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