1. Round | 15/08/1999 | Alemannia Aachen | - | Stuttgarter Kickers | 4:1 | ||||
2. Round | 22/08/1999 | Stuttgarter Kickers | - | FC St. Pauli | 2:1 | ||||
9. Round | 23/10/1999 | Stuttgarter Kickers | - | Bor. Mönchengladbach | 3:1 | ||||
10. Round | 29/10/1999 | Waldhof Mannheim | - | Stuttgarter Kickers | 4:3 | ||||
14. Round | 05/12/1999 | 1. FC Nürnberg | - | Stuttgarter Kickers | 3:2 | ||||
15. Round | 10/12/1999 | Stuttgarter Kickers | - | Chemnitzer FC | 2:2 | ||||
20. Round | 27/02/2000 | Stuttgarter Kickers | - | 1. FC Köln | 1:2 | ||||
17. Round | 02/03/2000 | Stuttgarter Kickers | - | Karlsruher SC | 2:1 | ||||
21. Round | 05/03/2000 | Rot-Weiß Oberhausen | - | Stuttgarter Kickers | 2:2 | ||||
22. Round | 12/03/2000 | Stuttgarter Kickers | - | SpVgg Greuther Fürth | 1:5 | ||||
23. Round | 19/03/2000 | Energie Cottbus | - | Stuttgarter Kickers | 1:0 | ||||
24. Round | 25/03/2000 | VfL Bochum | - | Stuttgarter Kickers | 2:1 |