| 1. Round | 08/08/2021 | FK AP Brera Strumica | - | FC Struga | 1:1 | ||||
| 2. Round | 15/08/2021 | FK AP Brera Strumica | - | FK Rabotnički | 2:0 | ||||
| 3. Round | 18/08/2021 | GFK Tikvesh | - | FK AP Brera Strumica | 0:2 | ||||
| 4. Round | 22/08/2021 | FK AP Brera Strumica | - | FK Renova | 2:1 | ||||
| 5. Round | 28/08/2021 | FK Bregalnica Štip | - | FK AP Brera Strumica | 3:2 | ||||
| 6. Round | 12/09/2021 | FK AP Brera Strumica | - | Makedonija GP | 4:1 |  |
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| 7. Round | 19/09/2021 | FK Pelister | - | FK AP Brera Strumica | 0:0 | ||||
| 8. Round | 26/09/2021 | FK AP Brera Strumica | - | KF Shkupi | 1:3 | |
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| 9. Round | 02/10/2021 | FK Skopje | - | FK AP Brera Strumica | 0:0 | ||||
| 17. Round | 08/12/2021 | Makedonija GP | - | FK AP Brera Strumica | 4:1 | |
Brazil