1. Round | 26/07/2008 | Wacker Burghausen | - | Stuttgarter Kickers | 2:0 | ||||
2. Round | 02/08/2008 | Stuttgarter Kickers | - | Fortuna Düsseldorf | 0:2 | ||||
4. Round | 24/08/2008 | Stuttgarter Kickers | - | SV Sandhausen | 0:1 | ||||
5. Round | 30/08/2008 | Jahn Regensburg | - | Stuttgarter Kickers | 1:1 | ||||
6. Round | 13/09/2008 | Stuttgarter Kickers | - | Erzgebirge Aue | 1:2 | ||||
7. Round | 20/09/2008 | Rot-Weiß Erfurt | - | Stuttgarter Kickers | 3:2 | ||||
8. Round | 27/09/2008 | Stuttgarter Kickers | - | Kickers Emden | 1:1 | ||||
9. Round | 05/10/2008 | Bayern München II | - | Stuttgarter Kickers | 3:3 | ||||
11. Round | 25/10/2008 | Kickers Offenbach | - | Stuttgarter Kickers | 4:0 | ||||
12. Round | 28/10/2008 | Stuttgarter Kickers | - | 1. FC Union Berlin | 2:2 | ||||
16. Round | 22/11/2008 | Stuttgarter Kickers | - | FC Carl Zeiss Jena | 0:3 | ||||
17. Round | 29/11/2008 | VfR Aalen | - | Stuttgarter Kickers | 3:1 |