| 12. Round | 10/10/1999 | VfB Stuttgart II | - | SV Lohhof | 3:0 | ||||
| 13. Round | 17/10/1999 | TSF Ditzingen | - | VfB Stuttgart II | 2:2 | ||||
| 14. Round | 24/10/1999 | VfB Stuttgart II | - | Bayern München II | 3:0 | ||||
| 15. Round | 30/10/1999 | VfB Stuttgart II | - | SSV Reutlingen | 0:2 | ||||
| 18. Round | 20/11/1999 | VfB Stuttgart II | - | Quelle Fürth | 1:0 | ||||
| 23. Round | 22/03/2000 | TSV 1860 München II | - | VfB Stuttgart II | 1:0 | ||||
| 30. Round | 06/05/2000 | VfB Stuttgart II | - | TSF Ditzingen | 2:0 | ||||
| 31. Round | 14/05/2000 | Bayern München II | - | VfB Stuttgart II | 1:6 |  |
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| 32. Round | 17/05/2000 | SSV Reutlingen | - | VfB Stuttgart II | 2:0 | ||||
| 33. Round | 21/05/2000 | VfB Stuttgart II | - | VfR Mannheim | 0:0 | ||||
| 34. Round | 27/05/2000 | FSV Frankfurt | - | VfB Stuttgart II | 0:2 dec. |
Germany