| 2. Round | 07/08/1998 | SV Wehen-Taunusstein | - | VfB Stuttgart II | 1:5 |  |
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| 26. Round | 11/04/1999 | VfB Stuttgart II | - | TSV 1860 München II | 4:1 | ||||
| 28. Round | 24/04/1999 | VfB Stuttgart II | - | FSV Frankfurt | 1:2 | ||||
| 30. Round | 08/05/1999 | VfB Stuttgart II | - | VfR Mannheim | 0:2 | ||||
| 32. Round | 16/05/1999 | VfB Stuttgart II | - | TSF Ditzingen | 2:0 | ||||
| 33. Round | 21/05/1999 | Kickers Offenbach | - | VfB Stuttgart II | 3:0 | ||||
| 34. Round | 28/05/1999 | VfB Stuttgart II | - | Bayern München II | 2:2 |
Germany