| 1. Round | 01/08/1998 | VfB Stuttgart II | - | SSV Reutlingen | 0:2 |  |
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| 2. Round | 07/08/1998 | SV Wehen-Taunusstein | - | VfB Stuttgart II | 1:5 | ||||
| 23. Round | 21/03/1999 | VfB Stuttgart II | - | SC Pfullendorf | 1:0 | ||||
| 24. Round | 27/03/1999 | VfB Stuttgart II | - | FC Augsburg | 1:3 | ||||
| 25. Round | 01/04/1999 | Borussia Fulda | - | VfB Stuttgart II | 4:1 |  |
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| 27. Round | 17/04/1999 | Karlsruher SC II | - | VfB Stuttgart II | 1:2 | ||||
| 28. Round | 24/04/1999 | VfB Stuttgart II | - | FSV Frankfurt | 1:2 | ||||
| 29. Round | 30/04/1999 | SC Weismain | - | VfB Stuttgart II | 0:0 | |
Germany