The 1938 Estonian Cup () was the first season of the Estonian football knockout tournament. 11 teams took part of the competition. In that time there was no penalty shoot-out after extra time. Because of that another final had to be arranged as the first match ended 1–1. In the second match, played on 6 November in Kadriorg Stadium, VS Sport Tallinn narrowly won over Tallinna Jalgpalliklubi, thus becoming the first cup champions of Estonia.
Preliminary round
Quarter-finals
Semi-finals
Final
Replay
References Estonian Cup 1938 at RSSSF