| 9. Round | 23/10/1999 | Stuttgarter Kickers | - | Bor. Mönchengladbach | 3:1 | ||||
| 23. Round | 19/03/2000 | Energie Cottbus | - | Stuttgarter Kickers | 1:0 | ||||
| 24. Round | 25/03/2000 | VfL Bochum | - | Stuttgarter Kickers | 2:1 | ||||
| 25. Round | 31/03/2000 | Stuttgarter Kickers | - | TeBe Berlin | 2:0 | ||||
| 26. Round | 08/04/2000 | Bor. Mönchengladbach | - | Stuttgarter Kickers | 1:1 | ||||
| 27. Round | 14/04/2000 | Stuttgarter Kickers | - | Waldhof Mannheim | 3:0 | ||||
| 28. Round | 23/04/2000 | Kickers Offenbach | - | Stuttgarter Kickers | 0:4 | ||||
| 29. Round | 30/04/2000 | Stuttgarter Kickers | - | Fortuna Köln | 2:1 | ||||
| 30. Round | 07/05/2000 | 1. FSV Mainz 05 | - | Stuttgarter Kickers | 2:0 | ||||
| 31. Round | 13/05/2000 | Stuttgarter Kickers | - | 1. FC Nürnberg | 0:3 | ||||
| 32. Round | 18/05/2000 | Chemnitzer FC | - | Stuttgarter Kickers | 1:1 | ||||
| 33. Round | 21/05/2000 | Stuttgarter Kickers | - | Hannover 96 | 2:1 | ||||
| 34. Round | 26/05/2000 | Karlsruher SC | - | Stuttgarter Kickers | 1:1 |
Germany