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| 29/10/2019 | 17:30 | MSV Duisburg | - | 1899 Hoffenheim | 0:2 (0:0) | |
| 17:30 | 1. FC Saarbrücken | - | 1. FC Köln | 3:2 (0:0) | ||
| 17:30 | SC Freiburg | - | 1. FC Union Berlin | 1:3 (1:1) | ||
| 17:30 | Hamburger SV | - | VfB Stuttgart | 1:2 (1:1, 1:1) aet | ||
| 19:00 | VfL Bochum | - | Bayern München | 1:2 (1:0) | ||
| 19:45 | SV Darmstadt 98 | - | Karlsruher SC | 0:1 (0:0) | ||
| 19:45 | Bayer Leverkusen | - | SC Paderborn 07 | 1:0 (1:0) | ||
| 19:45 | Arminia Bielefeld | - | FC Schalke 04 | 2:3 (0:3) | ||
| 30/10/2019 | 17:30 | 1. FC Kaiserslautern | - | 1. FC Nürnberg | 6:5 (1:1, 2:2, 2:2) pso | |
| 17:30 | SC Verl | - | Holstein Kiel | 8:7 (1:1, 1:1, 1:1) pso | ||
| 17:30 | VfL Wolfsburg | - | RB Leipzig | 1:6 (0:1) | ||
| 17:30 | Werder Bremen | - | 1. FC Heidenheim 1846 | 4:1 (4:1) | ||
| 19:45 | Fortuna Düsseldorf | - | Erzgebirge Aue | 2:1 (1:1) | ||
| 19:45 | Borussia Dortmund | - | Bor. Mönchengladbach | 2:1 (0:0) | ||
| 19:45 | Hertha BSC | - | Dynamo Dresden | 5:4 (0:1, 2:2, 3:3) pso | ||
| 19:45 | FC St. Pauli | - | Eintracht Frankfurt | 1:2 (1:2) |
