| 1. Jornada | 08.08.2021 | FK Rabotnički | - | FK Borec | 1:0 |  |
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| 3. Jornada | 18.08.2021 | FK Renova | - | FK Borec | 2:0 | ||||
| 6. Jornada | 12.09.2021 | FK Borec | - | FK Pelister | 2:1 | ||||
| 7. Jornada | 19.09.2021 | KF Shkupi | - | FK Borec | 3:0 | ||||
| 8. Jornada | 26.09.2021 | FK Borec | - | FK Skopje | 0:2 | ||||
| 10. Jornada | 16.10.2021 | FC Struga | - | FK Borec | 1:1 | |
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| 12. Jornada | 30.10.2021 | FK Borec | - | FK Rabotnički | 0:1 | ||||
| 13. Jornada | 06.11.2021 | GFK Tikvesh | - | FK Borec | 2:1 | ||||
| 14. Jornada | 21.11.2021 | FK Borec | - | FK Renova | 1:4 | ||||
| 15. Jornada | 28.11.2021 | FK Bregalnica Štip | - | FK Borec | 2:1 | ||||
| 17. Jornada | 08.12.2021 | FK Pelister | - | FK Borec | 1:3 | ||||
| 18. Jornada | 12.12.2021 | FK Borec | - | KF Shkupi | 0:3 | |
Macedonia del Norte