| 2. Jornada | 13.08.2023 | FK AP Brera Strumica | - | FK Voska Sport | 2:0 |  |
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| 3. Jornada | 20.08.2023 | FK Voska Sport | - | Vardar Skopje | 3:2 | ||||
| 7. Jornada | 17.09.2023 | FK Rabotnički | - | FK Voska Sport | 2:0 | ||||
| 8. Jornada | 24.09.2023 | FK Voska Sport | - | KF Shkupi | 2:3 | ||||
| 9. Jornada | 01.10.2023 | Sileks Kratovo | - | FK Voska Sport | 4:2 | ||||
| 10. Jornada | 07.10.2023 | FK Voska Sport | - | Makedonija GP | 2:1 | ||||
| 13. Jornada | 04.11.2023 | FK Voska Sport | - | FK AP Brera Strumica | 1:1 | ||||
| 20. Jornada | 25.02.2024 | FK Voska Sport | - | Sileks Kratovo | 0:0 | ||||
| 29. Jornada | 28.04.2024 | FK Voska Sport | - | FK Bregalnica Štip | 4:0 | ||||
| 33. Jornada | 18.05.2024 | FK Voska Sport | - | KF Gostivari | 1:1 |
Macedonia del Norte