| 1. Round | 06/08/2022 | FC Struga | - | FK Pobeda Junior | 3:0 | ||||
| 2. Round | 14/08/2022 | FK Pobeda Junior | - | GFK Tikvesh | 0:1 | ||||
| 3. Round | 20/08/2022 | Makedonija GP | - | FK Pobeda Junior | 4:1 | ||||
| 5. Round | 31/08/2022 | KF Shkupi | - | FK Pobeda Junior | 1:1 |  |
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| 13. Round | 30/10/2022 | GFK Tikvesh | - | FK Pobeda Junior | 1:0 | ||||
| 16. Round | 27/11/2022 | FK Pobeda Junior | - | KF Shkupi | 0:6 |
North Macedonia
Bulgaria