| 1. Round | 08/08/2020 | Vardar Skopje | - | FK Borec | 0:1 | ||||
| 2. Round | 16/08/2020 | FK AP Brera Strumica | - | Vardar Skopje | 0:1 | ||||
| 3. Round | 23/08/2020 | Vardar Skopje | - | Sileks Kratovo | 0:4 | ||||
| 4. Round | 29/08/2020 | FK Rabotnički | - | Vardar Skopje | 1:1 | ||||
| 13. Round | 28/11/2020 | Vardar Skopje | - | FK AP Brera Strumica | 2:0 | ||||
| 19. Round | 21/02/2021 | Vardar Skopje | - | FK Pelister | 2:2 | ||||
| 24. Round | 20/03/2021 | Vardar Skopje | - | KF Shkëndija 79 | 1:6 | ||||
| 25. Round | 04/04/2021 | FK Pelister | - | Vardar Skopje | 2:0 | ||||
| 26. Round | 11/04/2021 | Sileks Kratovo | - | Vardar Skopje | 6:0 | ||||
| 27. Round | 14/04/2021 | Vardar Skopje | - | FK Renova | 1:1 | ||||
| 28. Round | 18/04/2021 | FK AP Brera Strumica | - | Vardar Skopje | 3:0 | ||||
| 29. Round | 25/04/2021 | Vardar Skopje | - | FK Belasica | 1:0 | ||||
| 31. Round | 01/05/2021 | Vardar Skopje | - | FK Rabotnički | 1:3 | ||||
| 32. Round | 09/05/2021 | FC Struga | - | Vardar Skopje | 1:0 | ||||
| 33. Round | 16/05/2021 | Vardar Skopje | - | Makedonija GP | 0:2 |
North Macedonia