| 1. Round | 08/08/2021 | FK Rabotnički | - | FK Borec | 1:0 | ||||
| 2. Round | 15/08/2021 | FK Borec | - | GFK Tikvesh | 2:1 | ||||
| 3. Round | 18/08/2021 | FK Renova | - | FK Borec | 2:0 | ||||
| 4. Round | 22/08/2021 | FK Borec | - | FK Bregalnica Štip | 1:1 | ||||
| 5. Round | 28/08/2021 | Makedonija GP | - | FK Borec | 3:2 | ||||
| 6. Round | 12/09/2021 | FK Borec | - | FK Pelister | 2:1 | ||||
| 7. Round | 19/09/2021 | KF Shkupi | - | FK Borec | 3:0 |  |
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| 8. Round | 26/09/2021 | FK Borec | - | FK Skopje | 0:2 | ||||
| 9. Round | 02/10/2021 | KF Shkëndija 79 | - | FK Borec | 3:0 | ||||
| 10. Round | 16/10/2021 | FC Struga | - | FK Borec | 1:1 | ||||
| 11. Round | 24/10/2021 | FK Borec | - | FK AP Brera Strumica | 1:2 | ||||
| 12. Round | 30/10/2021 | FK Borec | - | FK Rabotnički | 0:1 | ||||
| 13. Round | 06/11/2021 | GFK Tikvesh | - | FK Borec | 2:1 | ||||
| 15. Round | 28/11/2021 | FK Bregalnica Štip | - | FK Borec | 2:1 | ||||
| 16. Round | 05/12/2021 | FK Borec | - | Makedonija GP | 1:1 | ||||
| 17. Round | 08/12/2021 | FK Pelister | - | FK Borec | 1:3 | ||||
| 18. Round | 12/12/2021 | FK Borec | - | KF Shkupi | 0:3 | ||||
| 19. Round | 13/02/2022 | FK Skopje | - | FK Borec | 1:1 | ||||
| 20. Round | 19/02/2022 | FK Borec | - | KF Shkëndija 79 | 0:3 |
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