| 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 | ||||
| 7. Jornada | 27.09.2020 | FK Pelister | - | KF Shkëndija 79 | 1:3 | ||||
| 8. Jornada | 04.10.2020 | FK Pelister | - | Vardar Skopje | 1:1 | ||||
| 9. Jornada | 18.10.2020 | FK Renova | - | FK Pelister | 0:0 |  |
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| 10. Jornada | 25.10.2020 | FK Pelister | - | FC Struga | 1:1 |
Macedonia del Norte