| Estonian Cup | |
| Year: | 1938 |
| Other Titles: | Eesti Karikas |
| Country: | Estonia |
| Winners: | VS Sport Tallinn |
| Next Season: | 1939 |
The 1938 Estonian Cup (et|Eesti Karikas) 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 November 6 in Kadriorg Stadium, VS Sport Tallinn narrowly won over Tallinna Jalgpalliklubi, thus becoming the first cup champions of Estonia.
| width=150px | Home team | width=60px | Score | width=150px | Away team |
|---|---|---|---|---|---|
| PK Olümpia Tartu | 5–1 | VVS Puhkekodu Tallinn | |||
| SS Kalev Pärnu | 5–2 (a.e.t.) | ÜENÜTO | |||
| KS Võitleja Narva | 3–4 | Narva THK |
| width=150px | Home team | width=60px | Score | width=150px | Away team |
|---|---|---|---|---|---|
| SS Kalev Pärnu | 0–1 | VS Sport Tallinn | |||
| PK Olümpia Tartu | 0–3 | SS Tervis Pärnu | |||
| ESS Kalev Tallinn | 2–3 | Tallinna Jalgpalliklubi | |||
| Narva THK | 0–1 | SÜ Esta Tallinn |
| width=150px | Home team | width=60px | Score | width=150px | Away team |
|---|---|---|---|---|---|
| VS Sport Tallinn | 3–2 | SS Tervis Pärnu | |||
| SÜ Esta Tallinn | 0–1 (a.e.t.) | Tallinna Jalgpalliklubi |
| width=150px | Home team | width=60px | Score | width=150px | Away team |
|---|---|---|---|---|---|
| VS Sport Tallinn | 1–1 (a.e.t.) | Tallinna Jalgpalliklubi | |||
| VS Sport Tallinn | 2–1 (a.e.t.) | Tallinna Jalgpalliklubi |