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 | ||||
5. Round | 12/09/2020 | FC Struga | - | Sileks Kratovo | 2:0 | ||||
6. Round | 20/09/2020 | Sileks Kratovo | - | FK Borec | 1:2 |