| 1. Round | 05/08/2023 | 1. FC Nürnberg [Youth B] | - | VfB Stuttgart [Youth B] | 1:2 | ||||
| 2. Round | 12/08/2023 | VfB Stuttgart [Youth B] | - | 1. FC Kaiserslautern [Youth B] | 6:0 |  |
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| 5. Round | 26/08/2023 | FC Augsburg [Youth B] | - | VfB Stuttgart [Youth B] | 2:3 | ||||
| 6. Round | 01/09/2023 | TSV 1860 München [Youth B] | - | VfB Stuttgart [Youth B] | 0:5 | ||||
| 7. Round | 17/09/2023 | VfB Stuttgart [Youth B] | - | 1. FSV Mainz 05 [Youth B] | 4:0 | ||||
| 8. Round | 23/09/2023 | Jahn Regensburg [Youth B] | - | VfB Stuttgart [Youth B] | 1:4 | ||||
| 9. Round | 01/10/2023 | VfB Stuttgart [Youth B] | - | Eintracht Frankfurt [Youth B] | 2:0 | ||||
| 10. Round | 07/10/2023 | 1899 Hoffenheim [Youth B] | - | VfB Stuttgart [Youth B] | 3:3 | ||||
| 11. Round | 24/10/2023 | VfB Stuttgart [Youth B] | - | FC Ingolstadt 04 [Youth B] | 5:0 | ||||
| 13. Round | 05/11/2023 | VfB Stuttgart [Youth B] | - | Bayern München [Youth B] | 1:4 | ||||
| 14. Round | 11/11/2023 | VfB Stuttgart [Youth B] | - | 1. FC Nürnberg [Youth B] | 1:1 |
Germany