| 2. Round | 01/07/2000 | Neuchâtel Xamax FC | - | VfB Stuttgart | 1:6 | ||||
| 2. Round | 09/07/2000 | VfB Stuttgart | - | Neuchâtel Xamax FC | 4:1 | ||||
| 3. Round | 15/07/2000 | RC Lens | - | VfB Stuttgart | 2:1 |  |
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| 3. Round | 22/07/2000 | VfB Stuttgart | - | RC Lens | 1:0 | ||||
| 4. Round | 26/07/2000 | VfB Stuttgart | - | Standard Liège | 1:1 | ||||
| 4. Round | 02/08/2000 | Standard Liège | - | VfB Stuttgart | 0:1 | |
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| 5. Round | 08/08/2000 | AJ Auxerre | - | VfB Stuttgart | 0:2 | ||||
| 5. Round | 22/08/2000 | VfB Stuttgart | - | AJ Auxerre | 1:1 |
South Africa