| 8. Round | 05/09/2009 | Erzgebirge Aue | - | VfB Stuttgart II | 1:0 | ||||
| 11. Round | 26/09/2009 | VfB Stuttgart II | - | Borussia Dortmund II | 2:1 | ||||
| 13. Round | 18/10/2009 | VfB Stuttgart II | - | Wacker Burghausen | 1:0 | ||||
| 14. Round | 24/10/2009 | Eintracht Braunschweig | - | VfB Stuttgart II | 4:3 | ||||
| 15. Round | 30/10/2009 | VfB Stuttgart II | - | Werder Bremen II | 0:1 | ||||
| 16. Round | 07/11/2009 | Kickers Offenbach | - | VfB Stuttgart II | 2:0 | ||||
| 17. Round | 20/11/2009 | VfB Stuttgart II | - | FC Ingolstadt 04 | 2:4 | ||||
| 18. Round | 28/11/2009 | SpVgg Unterhaching | - | VfB Stuttgart II | 1:0 |  |
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| 19. Round | 04/12/2009 | VfB Stuttgart II | - | FC Carl Zeiss Jena | 0:1 | |
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| 20. Round | 12/12/2009 | VfB Stuttgart II | - | Dynamo Dresden | 2:2 |  |
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| 21. Round | 19/12/2009 | 1. FC Heidenheim 1846 | - | VfB Stuttgart II | 2:1 | ||||
| 33. Round | 10/04/2010 | VfB Stuttgart II | - | Eintracht Braunschweig | 1:2 |
Germany