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| 1st(1st leg) | AJ Auxerre | - | VfB Stuttgart | 0:2 (0:1) | ||
| 2nd (2nd leg) | VfB Stuttgart | - | AJ Auxerre | 1:1 (0:1) | ||
| 1st(1st leg): 08/08/2000 19:30 | 2nd (2nd leg): 22/08/2000 17:15 | Winner: VfB Stuttgart | ||||
| 1st(1st leg) | Sigma Olomouc | - | Udinese Calcio | 2:2 (2:1) | ||
| 2nd (2nd leg) | Udinese Calcio | - | Sigma Olomouc | 4:2 (0:1, 2:2) aet | ||
| 1st(1st leg): 08/08/2000 19:45 | 2nd (2nd leg): 22/08/2000 20:00 | Winner: Udinese Calcio | ||||
| 1st(1st leg) | RC Celta | - | Zenit St. Petersburg | 2:1 (1:1) | ||
| 2nd (2nd leg) | Zenit St. Petersburg | - | RC Celta | 2:2 (1:0) | ||
| 1st(1st leg): 08/08/2000 20:30 | 2nd (2nd leg): 22/08/2000 16:00 | Winner: RC Celta | ||||
