| 1. Jornada | 09.08.2020 | FK Pelister | - | FK AP Brera Strumica | 1:0 | ||||
| 2. Jornada | 14.08.2020 | Sileks Kratovo | - | FK Pelister | 2:2 | ||||
| 3. Jornada | 23.08.2020 | FK Pelister | - | FK Rabotnički | 0:0 | ||||
| 4. Jornada | 30.08.2020 | KF Shkupi | - | FK Pelister | 1:0 | ||||
| 5. Jornada | 13.09.2020 | FK Pelister | - | Makedonija GP | 0:0 | ||||
| 6. Jornada | 20.09.2020 | FK Belasica | - | FK Pelister | 0:2 | ||||
| 8. Jornada | 04.10.2020 | FK Pelister | - | Vardar Skopje | 1:1 | ||||
| 9. Jornada | 18.10.2020 | FK Renova | - | FK Pelister | 0:0 | ||||
| 11. Jornada | 07.11.2020 | FK Borec | - | FK Pelister | 3:0 | ||||
| 12. Jornada | 22.11.2020 | FK AP Brera Strumica | - | FK Pelister | 3:2 |  |
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| 13. Jornada | 29.11.2020 | FK Pelister | - | Sileks Kratovo | 1:2 | ||||
| 15. Jornada | 06.12.2020 | FK Pelister | - | KF Shkupi | 1:3 |
Macedonia del Norte