| 2. Round | 18/08/2019 | Alemannia Aachen [Youth B] | - | 1. FC Köln [Youth B] | 2:3 | ||||
| 4. Round | 24/08/2019 | Wuppertaler SV [Youth B] | - | 1. FC Köln [Youth B] | 0:4 | ||||
| 3. Round | 27/08/2019 | 1. FC Köln [Youth B] | - | Fortuna Düsseldorf [Youth B] | 3:2 |  |
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| 5. Round | 31/08/2019 | Preußen Münster [Youth B] | - | 1. FC Köln [Youth B] | 0:3 | ||||
| 6. Round | 14/09/2019 | FC Schalke 04 [Youth B] | - | 1. FC Köln [Youth B] | 0:3 | ||||
| 7. Round | 21/09/2019 | 1. FC Köln [Youth B] | - | SV Lippstadt 08 [Youth B] | 4:0 | |
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| 8. Round | 28/09/2019 | Borussia Dortmund [Youth B] | - | 1. FC Köln [Youth B] | 2:2 | ||||
| 9. Round | 05/10/2019 | 1. FC Köln [Youth B] | - | Arminia Bielefeld [Youth B] | 7:0 | |
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| 18. Round | 15/02/2020 | 1. FC Köln [Youth B] | - | Preußen Münster [Youth B] | 6:0 | ||||
| 19. Round | 22/02/2020 | 1. FC Köln [Youth B] | - | FC Schalke 04 [Youth B] | 2:1 | |
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| 20. Round | 01/03/2020 | SV Lippstadt 08 [Youth B] | - | 1. FC Köln [Youth B] | 0:12 | |
Austria