| 1. Round | 13/08/1999 | VfL Wolfsburg | - | TSV 1860 München | 2:1 |  |
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| 2. Round | 21/08/1999 | Borussia Dortmund | - | VfL Wolfsburg | 2:1 | ||||
| 5. Round | 19/09/1999 | VfL Wolfsburg | - | Werder Bremen | 2:7 | ||||
| 11. Round | 06/11/1999 | VfL Wolfsburg | - | VfB Stuttgart | 0:2 | ||||
| 13. Round | 27/11/1999 | VfL Wolfsburg | - | Hertha BSC | 2:3 |  |
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| 16. Round | 15/12/1999 | VfL Wolfsburg | - | SSV Ulm 1846 | 1:2 | ||||
| 29. Round | 11/04/2000 | VfL Wolfsburg | - | FC Schalke 04 | 0:0 | |
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| 31. Round | 22/04/2000 | VfL Wolfsburg | - | 1. FC Kaiserslautern | 3:2 | |
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| 32. Round | 28/04/2000 | Eintracht Frankfurt | - | VfL Wolfsburg | 4:0 | ||||
| 33. Round | 13/05/2000 | SSV Ulm 1846 | - | VfL Wolfsburg | 2:0 | |
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| 34. Round | 20/05/2000 | VfL Wolfsburg | - | SC Freiburg | 2:1 |
Congo DR
