1. Round | 07/08/2022 | Akademija Pandev | - | FK Bregalnica Štip | 1:2 | ||||
2. Round | 14/08/2022 | FK Rabotnički | - | Akademija Pandev | 0:5 | ||||
3. Round | 21/08/2022 | Akademija Pandev | - | KF Shkëndija 79 | 0:1 | ||||
4. Round | 27/08/2022 | Sileks Kratovo | - | Akademija Pandev | 1:1 | ||||
5. Round | 31/08/2022 | Akademija Pandev | - | FK Skopje | 3:0 | ||||
7. Round | 11/09/2022 | GFK Tikvesh | - | Akademija Pandev | 2:1 | ||||
8. Round | 17/09/2022 | Akademija Pandev | - | Makedonija GP | 0:1 |