| 12. Jornada | 29.10.2023 | Vardar Skopje | - | FK AP Brera Strumica | 1:0 | ||||
| 5. Jornada | 01.11.2023 | FC Struga | - | Vardar Skopje | 4:0 | ||||
| 13. Jornada | 05.11.2023 | KF Shkupi | - | Vardar Skopje | 2:0 |  |
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| 14. Jornada | 11.11.2023 | Vardar Skopje | - | FK Voska Sport | 1:2 | ||||
| 16. Jornada | 29.11.2023 | Vardar Skopje | - | FC Struga | 1:3 | ||||
| 15. Jornada | 06.12.2023 | Sileks Kratovo | - | Vardar Skopje | 3:2 |  |
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| 18. Jornada | 10.12.2023 | Vardar Skopje | - | GFK Tikvesh | 2:0 |
Macedonia del Norte