| 2. Round | 02/08/2008 | Stuttgarter Kickers | - | Fortuna Düsseldorf | 0:2 | ||||
| 3. Round | 17/08/2008 | SpVgg Unterhaching | - | Stuttgarter Kickers | 2:0 | ||||
| 8. Round | 27/09/2008 | Stuttgarter Kickers | - | Kickers Emden | 1:1 | ||||
| 10. Round | 17/10/2008 | Stuttgarter Kickers | - | VfB Stuttgart II | 4:4 | ||||
| 11. Round | 25/10/2008 | Kickers Offenbach | - | Stuttgarter Kickers | 4:0 | ||||
| 14. Round | 08/11/2008 | Stuttgarter Kickers | - | Dynamo Dresden | 2:1 | ||||
| 21. Round | 05/02/2009 | Fortuna Düsseldorf | - | Stuttgarter Kickers | 2:0 | ||||
| 25. Round | 07/03/2009 | Erzgebirge Aue | - | Stuttgarter Kickers | 0:2 |  |
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| 31. Round | 12/04/2009 | 1. FC Union Berlin | - | Stuttgarter Kickers | 5:1 | |
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| 24. Round | 15/04/2009 | Stuttgarter Kickers | - | Jahn Regensburg | 1:1 |
Albania