1st Round
| July 20, 1942 | |||
| Arminia Bielefeld | 4 – 0 | LSV Gütersloh | |
| VfB Stuttgart | 6 – 1 | TSG 1861 Ludwigshafen | |
| VfB Königsberg | 6 – 0 | MTV Ponarth | |
| SV Neufahrwasser | 3 – 2 | LSV Heiligenbeil | |
| HuS Marienwerder | 1 – 2 | LSV Stettin | |
| Stettiner SC | 1 – 2 | LSV Pütnitz | |
| Blau-Weiß 90 Berlin | 3 – 0 | Lufthansa SG Berlin | |
| Hallescher FV Sportfreunde | 1 – 2 | SC Minerva 93 Berlin | |
| SpVgg Breslau 02 | 12 – 3 | LSV Görlitz | |
| LSV Boelcke Krakaus | 2 – 5 | TuS Lipine | |
| LSV Reiecke Brieg | 3 – 1 | LSV Olmütz | |
| FV Germania Königshütte | 3 – 5 | LSV Adler Deblin | |
| NTSG Falkenau | 3 – 1 | Planitzer SC | |
| Döbelner SC | 4 – 1 | NSTG Prag | |
| SV Dessau 05 | 2 – 0 | Eintracht Braunschweig | |
| SV Werder Bremen | 5 – 1 | SC Victoria Hamburg | |
| Hamburger SV | 6 – 0 | Eimsbütteler TV | |
| Hannover 96 | 3 – 3 | SV Fortuna Leipzig | (AET) |
| Reichsbahn SG Borussia Fulda | 1 – 6 | Westende Hamborn | |
| SV Schwarz-Weiß 07 Esch | 2 – 5 | FV Stadt Düdelingen | |
| SV Victoria 11 Köln | 2 – 3 | SpVgg 07 Sülz | |
| Hamborn 07 | 0 – 2 | FC Schalke 04 | |
| FC Hanau 93 | 2 – 1 | 1. FC Schweinfurt 05 | |
| SV Waldhof Mannheim | 3 – 1 | VfR Mannheim | |
| 1. FC Kaiserslautern | 2 – 3 | Kickers Offenbach | |
| Borussia Neunkirchen | 4 – 5 | SG SS Straßburg | |
| Rot-Weiß Essen | 2 – 5 | VfL 99 Köln | |
| FC Mülhausen 93 | 2 – 1 | RSC Straßburg | |
| SG Böblingen | 2 – 3 | Stuttgarter Kickers | |
| Eintracht Frankfurt | 4 – 1 | SpVgg Fürth | |
| TSV 1860 München | 5 – 3 | SK Rapid Wien | |
| Wiener AC | 1 – 2 | First Vienna FC |
Read more about this topic: 1942 Tschammerpokal