| 8. Jornada | 24.09.2023 | Vardar Skopje | - | KF Gostivari | 0:2 |  |
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| 9. Jornada | 01.10.2023 | FK Bregalnica Štip | - | Vardar Skopje | 0:0 | ||||
| 10. Jornada | 08.10.2023 | Vardar Skopje | - | KF Shkëndija 79 | 0:2 | ||||
| 11. Jornada | 22.10.2023 | FK Rabotnički | - | Vardar Skopje | 0:1 | ||||
| 12. Jornada | 29.10.2023 | Vardar Skopje | - | FK AP Brera Strumica | 1:0 | ||||
| 5. Jornada | 01.11.2023 | FC Struga | - | Vardar Skopje | 4:0 | ||||
| 14. Jornada | 11.11.2023 | Vardar Skopje | - | FK Voska Sport | 1:2 |  |
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| 22. Jornada | 06.03.2024 | Vardar Skopje | - | FK Rabotnički | 1:0 | |
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| 33. Jornada | 18.05.2024 | Vardar Skopje | - | GFK Tikvesh | 2:2 |
Macedonia del Norte