| Estonian Cup | |
| Year: | 1939 |
| Other Titles: | Eesti Karikas |
| Country: | Estonia |
| Winners: | Tallinna Jalgpalliklubi |
| Prev Season: | 1938 |
| Next Season: | 1992–93 |
The 1939 Estonian Cup (Estonian: Eesti Karikas) was the second season of the Estonian football knockout tournament. 11 teams took part of the competition. In the final, played on November 6 in Kadriorg Stadium in Tallinn, Tallinna Jalgpalliklubi won 4–1 over ESS Kalev Tallinn.
| width=150px | Home team | width=60px | Score | width=150px | Away team |
|---|---|---|---|---|---|
| SS Kalev Pärnu | w/o | VS Sport Tallinn | |||
| THK Narva | 3–2 | KS Võitleja Narva | |||
| SK Raudla Tartu | 0–0 (a.e.t.) | SÜ Esta Tallinn | |||
| Replay | |||||
| SÜ Esta Tallinn | w/o | SK Raudla Tartu | |||
| width=150px | Home team | width=60px | Score | width=150px | Away team |
|---|---|---|---|---|---|
| PK Olümpia Tartu | 2–8 | ESS Kalev Tallinn | |||
| Tallinna Jalgpalliklubi | 6–5 | VS Sport Tallinn | |||
| SS Tervis Pärnu | 1–2 | SÜ Esta Tallinn | |||
| THK Narva | 3–2 (a.e.t.) | ÜENÜTO |
| width=150px | Home team | width=60px | Score | width=150px | Away team |
|---|---|---|---|---|---|
| Tallinna Jalgpalliklubi | 6–2 | THK Narva | |||
| ESS Kalev Tallinn | 1–0 | SÜ Esta Tallinn |
| width=150px | Home team | width=60px | Score | width=150px | Away team |
|---|---|---|---|---|---|
| Tallinna Jalgpalliklubi | 4–1 | ESS Kalev Tallinn |