| 1. Ronde | 09.08.2020 | FK Pelister | - | FK AP Brera Strumica | 1:0 |  |
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| 2. Ronde | 14.08.2020 | Sileks Kratovo | - | FK Pelister | 2:2 |  |
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| 3. Ronde | 23.08.2020 | FK Pelister | - | FK Rabotnički | 0:0 | ||||
| 4. Ronde | 30.08.2020 | KF Shkupi | - | FK Pelister | 1:0 | ||||
| 5. Ronde | 13.09.2020 | FK Pelister | - | Makedonija GP | 0:0 | ||||
| 6. Ronde | 20.09.2020 | FK Belasica | - | FK Pelister | 0:2 | ||||
| 7. Ronde | 27.09.2020 | FK Pelister | - | KF Shkëndija 79 | 1:3 | |
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| 8. Ronde | 04.10.2020 | FK Pelister | - | Vardar Skopje | 1:1 | |
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| 9. Ronde | 18.10.2020 | FK Renova | - | FK Pelister | 0:0 | ||||
| 10. Ronde | 25.10.2020 | FK Pelister | - | FC Struga | 1:1 | ||||
| 20. Ronde | 28.02.2021 | FK Pelister | - | FK Renova | 3:1 | ||||
| 21. Ronde | 03.03.2021 | FC Struga | - | FK Pelister | 0:1 | ||||
| 22. Ronde | 07.03.2021 | FK Pelister | - | FK Borec | 1:0 | ||||
| 23. Ronde | 14.03.2021 | KF Shkëndija 79 | - | FK Pelister | 1:0 | ||||
| 24. Ronde | 21.03.2021 | FK Borec | - | FK Pelister | 0:0 | ||||
| 25. Ronde | 04.04.2021 | FK Pelister | - | Vardar Skopje | 2:0 | ||||
| 26. Ronde | 10.04.2021 | FK Rabotnički | - | FK Pelister | 3:1 | ||||
| 27. Ronde | 14.04.2021 | FK Pelister | - | Sileks Kratovo | 3:2 | ||||
| 28. Ronde | 18.04.2021 | FC Struga | - | FK Pelister | 3:0 |
Noord-Macedonië