| 1 | Int | 07/28/1999 | Rostselmash (RUS) - Juventus | 0 - 4 | | | | Kutepov | 26' sp | 0 - 3 |
| 2 | CU | 09/16/1999 | Omonia Nicosia (CIP) - Juventus | 2 - 5 | | | | Yiallouris | 22' fp | 0 - 3 |
| 3 | CU | 09/30/1999 | Juventus - Omonia Nicosia (CIP) | 5 - 0 | |  | | Yiallouris | 20' fp | 1 - 0 |
| 4 | CU | 09/30/1999 | Juventus - Omonia Nicosia (CIP) | 5 - 0 | | | | Yiallouris | 2' sp | 2 - 0 |
| 5 | CU | 09/30/1999 | Juventus - Omonia Nicosia (CIP) | 5 - 0 | | | | Yiallouris | 41' sp | 4 - 0 |
| 6 | CU | 10/21/1999 | Levski Sofia (BUL) - Juventus | 1 - 3 | | | | Ivankov | 7' sp | 0 - 2 |
| 7 | CU | 10/21/1999 | Levski Sofia (BUL) - Juventus | 1 - 3 | | | | Ivankov | 43' sp | 1 - 3 |
| 8 | CU | 11/04/1999 | Juventus - Levski Sofia (BUL) | 1 - 1 | | | | Ivankov | 34' sp | 1 - 1 |
| 9 | SerA | 11/21/1999 | Juventus - Milan | 3 - 1 | | | | Abbiati | 49' sp | 3 - 1 |
| 10 | CU | 11/25/1999 | Olympiacos Pireos (GRE) - Juventus | 1 - 3 | | | | Eleftheropoulos | 22' sp | 1 - 2 |
| 11 | CI | 12/01/1999 | Napoli - Juventus | 1 - 3 | | | | Bandieri | 29' fp | 0 - 2 |
| 12 | CI | 12/01/1999 | Napoli - Juventus | 1 - 3 | | | | Bandieri | 35' sp | 1 - 3 |
| 13 | CU | 12/07/1999 | Juventus - Olympiacos Pireos (GRE) | 1 - 2 | | | | Eleftheropoulos | 1' fp | 1 - 0 |
| 14 | CI | 01/13/2000 | Juventus - Lazio | 3 - 2 | | | | Ballotta M. | 43' fp | 3 - 0 |
| 15 | SerA | 01/16/2000 | Juventus - Perugia | 3 - 0 | | | | Mazzantini | 48' sp | 3 - 0 |
| 16 | SerA | 01/23/2000 | Reggina - Juventus | 0 - 2 | | | | Taibi | 34' fp | 0 - 1 |
| 17 | CU | 03/02/2000 | Juventus - Celta Vigo (SPA) | 1 - 0 | | | | Pinto | 5' sp | 1 - 0 |
| 18 | SerA | 04/09/2000 | Bologna - Juventus | 0 - 2 | | | | Pagliuca G. | 45' sp | 0 - 1 |
| 19 | SerA | 04/16/2000 | Inter - Juventus | 1 - 2 | | | | Peruzzi | 10' sp | 0 - 1 |
| 20 | SerA | 04/16/2000 | Inter - Juventus | 1 - 2 | | | | Peruzzi | 34' sp | 0 - 2 |
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