| 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 | 08/04/1999 | Juventus - Rostselmash (RUS) | 5 - 1 | Inzaghi penalty | Savchenko | 32' fp | 1 - 0 |
| 7 | Int | 08/04/1999 | Juventus - Rostselmash (RUS) | 5 - 1 | Tacchinardi | Savchenko | 4' sp | 2 - 1 |
| 8 | Int | 08/04/1999 | Juventus - Rostselmash (RUS) | 5 - 1 | Inzaghi | Savchenko | 20' sp | 3 - 1 |
| 9 | Int | 08/04/1999 | Juventus - Rostselmash (RUS) | 5 - 1 | Inzaghi | Savchenko | 26' sp | 4 - 1 |
| 10 | Int | 08/04/1999 | Juventus - Rostselmash (RUS) | 5 - 1 | Del Piero | Savchenko | 31' sp | 5 - 1 |
| 11 | Int | 08/10/1999 | Juventus - Stade Rennais (FRA) | 2 - 0 | Inzaghi | Malicki | 27' fp | 1 - 0 |
| 12 | Int | 08/10/1999 | Juventus - Stade Rennais (FRA) | 2 - 0 | Inzaghi | Malicki | 17' sp | 2 - 0 |
| 13 | Int | 08/24/1999 | Stade Rennais (FRA) - Juventus | 2 - 2 | Conte A. | Malicki | 29' fp | 1 - 1 |
| 14 | Int | 08/24/1999 | Stade Rennais (FRA) - Juventus | 2 - 2 | Zambrotta | Malicki | 28' sp | 1 - 2 |
| 15 | SerA | 08/29/1999 | Juventus - Reggina | 1 - 1 | Inzaghi | Orlandoni | 31' fp | 1 - 0 |
| 16 | SerA | 09/12/1999 | Cagliari - Juventus | 0 - 1 | Conte A. | Scarpi | 18' sp | 0 - 1 |
| 17 | CU | 09/16/1999 | Omonia Nicosia (CIP) - Juventus | 2 - 5 | Inzaghi | Yiallouris | 3' fp | 0 - 1 |
| 18 | CU | 09/16/1999 | Omonia Nicosia (CIP) - Juventus | 2 - 5 | Inzaghi | Yiallouris | 17' fp | 0 - 2 |
| 19 | CU | 09/16/1999 | Omonia Nicosia (CIP) - Juventus | 2 - 5 | Kovačević | Yiallouris | 22' fp | 0 - 3 |
| 20 | CU | 09/16/1999 | Omonia Nicosia (CIP) - Juventus | 2 - 5 | Esnáider | Yiallouris | 25' fp | 0 - 4 |
| 21 | CU | 09/16/1999 | Omonia Nicosia (CIP) - Juventus | 2 - 5 | Del Piero | Yiallouris | 37' sp | 1 - 5 |
| 22 | SerA | 09/19/1999 | Juventus - Udinese | 4 - 1 | Del Piero penalty | Turci | 21' fp | 1 - 0 |
| 23 | SerA | 09/19/1999 | Juventus - Udinese | 4 - 1 | Inzaghi penalty | Turci | 23' fp | 2 - 0 |
| 24 | SerA | 09/19/1999 | Juventus - Udinese | 4 - 1 | Inzaghi | Turci | 39' fp | 3 - 0 |
| 25 | SerA | 09/19/1999 | Juventus - Udinese | 4 - 1 | Zambrotta | Turci | 3' sp | 4 - 0 |
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