| 12. Jornada | 22.11.2020 | Sileks Kratovo | - | FK Belasica | 0:1 | ||||
| 13. Jornada | 29.11.2020 | FK Pelister | - | Sileks Kratovo | 1:2 | ||||
| 14. Jornada | 02.12.2020 | Sileks Kratovo | - | Vardar Skopje | 1:0 |  |
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| 15. Jornada | 06.12.2020 | FK Renova | - | Sileks Kratovo | 0:0 | |
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| 16. Jornada | 09.12.2020 | Sileks Kratovo | - | FC Struga | 0:0 | ||||
| 17. Jornada | 13.12.2020 | FK Borec | - | Sileks Kratovo | 2:0 | ||||
| 18. Jornada | 16.12.2020 | Sileks Kratovo | - | FK AP Brera Strumica | 1:2 | ||||
| 29. Jornada | 24.04.2021 | Sileks Kratovo | - | FK AP Brera Strumica | 3:2 | ||||
| 30. Jornada | 28.04.2021 | FK Belasica | - | Sileks Kratovo | 1:3 | ||||
| 31. Jornada | 01.05.2021 | Sileks Kratovo | - | FK Borec | 1:1 | ||||
| 32. Jornada | 09.05.2021 | FK Rabotnički | - | Sileks Kratovo | 3:1 | ||||
| 33. Jornada | 16.05.2021 | Sileks Kratovo | - | FC Struga | 0:1 |
Macedonia del Norte