The draw was made by
Estonian Football Association on 20 May 2021. • League level of the club in the brackets. • Rahvaliiga RL (people's league) is a league organized by
Estonian Football Association, but not part of the
main league system.
Byes These teams were not drawn and secured a place in the second round without playing: •
Meistriliiga (Level 1):
FC Kuressaare,
Tallinna JK Legion,
Nõmme Kalju FC,
Tartu JK Tammeka •
Esiliiga (2):
Tartu JK Welco,
JK Tallinna Kalev,
Tallinna FC Flora U21,
Pärnu Jalgpalliklubi •
Esiliiga B (3):
Läänemaa JK,
JK Tabasalu,
FC Tallinn, •
II Liiga (4): Paide Linnameeskond III, FA Tartu Kalev,
Põhja-Tallinna JK Volta, Tartu FC Helios, •
III Liiga (5): Saku Sporting, FC Maardu Aliens,
Pärnu JK Poseidon,
Tallinna FC Zapoos, JK Tabasalu II, Tallinna SC ReUnited, Tallinna FC Eston Villa, Türi Ganvix JK, Jõhvi FC Phoenix •
IV Liiga (6): Tallinna FC Soccernet, Maarjamäe FC Vigri, Rumori Calcio Tallinn • Rahvaliiga (RL): JK Pärnu Sadam, FC EstHam United, JK Karskem Karsklus ==Second round (1/32)==