1. Round | 08/08/2021 | Makedonija GP | - | FK Pelister | 1:0 | ||||
2. Round | 15/08/2021 | FC Struga | - | FK Pelister | 1:0 | ||||
4. Round | 22/08/2021 | FK Skopje | - | FK Pelister | 1:0 | ||||
5. Round | 28/08/2021 | FK Pelister | - | KF Shkëndija 79 | 2:2 | ||||
6. Round | 12/09/2021 | FK Borec | - | FK Pelister | 2:1 | ||||
7. Round | 19/09/2021 | FK Pelister | - | Akademija Pandev | 0:0 | ||||
8. Round | 26/09/2021 | FK Rabotnički | - | FK Pelister | 1:1 | ||||
9. Round | 02/10/2021 | FK Pelister | - | GFK Tikvesh | 0:0 |