| 6. Jornada | 12.09.2021 | FK Borec | - | FK Pelister | 2:1 | ||||
| 7. Jornada | 19.09.2021 | FK Pelister | - | FK AP Brera Strumica | 0:0 |  |
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| 9. Jornada | 02.10.2021 | FK Pelister | - | GFK Tikvesh | 0:0 | ||||
| 10. Jornada | 16.10.2021 | FK Renova | - | FK Pelister | 2:0 | ||||
| 11. Jornada | 24.10.2021 | FK Pelister | - | FK Bregalnica Štip | 0:3 | ||||
| 12. Jornada | 30.10.2021 | FK Pelister | - | Makedonija GP | 0:2 |
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