| 1. Ronde | 09.08.2020 | KF Shkupi | - | KF Shkëndija 79 | 2:2 |  |
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| 2. Ronde | 16.08.2020 | KF Shkupi | - | Makedonija GP | 3:1 | |
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| 3. Ronde | 21.08.2020 | FK Belasica | - | KF Shkupi | 0:2 | |
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| 4. Ronde | 30.08.2020 | KF Shkupi | - | FK Pelister | 1:0 | |
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| 5. Ronde | 13.09.2020 | Vardar Skopje | - | KF Shkupi | 1:0 | ||||
| 6. Ronde | 20.09.2020 | KF Shkupi | - | FK Renova | 4:3 | |
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| 7. Ronde | 27.09.2020 | FC Struga | - | KF Shkupi | 2:0 | ||||
| 8. Ronde | 03.10.2020 | KF Shkupi | - | FK Borec | 3:0 | |
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| 9. Ronde | 18.10.2020 | FK AP Brera Strumica | - | KF Shkupi | 0:1 | |
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| 10. Ronde | 24.10.2020 | KF Shkupi | - | Sileks Kratovo | 1:0 | ||||
| 11. Ronde | 07.11.2020 | FK Rabotnički | - | KF Shkupi | 2:2 | ||||
| 12. Ronde | 22.11.2020 | KF Shkëndija 79 | - | KF Shkupi | 1:1 | ||||
| 13. Ronde | 29.11.2020 | Makedonija GP | - | KF Shkupi | 0:0 | ||||
| 14. Ronde | 02.12.2020 | KF Shkupi | - | FK Belasica | 3:1 | |
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| 15. Ronde | 06.12.2020 | FK Pelister | - | KF Shkupi | 1:3 | |
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| 16. Ronde | 09.12.2020 | KF Shkupi | - | Vardar Skopje | 1:1 | |
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| 17. Ronde | 12.12.2020 | FK Renova | - | KF Shkupi | 0:0 | ||||
| 18. Ronde | 16.12.2020 | KF Shkupi | - | FC Struga | 1:2 |
Gambia