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| I | Ceahlăul Piatra Neamt | - | Austria Wien | 2:2 (0:2) | ||
| V | Austria Wien | - | Ceahlăul Piatra Neamt | 3:0 (1:0) | ||
| I: 15.07.2000 16:00 | V: 22.07.2000 19:30 | Campeones: Austria Wien | ||||
| I | Chmel Blsany | - | PS Kalamata | 5:0 (2:0) | ||
| V | PS Kalamata | - | Chmel Blsany | 0:3 (0:1) | ||
| I: 15.07.2000 16:30 | V: 22.07.2000 20:00 | Campeones: Chmel Blsany | ||||
| I | Slaven Belupo | - | Sigma Olomouc | 1:1 (1:1) | ||
| V | Sigma Olomouc | - | Slaven Belupo | 2:0 (0:0) | ||
| I: 15.07.2000 17:00 | V: 22.07.2000 16:30 | Campeones: Sigma Olomouc | ||||
| I | Zenit | - | Lombard FC Tatabanya | 2:1 (0:1) | ||
| V | Lombard FC Tatabanya | - | Zenit | 1:2 (0:0) | ||
| I: 15.07.2000 17:00 | V: 22.07.2000 18:00 | Campeones: Zenit | ||||
| I | Standard Liège | - | SV Austria Salzburg | 3:1 (1:1) | ||
| V | SV Austria Salzburg | - | Standard Liège | 1:1 (0:1) | ||
| I: 15.07.2000 20:00 | V: 22.07.2000 18:00 | Campeones: Standard Liège | ||||
| I | CS Sedan | - | Wolfsburgo | 0:0 (0:0) | ||
| V | Wolfsburgo | - | CS Sedan | 2:1 (1:0) | ||
| I: 15.07.2000 20:30 | V: 22.07.2000 18:15 | Campeones: Wolfsburgo | ||||
| I | RC Lens | - | Stuttgart | 2:1 (1:0) | ||
| V | Stuttgart | - | RC Lens | 1:0 (1:0) | ||
| I: 15.07.2000 20:30 | V: 22.07.2000 18:15 | Campeones: Stuttgart | ||||
| I | Celta | - | FK Pelister | 3:0 (1:0) | ||
| V | FK Pelister | - | Celta | 1:2 (0:0) | ||
| I: 15.07.2000 21:00 | V: 22.07.2000 17:30 | Campeones: Celta | ||||
| I | Aalborg BK | - | Udinese | 0:2 (0:0) | ||
| V | Udinese | - | Aalborg BK | 1:2 (1:1) | ||
| I: 16.07.2000 15:00 | V: 22.07.2000 20:45 | Campeones: Udinese | ||||
| I | Bradford City | - | RKC Waalwijk | 2:0 (0:0) | ||
| V | RKC Waalwijk | - | Bradford City | 0:1 (0:0) | ||
| I: 16.07.2000 16:00 | V: 22.07.2000 19:30 | Campeones: Bradford City | ||||
| I | FC Marila Příbram | - | Aston Villa | 0:0 (0:0) | ||
| V | Aston Villa | - | FC Marila Příbram | 3:1 (1:1) | ||
| I: 16.07.2000 17:00 | V: 22.07.2000 15:00 | Campeones: Aston Villa | ||||
| I | Rostselmash Rostov | - | AJ Auxerre | 0:2 (0:1) | ||
| V | AJ Auxerre | - | Rostselmash Rostov | 3:1 (3:0) | ||
| I: 16.07.2000 17:00 | V: 22.07.2000 20:30 | Campeones: AJ Auxerre | ||||
