| 1. Round | 25/07/2009 | Dynamo Dresden | - | VfB Stuttgart II | 0:1 | ||||
| 5. Round | 23/08/2009 | VfB Stuttgart II | - | SV Wehen Wiesbaden | 3:0 | ||||
| 10. Round | 19/09/2009 | VfL Osnabrück | - | VfB Stuttgart II | 0:1 | ||||
| 21. Round | 19/12/2009 | 1. FC Heidenheim 1846 | - | VfB Stuttgart II | 2:1 | ||||
| 30. Round | 27/03/2010 | Borussia Dortmund II | - | VfB Stuttgart II | 1:2 |
Germany