| 1. Jornada | 11.08.2019 | Vardar Skopje | - | Makedonija GP | 0:2 | ||||
| 2. Jornada | 18.08.2019 | FK Borec | - | Vardar Skopje | 0:0 | ||||
| 3. Jornada | 24.08.2019 | Vardar Skopje | - | FK Rabotnički | 2:0 | ||||
| 4. Jornada | 01.09.2019 | FK Renova | - | Vardar Skopje | 0:1 |  |
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| 15. Jornada | 24.11.2019 | Vardar Skopje | - | KF Shkupi | 1:1 | ||||
| 16. Jornada | 27.11.2019 | Sileks Kratovo | - | Vardar Skopje | 2:2 | ||||
| 17. Jornada | 01.12.2019 | FK AP Brera Strumica | - | Vardar Skopje | 0:3 | |
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| 18. Jornada | 08.12.2019 | Vardar Skopje | - | KF Shkëndija 79 | 2:2 | |
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| 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 | |
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| 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