1. Round | 09/08/2020 | FK Belasica | - | Sileks Kratovo | 0:6 | ||||
3. Round | 23/08/2020 | Vardar Skopje | - | Sileks Kratovo | 0:4 | ||||
4. Round | 31/08/2020 | Sileks Kratovo | - | FK Renova | 3:1 | ||||
6. Round | 20/09/2020 | Sileks Kratovo | - | FK Borec | 1:2 | ||||
7. Round | 27/09/2020 | Akademija Pandev | - | Sileks Kratovo | 1:0 | ||||
8. Round | 03/10/2020 | KF Shkëndija 79 | - | Sileks Kratovo | 1:1 | ||||
11. Round | 08/11/2020 | Sileks Kratovo | - | Makedonija GP | 0:3 | ||||
12. Round | 22/11/2020 | Sileks Kratovo | - | FK Belasica | 0:1 | ||||
13. Round | 29/11/2020 | FK Pelister | - | Sileks Kratovo | 1:2 | ||||
14. Round | 02/12/2020 | Sileks Kratovo | - | Vardar Skopje | 1:0 | ||||
15. Round | 06/12/2020 | FK Renova | - | Sileks Kratovo | 0:0 | ||||
16. Round | 09/12/2020 | Sileks Kratovo | - | FC Struga | 0:0 | ||||
17. Round | 13/12/2020 | FK Borec | - | Sileks Kratovo | 2:0 | ||||
18. Round | 16/12/2020 | Sileks Kratovo | - | Akademija Pandev | 1:2 |