| 8. Round | 29/09/2019 | VfB Stuttgart [Youth B] | - | Eintracht Frankfurt [Youth B] | 1:2 |  |
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| 11. Round | 26/10/2019 | SC Freiburg [Youth B] | - | VfB Stuttgart [Youth B] | 2:0 | ||||
| 12. Round | 03/11/2019 | FC Augsburg [Youth B] | - | VfB Stuttgart [Youth B] | 1:3 | ||||
| 13. Round | 10/11/2019 | VfB Stuttgart [Youth B] | - | SpVgg Unterhaching [Youth B] | 2:0 | ||||
| 14. Round | 22/11/2019 | VfB Stuttgart [Youth B] | - | Karlsruher SC [Youth B] | 0:0 | ||||
| 15. Round | 01/12/2019 | 1. FC Nürnberg [Youth B] | - | VfB Stuttgart [Youth B] | 1:1 | ||||
| 16. Round | 08/12/2019 | VfB Stuttgart [Youth B] | - | Stuttgarter Kickers [Youth B] | 2:2 |  |
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| 17. Round | 14/12/2019 | 1. FSV Mainz 05 [Youth B] | - | VfB Stuttgart [Youth B] | 3:2 |
France