| 1. Round | 07/08/2022 | FK AP Brera Strumica | - | FK Bregalnica Štip | 1:2 | ||||
| 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 | ||||
| 6. Round | 04/09/2022 | FK AP Brera Strumica | - | FC Struga | 0:3 |  |
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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 | ||||
| 10. Round | 09/10/2022 | FK AP Brera Strumica | - | KF Shkupi | 0:1 | ||||
| 12. Round | 25/10/2022 | FK Bregalnica Štip | - | FK AP Brera Strumica | 1:0 | ||||
| 13. Round | 30/10/2022 | FK AP Brera Strumica | - | FK Rabotnički | 0:2 | ||||
| 14. Round | 06/11/2022 | KF Shkëndija 79 | - | FK AP Brera Strumica | 1:1 | |
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| 15. Round | 12/11/2022 | FK AP Brera Strumica | - | Sileks Kratovo | 3:0 | ||||
| 16. Round | 27/11/2022 | FK Skopje | - | FK AP Brera Strumica | 2:1 | ||||
| 17. Round | 04/12/2022 | FC Struga | - | FK AP Brera Strumica | 1:0 | ||||
| 18. Round | 11/12/2022 | FK AP Brera Strumica | - | GFK Tikvesh | 0:2 |
North Macedonia