2. Round | 02/08/2008 | Stuttgarter Kickers | - | Fortuna Düsseldorf | 0:2 | ||||
3. Round | 17/08/2008 | SpVgg Unterhaching | - | Stuttgarter Kickers | 2:0 | ||||
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 | ||||
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 | ||||
18. Round | 07/12/2008 | Stuttgarter Kickers | - | Werder Bremen II | 3:2 | ||||
19. Round | 13/12/2008 | SC Paderborn 07 | - | Stuttgarter Kickers | 2:0 | ||||
21. Round | 05/02/2009 | Fortuna Düsseldorf | - | Stuttgarter Kickers | 2:0 | ||||
27. Round | 21/03/2009 | Kickers Emden | - | Stuttgarter Kickers | 0:1 |