| 1. Round | 09/08/2020 | FK Pelister | - | FK AP Brera Strumica | 1:0 | ||||
| 2. Round | 16/08/2020 | FK AP Brera Strumica | - | Vardar Skopje | 0:1 |  |
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| 4. Round | 29/08/2020 | FK AP Brera Strumica | - | FC Struga | 1:0 |  |
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| 5. Round | 13/09/2020 | FK Borec | - | FK AP Brera Strumica | 2:0 | ||||
| 6. Round | 20/09/2020 | KF Shkëndija 79 | - | FK AP Brera Strumica | 2:1 | ||||
| 7. Round | 27/09/2020 | FK AP Brera Strumica | - | Sileks Kratovo | 1:0 | ||||
| 8. Round | 03/10/2020 | FK Rabotnički | - | FK AP Brera Strumica | 0:0 | ||||
| 9. Round | 18/10/2020 | FK AP Brera Strumica | - | KF Shkupi | 0:1 | ||||
| 10. Round | 25/10/2020 | Makedonija GP | - | FK AP Brera Strumica | 3:1 | ||||
| 11. Round | 07/11/2020 | FK AP Brera Strumica | - | FK Belasica | 1:2 | ||||
| 12. Round | 22/11/2020 | FK AP Brera Strumica | - | FK Pelister | 3:2 | |
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| 13. Round | 28/11/2020 | Vardar Skopje | - | FK AP Brera Strumica | 2:0 | ||||
| 14. Round | 02/12/2020 | FK AP Brera Strumica | - | FK Renova | 0:1 | ||||
| 15. Round | 06/12/2020 | FC Struga | - | FK AP Brera Strumica | 1:1 | ||||
| 16. Round | 09/12/2020 | FK AP Brera Strumica | - | FK Borec | 2:1 | ||||
| 17. Round | 13/12/2020 | FK AP Brera Strumica | - | KF Shkëndija 79 | 0:1 |
North Macedonia