| 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 | ||||
| 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 | ||||
| 6. Round | 04/09/2022 | FK AP Brera Strumica | - | FC Struga | 0:3 | ||||
| 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 | ||||
| 11. Round | 15/10/2022 | FK Pobeda Junior | - | FK AP Brera Strumica | 1:1 | ||||
| 12. Round | 25/10/2022 | FK Bregalnica Štip | - | FK AP Brera Strumica | 1:0 |
North Macedonia