7. Round | 19/09/2021 | Makedonija GP | - | FK Rabotnički | 0:2 | ||||
8. Round | 26/09/2021 | FK Rabotnički | - | FK Pelister | 1:1 | ||||
9. Round | 03/10/2021 | KF Shkupi | - | FK Rabotnički | 2:0 | ||||
10. Round | 15/10/2021 | FK Rabotnički | - | FK Skopje | 0:1 | ||||
13. Round | 06/11/2021 | FK Rabotnički | - | Akademija Pandev | 0:3 | ||||
15. Round | 28/11/2021 | GFK Tikvesh | - | FK Rabotnički | 2:0 |