| 1 | Int | 07/18/1999 | Ceahlăul (ROM) - Juventus | 1 - 1 | van der Sar | Scânteie | 28' fp | 1 - 0 |
| 2 | Int | 08/04/1999 | Juventus - Rostselmash (RUS) | 5 - 1 | van der Sar | Duyun | 38' fp | 1 - 1 |
| 3 | Int | 08/24/1999 | Stade Rennais (FRA) - Juventus | 2 - 2 | van der Sar | Diouf | 20' fp | 1 - 0 |
| 4 | Int | 08/24/1999 | Stade Rennais (FRA) - Juventus | 2 - 2 | van der Sar | Nonda | 48' sp | 2 - 2 |
| 5 | SerA | 08/29/1999 | Juventus - Reggina | 1 - 1 | van der Sar | Kallon | 2' sp | 1 - 1 |
| 6 | CU | 09/16/1999 | Omonia Nicosia (CIP) - Juventus | 2 - 5 | van der Sar | Kontolefterou | 31' sp | 1 - 4 |
| 7 | CU | 09/16/1999 | Omonia Nicosia (CIP) - Juventus | 2 - 5 | van der Sar | Kontolefterou | 42' sp | 2 - 5 |
| 8 | SerA | 09/19/1999 | Juventus - Udinese | 4 - 1 | van der Sar | Bisgaard | 28' sp | 4 - 1 |
| 9 | SerA | 09/25/1999 | Lecce - Juventus | 2 - 0 | van der Sar | Lima | 3' fp | 1 - 0 |
| 10 | SerA | 09/25/1999 | Lecce - Juventus | 2 - 0 | van der Sar | Conticchio | 51' sp | 2 - 0 |
| 11 | CU | 10/21/1999 | Levski Sofia (BUL) - Juventus | 1 - 3 | van der Sar | Yoffou | 10' sp | 1 - 2 |
| 12 | SerA | 10/24/1999 | Bari - Juventus | 1 - 1 | van der Sar | Spinesi | 41' sp | 1 - 1 |
| 13 | CU | 11/04/1999 | Juventus - Levski Sofia (BUL) | 1 - 1 | van der Sar | Atanasov | 15' fp | 0 - 1 |
| 14 | SerA | 11/21/1999 | Juventus - Milan | 3 - 1 | van der Sar | Zidane own goal | 21' fp | 0 - 1 |
| 15 | CU | 11/25/1999 | Olympiacos Pireos (GRE) - Juventus | 1 - 3 | Rampulla | Giannakopoulos | 15' fp | 1 - 0 |
| 16 | CI | 12/01/1999 | Napoli - Juventus | 1 - 3 | Rampulla | Turrini penalty | 35' fp | 1 - 2 |
| 17 | CU | 12/07/1999 | Juventus - Olympiacos Pireos (GRE) | 1 - 2 | Rampulla | Djordjević | 37' fp | 1 - 1 |
| 18 | CU | 12/07/1999 | Juventus - Olympiacos Pireos (GRE) | 1 - 2 | Rampulla | Djordjević penalty | 39' sp | 1 - 2 |
| 19 | SerA | 12/19/1999 | Fiorentina - Juventus | 1 - 1 | Rampulla | Batistuta | 20' fp | 1 - 1 |
| 20 | SerA | 01/09/2000 | Parma - Juventus | 1 - 1 | van der Sar | Crespo | 47' sp | 1 - 1 |
| 21 | CI | 01/13/2000 | Juventus - Lazio | 3 - 2 | van der Sar | Ravanelli penalty | 7' sp | 3 - 1 |
| 22 | CI | 01/13/2000 | Juventus - Lazio | 3 - 2 | van der Sar | Mancini R. | 35' sp | 3 - 2 |
| 23 | CI | 01/26/2000 | Lazio - Juventus | 2 - 1 | van der Sar | Bokšić | 9' sp | 1 - 0 |
| 24 | CI | 01/26/2000 | Lazio - Juventus | 2 - 1 | van der Sar | Simeone | 35' sp | 2 - 1 |
| 25 | SerA | 01/30/2000 | Juventus - Cagliari | 1 - 1 | van der Sar | Sulcis | 14' fp | 1 - 1 |
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