1. Round 09/08/2020 FK Belasica - Sileks Kratovo 0:6
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
6. Round 20/09/2020 Sileks Kratovo - FK Borec 1:2
7. Round 27/09/2020 FK AP Brera Strumica - Sileks Kratovo 1:0 yellow card
8. Round 03/10/2020 KF Shkëndija 79 - Sileks Kratovo 1:1 yellow card
9. Round 18/10/2020 Sileks Kratovo - FK Rabotnički 4:3
10. Round 24/10/2020 KF Shkupi - Sileks Kratovo 1:0 yellow card
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 yellow card
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 red card
20. Round 27/02/2021 FK Rabotnički - Sileks Kratovo 1:1 yellow card
22. Round 06/03/2021 Makedonija GP - Sileks Kratovo 1:0
23. Round 14/03/2021 Makedonija GP - Sileks Kratovo 0:3 yellow card
24. Round 20/03/2021 Sileks Kratovo - KF Shkupi 1:3 red card
26. Round 11/04/2021 Sileks Kratovo - Vardar Skopje 6:0
27. Round 14/04/2021 FK Pelister - Sileks Kratovo 3:2
28. Round 17/04/2021 FK Renova - Sileks Kratovo 2:1
29. Round 24/04/2021 Sileks Kratovo - FK AP Brera Strumica 3:2
30. Round 28/04/2021 FK Belasica - Sileks Kratovo 1:3
31. Round 01/05/2021 Sileks Kratovo - FK Borec 1:1
32. Round 09/05/2021 FK Rabotnički - Sileks Kratovo 3:1
33. Round 16/05/2021 Sileks Kratovo - FC Struga 0:1