| 19. Round | 19/02/2023 | Makedonija GP | - | FK AP Brera Strumica | 0:1 | ||||
| 21. Round | 04/03/2023 | KF Shkupi | - | FK AP Brera Strumica | 3:3 | ||||
| 22. Round | 08/03/2023 | FK AP Brera Strumica | - | FK Pobeda Junior | 3:0 | ||||
| 23. Round | 12/03/2023 | KF Shkëndija 79 | - | FK AP Brera Strumica | 2:1 | ||||
| 24. Round | 18/03/2023 | FK AP Brera Strumica | - | KF Shkupi | 1:1 | ||||
| 25. Round | 02/04/2023 | FC Struga | - | FK AP Brera Strumica | 3:1 | ||||
| 26. Round | 09/04/2023 | FK AP Brera Strumica | - | FK Rabotnički | 0:0 | ||||
| 27. Round | 15/04/2023 | Makedonija GP | - | FK AP Brera Strumica | 0:0 | ||||
| 28. Round | 23/04/2023 | FK Skopje | - | FK AP Brera Strumica | 1:1 | ||||
| 29. Round | 26/04/2023 | FK AP Brera Strumica | - | FK Pobeda Junior | 2:0 | ||||
| 31. Round | 07/05/2023 | FK AP Brera Strumica | - | GFK Tikvesh | 1:4 | ||||
| 32. Round | 10/05/2023 | FK Bregalnica Štip | - | FK AP Brera Strumica | 1:1 |  |
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| 33. Round | 14/05/2023 | FK AP Brera Strumica | - | Sileks Kratovo | 2:2 |
North Macedonia
Serbia