| 20. Round | 25/02/2024 | FK Voska Sport | - | Sileks Kratovo | 0:0 | ||||
| 22. Round | 06/03/2024 | FK Voska Sport | - | KF Gostivari | 1:1 |  |
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| 23. Round | 10/03/2024 | KF Shkëndija 79 | - | FK Voska Sport | 0:0 | |
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| 24. Round | 16/03/2024 | FK Voska Sport | - | KF Shkupi | 0:0 | ||||
| 25. Round | 31/03/2024 | FC Struga | - | FK Voska Sport | 3:1 | ||||
| 26. Round | 07/04/2024 | FK Voska Sport | - | FK Rabotnički | 1:1 | ||||
| 27. Round | 13/04/2024 | FK AP Brera Strumica | - | FK Voska Sport | 1:0 | ||||
| 29. Round | 28/04/2024 | FK Voska Sport | - | FK Bregalnica Štip | 4:0 |
North Macedonia