| 5. Round | 27/08/2023 | GFK Tikvesh | - | FK Voska Sport | 1:1 | ||||
| 7. Round | 17/09/2023 | FK Rabotnički | - | FK Voska Sport | 2:0 | ||||
| 8. Round | 24/09/2023 | FK Voska Sport | - | KF Shkupi | 2:3 | ||||
| 4. Round | 27/09/2023 | FK Voska Sport | - | FC Struga | 0:1 | ||||
| 9. Round | 01/10/2023 | Sileks Kratovo | - | FK Voska Sport | 4:2 | ||||
| 10. Round | 07/10/2023 | FK Voska Sport | - | Makedonija GP | 2:1 | ||||
| 15. Round | 06/12/2023 | FC Struga | - | FK Voska Sport | 1:0 |  |
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| 19. Round | 18/02/2024 | KF Shkupi | - | FK Voska Sport | 3:0 | ||||
| 23. Round | 10/03/2024 | KF Shkëndija 79 | - | FK Voska Sport | 0:0 | ||||
| 26. Round | 07/04/2024 | FK Voska Sport | - | FK Rabotnički | 1:1 | ||||
| 29. Round | 28/04/2024 | FK Voska Sport | - | FK Bregalnica Štip | 4:0 | ||||
| 30. Round | 01/05/2024 | Makedonija GP | - | FK Voska Sport | 0:2 | ||||
| 32. Round | 12/05/2024 | GFK Tikvesh | - | FK Voska Sport | 0:0 | |
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| 33. Round | 18/05/2024 | FK Voska Sport | - | KF Gostivari | 1:1 |
North Macedonia