| 19. Round | 12/02/2022 | FK Bregalnica Štip | - | FK Renova | 1:2 |  |
|||
| 20. Round | 20/02/2022 | FC Struga | - | FK Bregalnica Štip | 1:1 | ||||
| 21. Round | 26/02/2022 | Makedonija GP | - | FK Bregalnica Štip | 2:1 |  |
|||
| 22. Round | 09/03/2022 | FK Bregalnica Štip | - | FK Pelister | 2:1 | ||||
| 23. Round | 13/03/2022 | FK Bregalnica Štip | - | FK Borec | 3:0 | |
|
||
| 24. Round | 19/03/2022 | FK Pelister | - | FK Bregalnica Štip | 2:0 | |
|||
| 25. Round | 03/04/2022 | FK Bregalnica Štip | - | FK Renova | 2:2 | |
|||
| 26. Round | 06/04/2022 | FK Bregalnica Štip | - | FK Rabotnički | 0:3 | ||||
| 27. Round | 10/04/2022 | Makedonija GP | - | FK Bregalnica Štip | 1:1 | ||||
| 28. Round | 17/04/2022 | FK Bregalnica Štip | - | KF Shkëndija 79 | 0:0 | ||||
| 29. Round | 22/04/2022 | FK AP Brera Strumica | - | FK Bregalnica Štip | 2:1 | ||||
| 30. Round | 30/04/2022 | FK Bregalnica Štip | - | KF Shkupi | 4:1 | ||||
| 31. Round | 04/05/2022 | FC Struga | - | FK Bregalnica Štip | 1:0 | ||||
| 32. Round | 08/05/2022 | FK Bregalnica Štip | - | GFK Tikvesh | 1:0 | ||||
| 33. Round | 15/05/2022 | FK Skopje | - | FK Bregalnica Štip | 4:1 |
Serbia