| 1. Jornada | 11.08.2019 | Vardar Skopje | - | Makedonija GP | 0:2 | ||||
| 2. Jornada | 18.08.2019 | FK Borec | - | Vardar Skopje | 0:0 | ||||
| 5. Jornada | 14.09.2019 | Vardar Skopje | - | FC Struga | 3:0 | ||||
| 6. Jornada | 18.09.2019 | KF Shkupi | - | Vardar Skopje | 1:2 | ||||
| 7. Jornada | 22.09.2019 | Vardar Skopje | - | Sileks Kratovo | 3:0 | ||||
| 8. Jornada | 29.09.2019 | Vardar Skopje | - | FK AP Brera Strumica | 1:0 | ||||
| 9. Jornada | 05.10.2019 | KF Shkëndija 79 | - | Vardar Skopje | 0:0 |  |
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| 10. Jornada | 19.10.2019 | Makedonija GP | - | Vardar Skopje | 1:1 | ||||
| 11. Jornada | 23.10.2019 | Vardar Skopje | - | FK Borec | 2:0 | ||||
| 12. Jornada | 26.10.2019 | FK Rabotnički | - | Vardar Skopje | 0:2 | ||||
| 13. Jornada | 03.11.2019 | Vardar Skopje | - | FK Renova | 2:0 |  |
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| 14. Jornada | 09.11.2019 | FC Struga | - | Vardar Skopje | 2:1 | ||||
| 18. Jornada | 08.12.2019 | Vardar Skopje | - | KF Shkëndija 79 | 2:2 | ||||
| 19. Jornada | 15.02.2020 | Vardar Skopje | - | Makedonija GP | 3:1 | |
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| 20. Jornada | 22.02.2020 | FK Borec | - | Vardar Skopje | 0:1 | ||||
| 21. Jornada | 29.02.2020 | Vardar Skopje | - | FK Rabotnički | 0:0 | ||||
| 22. Jornada | 08.03.2020 | FK Renova | - | Vardar Skopje | 2:0 | ||||
| 23. Jornada | 11.03.2020 | Vardar Skopje | - | FC Struga | 1:0 |
Macedonia del Norte