| 1. Ronde | 09.08.2020 | FK Pelister | - | FK AP Brera Strumica | 1:0 | ||||
| 2. Ronde | 14.08.2020 | Sileks Kratovo | - | FK Pelister | 2:2 | ||||
| 3. Ronde | 23.08.2020 | FK Pelister | - | FK Rabotnički | 0:0 |  |
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| 4. Ronde | 30.08.2020 | KF Shkupi | - | FK Pelister | 1:0 | |
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| 5. Ronde | 13.09.2020 | FK Pelister | - | Makedonija GP | 0:0 | ||||
| 6. Ronde | 20.09.2020 | FK Belasica | - | FK Pelister | 0:2 | ||||
| 12. Ronde | 22.11.2020 | FK AP Brera Strumica | - | FK Pelister | 3:2 | |
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| 13. Ronde | 29.11.2020 | FK Pelister | - | Sileks Kratovo | 1:2 | ||||
| 14. Ronde | 02.12.2020 | FK Rabotnički | - | FK Pelister | 1:0 | |
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| 15. Ronde | 06.12.2020 | FK Pelister | - | KF Shkupi | 1:3 | ||||
| 16. Ronde | 09.12.2020 | Makedonija GP | - | FK Pelister | 2:1 |
Colombia
Noord-Macedonië