Rabotnički | 1:0 | ||||
15. Round | 22/11/2018 | Vardar Skopje | - | FK Rabotnički | 0:1 | ||||
16. Round | 25/11/2018 | FK Rabotnički | - | Makedonija GP | 5:1 | ||||
17. Round | 28/11/2018 | FK Belasica | - | FK Rabotnički | 1:2 | ||||
18. Round | 02/12/2018 | FK Rabotnički | - | KF Shkupi | 0:2 |