| 3. Round | 21/08/2019 | SV Wehen Wiesbaden [Youth B] | - | Bayern München [Youth B] | 3:0 | ||||
| 13. Round | 09/11/2019 | SV Wehen Wiesbaden [Youth B] | - | Stuttgarter Kickers [Youth B] | 3:1 | ||||
| 14. Round | 23/11/2019 | SV Wehen Wiesbaden [Youth B] | - | 1. FSV Mainz 05 [Youth B] | 3:2 | ||||
| 16. Round | 07/12/2019 | Bayern München [Youth B] | - | SV Wehen Wiesbaden [Youth B] | 2:2 |  |
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| 17. Round | 14/12/2019 | SpVgg Greuther Fürth [Youth B] | - | SV Wehen Wiesbaden [Youth B] | 1:1 | ||||
| 15. Round | 09/02/2020 | SV Darmstadt 98 [Youth B] | - | SV Wehen Wiesbaden [Youth B] | 2:4 | |
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| 18. Round | 16/02/2020 | SV Wehen Wiesbaden [Youth B] | - | Eintracht Frankfurt [Youth B] | 2:2 | ||||
| 19. Round | 22/02/2020 | FC Augsburg [Youth B] | - | SV Wehen Wiesbaden [Youth B] | 0:0 | ||||
| 20. Round | 29/02/2020 | 1899 Hoffenheim [Youth B] | - | SV Wehen Wiesbaden [Youth B] | 5:0 | |
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| 21. Round | 07/03/2020 | SV Wehen Wiesbaden [Youth B] | - | SC Freiburg [Youth B] | 2:1 | |
Germany