| 4. Round | 21/08/1999 | SSV Reutlingen | - | Karlsruher SC II | 4:1 |  |
|||
| 5. Round | 27/08/1999 | Karlsruher SC II | - | VfB Stuttgart II | 2:1 | |
|||
| 6. Round | 31/08/1999 | FSV Frankfurt | - | Karlsruher SC II | 2:0 | ||||
| 7. Round | 05/09/1999 | Karlsruher SC II | - | Quelle Fürth | 6:0 |  |
|
||
| 9. Round | 18/09/1999 | Karlsruher SC II | - | SV Darmstadt 98 | 1:2 | |
|||
| 12. Round | 10/10/1999 | Karlsruher SC II | - | TSV 1860 München II | 0:2 | ||||
| 17. Round | 13/11/1999 | SV Wehen-Taunusstein | - | Karlsruher SC II | 0:2 | |
|
Germany