2021–22 Macedonian Football Cup

The 2021–22 Macedonian Football Cup was the 30th season of North Macedonia's football knockout competition. Sileks were the defending champions, having won their third title in the previous year.

First round
Matches were played on 15 and 22 September 2021. The finalists from the previous season (Akademija Pandev and Sileks) received byes.


 * colspan="3" style="background-color:#97DEFF" align=center|15 September 2021


 * colspan="3" style="background-color:#97DEFF" align=center|22 September 2021
 * colspan="3" style="background-color:#97DEFF" align=center|22 September 2021

Second round
The draw was held on 28 September 2021.


 * colspan="3" style="background-color:#97DEFF" align=center|20 October 2021

Quarter-finals
The draw was held on 2 November 2021.


 * colspan="3" style="background-color:#97DEFF" align=center|1 December 2021


 * colspan="3" style="background-color:#97DEFF" align=center|15 December 2021
 * colspan="3" style="background-color:#97DEFF" align=center|15 December 2021

Summary

 * colspan="3" style="background-color:#97DEFF" align=center|20 April 2022