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| 1st(1st leg) | VfB Stuttgart | - | Bayer Leverkusen | 2:1 | ||
| 2nd (2nd leg) | Bayer Leverkusen | - | VfB Stuttgart | 6:7 pso | ||
| 1st(1st leg): 12/06/1999 15:00 | 2nd (2nd leg): 19/06/1999 14:30 | Winner: VfB Stuttgart | ||||
| 1st(1st leg) | Karlsruher SC | - | Reinickendorfer Füchse | 0:2 | ||
| 2nd (2nd leg) | Reinickendorfer Füchse | - | Karlsruher SC | 0:1 | ||
| 1st(1st leg): 13/06/1999 10:00 | 2nd (2nd leg): 20/06/1999 10:00 | Winner: Reinickendorfer Füchse | ||||
| 1st(1st leg) | KFC Uerdingen 05 | - | Werder Bremen | 3:3 | ||
| 2nd (2nd leg) | Werder Bremen | - | KFC Uerdingen 05 | 2:0 | ||
| 1st(1st leg): 13/06/1999 10:00 | 2nd (2nd leg): 20/06/1999 10:00 | Winner: Werder Bremen | ||||
| 1st(1st leg) | 1. FC Kaiserslautern | - | Hertha BSC | 2:1 | ||
| 2nd (2nd leg) | Hertha BSC | - | 1. FC Kaiserslautern | 1:1 | ||
| 1st(1st leg): 13/06/1999 10:00 | 2nd (2nd leg): 20/06/1999 11:00 | Winner: 1. FC Kaiserslautern | ||||
