| 2. Round | 16/08/2020 | FK AP Brera Strumica | - | Vardar Skopje | 0:1 | ||||
| 3. Round | 22/08/2020 | FK Renova | - | FK AP Brera Strumica | 2:0 | ||||
| 4. Round | 29/08/2020 | FK AP Brera Strumica | - | FC Struga | 1:0 | ||||
| 5. Round | 13/09/2020 | FK Borec | - | FK AP Brera Strumica | 2:0 | ||||
| 7. Round | 27/09/2020 | FK AP Brera Strumica | - | Sileks Kratovo | 1:0 | ||||
| 8. Round | 03/10/2020 | FK Rabotnički | - | FK AP Brera Strumica | 0:0 | ||||
| 9. Round | 18/10/2020 | FK AP Brera Strumica | - | KF Shkupi | 0:1 | ||||
| 10. Round | 25/10/2020 | Makedonija GP | - | FK AP Brera Strumica | 3:1 |
Serbia