| 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 | ||||
| 6. Round | 04/09/2022 | FK Skopje | - | FK Pobeda Junior | 1:0 |  |
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| 33. Round | 14/05/2023 | FK Pobeda Junior | - | GFK Tikvesh | 1:4 | |
North Macedonia