| 13. Round | 04/11/2023 | GFK Tikvesh | - | KF Gostivari | 2:2 |  |
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| 14. Round | 11/11/2023 | KF Shkëndija 79 | - | GFK Tikvesh | 1:0 | ||||
| 15. Round | 26/11/2023 | GFK Tikvesh | - | FK AP Brera Strumica | 1:0 |  |
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| 17. Round | 03/12/2023 | GFK Tikvesh | - | FC Struga | 2:3 | ||||
| 18. Round | 10/12/2023 | Vardar Skopje | - | GFK Tikvesh | 2:0 |  |
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| 21. Round | 03/03/2024 | KF Shkupi | - | GFK Tikvesh | 0:0 | ||||
| 23. Round | 10/03/2024 | GFK Tikvesh | - | FK Bregalnica Štip | 2:1 | ||||
| 24. Round | 16/03/2024 | Makedonija GP | - | GFK Tikvesh | 1:0 | ||||
| 25. Round | 30/03/2024 | GFK Tikvesh | - | Sileks Kratovo | 1:1 | ||||
| 26. Round | 07/04/2024 | GFK Tikvesh | - | FK AP Brera Strumica | 3:1 | ||||
| 27. Round | 13/04/2024 | KF Gostivari | - | GFK Tikvesh | 2:1 | ||||
| 28. Round | 21/04/2024 | GFK Tikvesh | - | KF Shkëndija 79 | 2:1 | ||||
| 29. Round | 28/04/2024 | KF Shkupi | - | GFK Tikvesh | 3:2 | ||||
| 30. Round | 01/05/2024 | GFK Tikvesh | - | FC Struga | 3:2 | ||||
| 31. Round | 04/05/2024 | FK Rabotnički | - | GFK Tikvesh | 3:1 | ||||
| 33. Round | 18/05/2024 | Vardar Skopje | - | GFK Tikvesh | 2:2 | |
North Macedonia