2. Round | 14/08/2020 | Sileks Kratovo | - | FK Pelister | 2:2 | ||||
3. Round | 23/08/2020 | Vardar Skopje | - | Sileks Kratovo | 0:4 | ||||
4. Round | 31/08/2020 | Sileks Kratovo | - | FK Renova | 3:1 | ||||
5. Round | 12/09/2020 | FC Struga | - | Sileks Kratovo | 2:0 | ||||
9. Round | 18/10/2020 | Sileks Kratovo | - | FK Rabotnički | 4:3 | ||||
10. Round | 24/10/2020 | KF Shkupi | - | Sileks Kratovo | 1:0 | ||||
11. Round | 08/11/2020 | Sileks Kratovo | - | Makedonija GP | 0:3 | ||||
15. Round | 06/12/2020 | FK Renova | - | Sileks Kratovo | 0:0 | ||||
17. Round | 13/12/2020 | FK Borec | - | Sileks Kratovo | 2:0 | ||||
18. Round | 16/12/2020 | Sileks Kratovo | - | Akademija Pandev | 1:2 |