| 1. Round | 15/09/1999 | Omonia Nikosia | - | Juventus | 2:5 | ||||
| 1. Round | 29/09/1999 | Juventus | - | Omonia Nikosia | 5:0 |  |
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| 2. Round | 03/11/1999 | Juventus | - | Levski Sofia | 1:1 | ||||
| 3. Round | 24/11/1999 | Olympiakos Piraeus | - | Juventus | 1:3 | ||||
| 3. Round | 06/12/1999 | Juventus | - | Olympiakos Piraeus | 1:2 | ||||
| Round of 16 | 01/03/2000 | Juventus | - | RC Celta | 1:0 | ||||
| Round of 16 | 08/03/2000 | RC Celta | - | Juventus | 4:0 |
Italy