| 2. Jornada | 15.08.2021 | FC Struga | - | FK Pelister | 1:0 | ||||
| 3. Jornada | 18.08.2021 | FK Pelister | - | KF Shkupi | 0:2 | ||||
| 4. Jornada | 22.08.2021 | FK Skopje | - | FK Pelister | 1:0 |  |
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| 14. Jornada | 21.11.2021 | KF Shkupi | - | FK Pelister | 5:0 | ||||
| 16. Jornada | 05.12.2021 | KF Shkëndija 79 | - | FK Pelister | 2:1 | |
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| 17. Jornada | 08.12.2021 | FK Pelister | - | FK Borec | 1:3 | ||||
| 18. Jornada | 12.12.2021 | FK AP Brera Strumica | - | FK Pelister | 1:0 |
Macedonia del Norte