| 1. Jornada | 08.08.2021 | FK AP Brera Strumica | - | FC Struga | 1:1 | ||||
| 2. Jornada | 15.08.2021 | FK AP Brera Strumica | - | FK Rabotnički | 2:0 | ||||
| 5. Jornada | 28.08.2021 | FK Bregalnica Štip | - | FK AP Brera Strumica | 3:2 | ||||
| 8. Jornada | 26.09.2021 | FK AP Brera Strumica | - | KF Shkupi | 1:3 | ||||
| 10. Jornada | 16.10.2021 | FK AP Brera Strumica | - | KF Shkëndija 79 | 2:1 | ||||
| 11. Jornada | 24.10.2021 | FK Borec | - | FK AP Brera Strumica | 1:2 |
Macedonia del Norte