1. Round | 08/08/2021 | Akademija Pandev | - | FC Struga | 1:1 | ||||
3. Round | 18/08/2021 | GFK Tikvesh | - | Akademija Pandev | 0:2 | ||||
4. Round | 22/08/2021 | Akademija Pandev | - | FK Renova | 2:1 | ||||
5. Round | 28/08/2021 | FK Bregalnica Štip | - | Akademija Pandev | 3:2 | ||||
14. Round | 21/11/2021 | Akademija Pandev | - | GFK Tikvesh | 3:2 | ||||
15. Round | 27/11/2021 | FK Renova | - | Akademija Pandev | 1:2 | ||||
16. Round | 05/12/2021 | Akademija Pandev | - | FK Bregalnica Štip | 0:0 | ||||
17. Round | 08/12/2021 | Makedonija GP | - | Akademija Pandev | 4:1 | ||||
18. Round | 12/12/2021 | Akademija Pandev | - | FK Pelister | 1:0 |