| 4. Round | 22/08/2021 | FK Rabotnički | - | GFK Tikvesh | 2:1 |  |
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| 6. Round | 12/09/2021 | FK Rabotnički | - | FK Bregalnica Štip | 2:0 | ||||
| 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 | |
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| 11. Round | 24/10/2021 | KF Shkëndija 79 | - | FK Rabotnički | 2:0 | ||||
| 14. Round | 21/11/2021 | FC Struga | - | FK Rabotnički | 1:0 | |
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| 17. Round | 08/12/2021 | FK Bregalnica Štip | - | FK Rabotnički | 1:2 | ||||
| 19. Round | 13/02/2022 | FK Pelister | - | FK Rabotnički | 0:2 | ||||
| 21. Round | 27/02/2022 | FK Skopje | - | FK Rabotnički | 0:1 | ||||
| 22. Round | 09/03/2022 | FK Rabotnički | - | KF Shkëndija 79 | 2:1 | ||||
| 23. Round | 12/03/2022 | KF Shkupi | - | FK Rabotnički | 2:0 | ||||
| 24. Round | 19/03/2022 | FK Renova | - | FK Rabotnički | 2:1 | |
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| 25. Round | 02/04/2022 | FK Rabotnički | - | FC Struga | 1:3 | ||||
| 26. Round | 06/04/2022 | FK Bregalnica Štip | - | FK Rabotnički | 0:3 | ||||
| 27. Round | 10/04/2022 | FK Rabotnički | - | GFK Tikvesh | 1:0 |
North Macedonia