1. Round | 26/07/2008 | Wacker Burghausen | - | Stuttgarter Kickers | 2:0 | ||||
2. Round | 02/08/2008 | Stuttgarter Kickers | - | Fortuna Düsseldorf | 0:2 | ||||
3. Round | 17/08/2008 | SpVgg Unterhaching | - | Stuttgarter Kickers | 2:0 | ||||
4. Round | 24/08/2008 | Stuttgarter Kickers | - | SV Sandhausen | 0:1 | ||||
8. Round | 27/09/2008 | Stuttgarter Kickers | - | Kickers Emden | 1:1 | ||||
9. Round | 05/10/2008 | Bayern München II | - | Stuttgarter Kickers | 3:3 | ||||
10. Round | 17/10/2008 | Stuttgarter Kickers | - | VfB Stuttgart II | 4:4 | ||||
11. Round | 25/10/2008 | Kickers Offenbach | - | Stuttgarter Kickers | 4:0 | ||||
12. Round | 28/10/2008 | Stuttgarter Kickers | - | 1. FC Union Berlin | 2:2 | ||||
13. Round | 31/10/2008 | Wuppertaler SV | - | Stuttgarter Kickers | 3:3 | ||||
14. Round | 08/11/2008 | Stuttgarter Kickers | - | Dynamo Dresden | 2:1 | ||||
15. Round | 15/11/2008 | Eintracht Braunschweig | - | Stuttgarter Kickers | 1:1 | ||||
16. Round | 22/11/2008 | Stuttgarter Kickers | - | FC Carl Zeiss Jena | 0:3 | ||||
17. Round | 29/11/2008 | VfR Aalen | - | Stuttgarter Kickers | 3:1 | ||||
20. Round | 20/12/2008 | Stuttgarter Kickers | - | Wacker Burghausen | 0:0 |