| 3. Round | 18/07/1999 | Ceahlăul Piatra Neamt | - | Juventus | 1:1 |  |
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| 3. Round | 24/07/1999 | Juventus | - | Ceahlăul Piatra Neamt | 0:0 | ||||
| 4. Round | 28/07/1999 | Rostselmash Rostov | - | Juventus | 0:4 | ||||
| 5. Round | 10/08/1999 | Juventus | - | Stade Rennais | 2:0 | |
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| 5. Round | 24/08/1999 | Stade Rennais | - | Juventus | 2:2 |
Italy