1. Round | 15/08/1999 | Alemannia Aachen | - | Stuttgarter Kickers | 4:1 | ||||
2. Round | 22/08/1999 | Stuttgarter Kickers | - | FC St. Pauli | 2:1 | ||||
3. Round | 27/08/1999 | 1. FC Köln | - | Stuttgarter Kickers | 4:1 | ||||
4. Round | 12/09/1999 | Stuttgarter Kickers | - | Rot-Weiß Oberhausen | 2:2 | ||||
7. Round | 03/10/1999 | Stuttgarter Kickers | - | VfL Bochum | 0:0 | ||||
8. Round | 17/10/1999 | TeBe Berlin | - | Stuttgarter Kickers | 2:0 | ||||
11. Round | 07/11/1999 | Stuttgarter Kickers | - | Kickers Offenbach | 2:1 | ||||
15. Round | 10/12/1999 | Stuttgarter Kickers | - | Chemnitzer FC | 2:2 |