| 1. Round | 30/07/2000 | Rot-Weiß Erfurt | - | VfB Stuttgart II | 3:2 | ||||
| 2. Round | 05/08/2000 | VfB Stuttgart II | - | Bayern München II | 4:1 | ||||
| 3. Round | 12/08/2000 | VfR Mannheim | - | VfB Stuttgart II | 1:4 | ||||
| 4. Round | 20/08/2000 | VfB Stuttgart II | - | SC Pfullendorf | 0:0 | ||||
| 10. Round | 01/10/2000 | Sportfreunde Siegen | - | VfB Stuttgart II | 1:1 | ||||
| 12. Round | 14/10/2000 | Karlsruher SC | - | VfB Stuttgart II | 1:0 | ||||
| 13. Round | 22/10/2000 | VfB Stuttgart II | - | SV 07 Elversberg | 1:1 | ||||
| 14. Round | 28/10/2000 | SV Darmstadt 98 | - | VfB Stuttgart II | 1:1 | ||||
| 15. Round | 05/11/2000 | VfB Stuttgart II | - | Wacker Burghausen | 2:2 | ||||
| 16. Round | 11/11/2000 | Jahn Regensburg | - | VfB Stuttgart II | 0:3 | ||||
| 17. Round | 19/11/2000 | VfB Stuttgart II | - | Eintracht Trier | 2:3 | ||||
| 18. Round | 25/11/2000 | VfB Stuttgart II | - | Rot-Weiß Erfurt | 2:0 | ||||
| 19. Round | 03/12/2000 | Bayern München II | - | VfB Stuttgart II | 3:0 |
Czech Republic