1. Round | 06/08/2023 | GFK Tikvesh | - | Makedonija GP | 1:0 | ||||
2. Round | 13/08/2023 | Makedonija GP | - | FK Bregalnica Štip | 1:0 | ||||
3. Round | 20/08/2023 | FK Rabotnički | - | Makedonija GP | 1:0 | ||||
4. Round | 23/08/2023 | Makedonija GP | - | KF Shkupi | 0:0 | ||||
5. Round | 27/08/2023 | Sileks Kratovo | - | Makedonija GP | 2:2 | ||||
6. Round | 02/09/2023 | Vardar Skopje | - | Makedonija GP | 2:1 |