| 10. Round | 24/09/1999 | Wacker Burghausen | - | Karlsruher SC II | 1:4 |  |
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| 11. Round | 02/10/1999 | VfR Mannheim | - | Karlsruher SC II | 2:1 | ||||
| 15. Round | 30/10/1999 | 1. FC Schweinfurt 05 | - | Karlsruher SC II | 1:2 | |
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| 18. Round | 20/11/1999 | SV Lohhof | - | Karlsruher SC II | 2:7 | ||||
| 20. Round | 05/12/1999 | Bayern München II | - | Karlsruher SC II | 0:1 | ||||
| 21. Round | 04/03/2000 | Karlsruher SC II | - | SSV Reutlingen | 0:5 | ||||
| 22. Round | 11/03/2000 | VfB Stuttgart II | - | Karlsruher SC II | 2:3 | ||||
| 23. Round | 18/03/2000 | Karlsruher SC II | - | FSV Frankfurt | 1:1 | ||||
| 24. Round | 25/03/2000 | Quelle Fürth | - | Karlsruher SC II | 2:2 | ||||
| 25. Round | 01/04/2000 | Karlsruher SC II | - | SC Pfullendorf | 3:2 | ||||
| 27. Round | 15/04/2000 | Karlsruher SC II | - | Wacker Burghausen | 1:1 | ||||
| 29. Round | 30/04/2000 | TSV 1860 München II | - | Karlsruher SC II | 1:1 | |
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| 31. Round | 12/05/2000 | Borussia Fulda | - | Karlsruher SC II | 2:2 | ||||
| 32. Round | 16/05/2000 | Karlsruher SC II | - | 1. FC Schweinfurt 05 | 1:2 | ||||
| 33. Round | 21/05/2000 | VfR Aalen | - | Karlsruher SC II | 1:0 | ||||
| 34. Round | 27/05/2000 | Karlsruher SC II | - | SV Wehen-Taunusstein | 1:2 |
Germany