| 3. Round | 13/08/1999 | VfR Mannheim | - | Quelle Fürth | 3:1 | ||||
| 4. Round | 20/08/1999 | VfR Aalen | - | VfR Mannheim | 4:0 | ||||
| 5. Round | 28/08/1999 | VfR Mannheim | - | SC Pfullendorf | 1:1 |  |
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| 8. Round | 11/09/1999 | SV Lohhof | - | VfR Mannheim | 0:3 | ||||
| 9. Round | 19/09/1999 | VfR Mannheim | - | Wacker Burghausen | 2:1 | |
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| 13. Round | 16/10/1999 | VfR Mannheim | - | TSV 1860 München II | 3:0 |  |
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| 15. Round | 30/10/1999 | FC Augsburg | - | VfR Mannheim | 0:1 | ||||
| 16. Round | 07/11/1999 | VfR Mannheim | - | VfB Stuttgart II | 2:1 | ||||
| 17. Round | 14/11/1999 | Borussia Fulda | - | VfR Mannheim | 0:0 | ||||
| 19. Round | 27/11/1999 | VfR Mannheim | - | 1. FC Schweinfurt 05 | 4:1 | |
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| 20. Round | 04/12/1999 | Quelle Fürth | - | VfR Mannheim | 2:2 | ||||
| 18. Round | 12/12/1999 | FSV Frankfurt | - | VfR Mannheim | 2:2 | ||||
| 22. Round | 10/03/2000 | SC Pfullendorf | - | VfR Mannheim | 4:1 | ||||
| 26. Round | 08/04/2000 | Wacker Burghausen | - | VfR Mannheim | 5:0 | ||||
| 31. Round | 13/05/2000 | VfR Mannheim | - | SSV Reutlingen | 3:6 | ||||
| 32. Round | 17/05/2000 | VfR Mannheim | - | FC Augsburg | 0:1 | |
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| 33. Round | 21/05/2000 | VfB Stuttgart II | - | VfR Mannheim | 0:0 | ||||
| 34. Round | 27/05/2000 | VfR Mannheim | - | Borussia Fulda | 3:2 | |
Niger