| 16. Round | 28/02/2009 | VfB Stuttgart [Youth] | - | Bayern München [Youth] | 3:1 |  |
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| 17. Round | 07/03/2009 | Eintracht Frankfurt [Youth] | - | VfB Stuttgart [Youth] | 1:0 | ||||
| 13. Round | 11/03/2009 | VfB Stuttgart [Youth] | - | FC 08 Villingen [Youth] | 5:1 | ||||
| 18. Round | 14/03/2009 | SC Freiburg [Youth] | - | VfB Stuttgart [Youth] | 4:0 | ||||
| 19. Round | 21/03/2009 | VfB Stuttgart [Youth] | - | SpVgg Greuther Fürth [Youth] | 2:1 | ||||
| 14. Round | 29/03/2009 | VfB Stuttgart [Youth] | - | 1. FC Kaiserslautern [Youth] | 1:1 |
Germany