1st Round
| Blau-Weiß 90 Berlin | 9 – 2 | FC Sportfreunde Leipzig | |
| BC Hartha | 0 – 1 | 1. FC Nuremberg | |
| Neumeyer Nürnberg | 2 – 1 | Berliner SV 92 | |
| SK Rapid Wien | 6 – 1 | Vorwärts-Rasensport Gleiwitz | |
| VfL Köln | 1 – 3 | SC Wacker Wien | |
| Fortuna Düsseldorf | 8 – 1 | Tennis Borussia Berlin | |
| Hamburger SV | 2 – 0 | Westende Hamborn | |
| SV Waldhof Mannheim | 4 – 0 | VfL Osnabrück |
Read more about this topic: 1939 Tschammerpokal