| 1. Jornada | 08.08.2021 | FK Renova | - | FK Skopje | 1:1 | ||||
| 2. Jornada | 15.08.2021 | FK Skopje | - | FK Bregalnica Štip | 0:0 |  |
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| 3. Jornada | 18.08.2021 | Makedonija GP | - | FK Skopje | 5:1 |  |
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| 4. Jornada | 22.08.2021 | FK Skopje | - | FK Pelister | 1:0 | |
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| 5. Jornada | 28.08.2021 | KF Shkupi | - | FK Skopje | 4:1 | ||||
| 6. Jornada | 12.09.2021 | FC Struga | - | FK Skopje | 1:0 | ||||
| 7. Jornada | 19.09.2021 | FK Skopje | - | KF Shkëndija 79 | 0:2 | ||||
| 8. Jornada | 26.09.2021 | FK Borec | - | FK Skopje | 0:2 | ||||
| 9. Jornada | 02.10.2021 | FK Skopje | - | FK AP Brera Strumica | 0:0 | |
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| 10. Jornada | 15.10.2021 | FK Rabotnički | - | FK Skopje | 0:1 | ||||
| 11. Jornada | 24.10.2021 | FK Skopje | - | GFK Tikvesh | 2:1 |
Macedonia del Norte