| 1. Jornada | 06.08.2023 | FK AP Brera Strumica | - | Vardar Skopje | 1:0 | ||||
| 2. Jornada | 13.08.2023 | Vardar Skopje | - | KF Shkupi | 0:1 | ||||
| 4. Jornada | 23.08.2023 | Vardar Skopje | - | Sileks Kratovo | 2:2 | ||||
| 6. Jornada | 02.09.2023 | Vardar Skopje | - | Makedonija GP | 2:1 | ||||
| 7. Jornada | 17.09.2023 | GFK Tikvesh | - | Vardar Skopje | 1:0 | ||||
| 8. Jornada | 24.09.2023 | Vardar Skopje | - | KF Gostivari | 0:2 | ||||
| 9. Jornada | 01.10.2023 | FK Bregalnica Štip | - | Vardar Skopje | 0:0 | ||||
| 10. Jornada | 08.10.2023 | Vardar Skopje | - | KF Shkëndija 79 | 0:2 |
Macedonia del Norte