1. Round | 14/08/1999 | VfB Stuttgart | - | Werder Bremen | 0:0 | ||||
2. Round | 21/08/1999 | Hamburger SV | - | VfB Stuttgart | 3:0 | ||||
4. Round | 11/09/1999 | SpVgg Unterhaching | - | VfB Stuttgart | 2:0 | ||||
8. Round | 17/10/1999 | VfB Stuttgart | - | FC Schalke 04 | 0:2 | ||||
9. Round | 23/10/1999 | Hertha BSC | - | VfB Stuttgart | 1:1 | ||||
10. Round | 31/10/1999 | VfB Stuttgart | - | 1. FC Kaiserslautern | 0:1 | ||||
14. Round | 04/12/1999 | VfB Stuttgart | - | TSV 1860 München | 1:3 | ||||
20. Round | 12/02/2000 | Bayer Leverkusen | - | VfB Stuttgart | 1:0 | ||||
28. Round | 08/04/2000 | VfB Stuttgart | - | VfL Wolfsburg | 2:5 |