| 1 | Int | 07/18/1999 | Ceahlăul (ROM) - Juventus | 1 - 1 | Tacchinardi | Câmpeanu | 12' sp | 1 - 1 |
| 2 | Int | 07/28/1999 | Rostselmash (RUS) - Juventus | 0 - 4 | Zambrotta | Kutepov | 9' fp | 0 - 1 |
| 3 | Int | 07/28/1999 | Rostselmash (RUS) - Juventus | 0 - 4 | Inzaghi | Kutepov | 24' sp | 0 - 2 |
| 4 | Int | 07/28/1999 | Rostselmash (RUS) - Juventus | 0 - 4 | Kovačević | Kutepov | 26' sp | 0 - 3 |
| 5 | Int | 07/28/1999 | Rostselmash (RUS) - Juventus | 0 - 4 | Inzaghi penalty | Kutepov | 43' sp | 0 - 4 |
| 6 | Int | 08/24/1999 | Stade Rennais (FRA) - Juventus | 2 - 2 | Conte A. | Malicki | 29' fp | 1 - 1 |
| 7 | Int | 08/24/1999 | Stade Rennais (FRA) - Juventus | 2 - 2 | Zambrotta | Malicki | 28' sp | 1 - 2 |
| 8 | SerA | 09/12/1999 | Cagliari - Juventus | 0 - 1 | Conte A. | Scarpi | 18' sp | 0 - 1 |
| 9 | CU | 09/16/1999 | Omonia Nicosia (CIP) - Juventus | 2 - 5 | Inzaghi | Yiallouris | 3' fp | 0 - 1 |
| 10 | CU | 09/16/1999 | Omonia Nicosia (CIP) - Juventus | 2 - 5 | Inzaghi | Yiallouris | 17' fp | 0 - 2 |
| 11 | CU | 09/16/1999 | Omonia Nicosia (CIP) - Juventus | 2 - 5 | Kovačević | Yiallouris | 22' fp | 0 - 3 |
| 12 | CU | 09/16/1999 | Omonia Nicosia (CIP) - Juventus | 2 - 5 | Esnáider | Yiallouris | 25' fp | 0 - 4 |
| 13 | CU | 09/16/1999 | Omonia Nicosia (CIP) - Juventus | 2 - 5 | Del Piero | Yiallouris | 37' sp | 1 - 5 |
| 14 | SerA | 10/17/1999 | Roma - Juventus | 0 - 1 | Zidane | Antonioli F. | 5' sp | 0 - 1 |
| 15 | CU | 10/21/1999 | Levski Sofia (BUL) - Juventus | 1 - 3 | Oliseh | Ivankov | 23' fp | 0 - 1 |
| 16 | CU | 10/21/1999 | Levski Sofia (BUL) - Juventus | 1 - 3 | Kovačević | Ivankov | 7' sp | 0 - 2 |
| 17 | CU | 10/21/1999 | Levski Sofia (BUL) - Juventus | 1 - 3 | Kovačević | Ivankov | 43' sp | 1 - 3 |
| 18 | SerA | 10/24/1999 | Bari - Juventus | 1 - 1 | Pessotto G. | Mancini F. | 22' fp | 0 - 1 |
| 19 | CU | 11/25/1999 | Olympiacos Pireos (GRE) - Juventus | 1 - 3 | Tudor | Eleftheropoulos | 28' fp | 1 - 1 |
| 20 | CU | 11/25/1999 | Olympiacos Pireos (GRE) - Juventus | 1 - 3 | Kovačević | Eleftheropoulos | 22' sp | 1 - 2 |
| 21 | CU | 11/25/1999 | Olympiacos Pireos (GRE) - Juventus | 1 - 3 | Inzaghi | Eleftheropoulos | 43' sp | 1 - 3 |
| 22 | CI | 12/01/1999 | Napoli - Juventus | 1 - 3 | Inzaghi | Bandieri | 18' fp | 0 - 1 |
| 23 | CI | 12/01/1999 | Napoli - Juventus | 1 - 3 | Kovačević | Bandieri | 29' fp | 0 - 2 |
| 24 | CI | 12/01/1999 | Napoli - Juventus | 1 - 3 | Kovačević | Bandieri | 35' sp | 1 - 3 |
| 25 | SerA | 12/19/1999 | Fiorentina - Juventus | 1 - 1 | Tudor | Toldo | 17' fp | 0 - 1 |
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