| 1 | UCL | 03/03/1999 | Juventus - Olympiacos Pireos (GRE) | 2 - 1 | Peruzzi | Niniadis penalty | 51' sp | 2 - 1 |
| 2 | UCL | 03/17/1999 | Olympiacos Pireos (GRE) - Juventus | 1 - 1 | Rampulla | Gogić | 13' fp | 1 - 0 |
| 3 | UCL | 04/07/1999 | Manchester United (ING) - Juventus | 1 - 1 | Peruzzi | Giggs | 47' sp | 1 - 1 |
| 4 | UCL | 04/21/1999 | Juventus - Manchester United (ING) | 2 - 3 | Peruzzi | Keane Roy | 24' fp | 2 - 1 |
| 5 | UCL | 04/21/1999 | Juventus - Manchester United (ING) | 2 - 3 | Peruzzi | Yorke | 34' fp | 2 - 2 |
| 6 | UCL | 04/21/1999 | Juventus - Manchester United (ING) | 2 - 3 | Peruzzi | Cole An. | 38' sp | 2 - 3 |
| 7 | Int | 07/18/1999 | Ceahlăul (ROM) - Juventus | 1 - 1 | van der Sar | Scânteie | 28' fp | 1 - 0 |
| 8 | Int | 08/04/1999 | Juventus - Rostselmash (RUS) | 5 - 1 | van der Sar | Duyun | 38' fp | 1 - 1 |
| 9 | Int | 08/24/1999 | Stade Rennais (FRA) - Juventus | 2 - 2 | van der Sar | Diouf | 20' fp | 1 - 0 |
| 10 | Int | 08/24/1999 | Stade Rennais (FRA) - Juventus | 2 - 2 | van der Sar | Nonda | 48' sp | 2 - 2 |
| 11 | CU | 09/16/1999 | Omonia Nicosia (CIP) - Juventus | 2 - 5 | van der Sar | Kontolefterou | 31' sp | 1 - 4 |
| 12 | CU | 09/16/1999 | Omonia Nicosia (CIP) - Juventus | 2 - 5 | van der Sar | Kontolefterou | 42' sp | 2 - 5 |
| 13 | CU | 10/21/1999 | Levski Sofia (BUL) - Juventus | 1 - 3 | van der Sar | Yoffou | 10' sp | 1 - 2 |
| 14 | CU | 11/04/1999 | Juventus - Levski Sofia (BUL) | 1 - 1 | van der Sar | Atanasov | 15' fp | 0 - 1 |
| 15 | CU | 11/25/1999 | Olympiacos Pireos (GRE) - Juventus | 1 - 3 | Rampulla | Giannakopoulos | 15' fp | 1 - 0 |
| 16 | CU | 12/07/1999 | Juventus - Olympiacos Pireos (GRE) | 1 - 2 | Rampulla | Djordjević | 37' fp | 1 - 1 |
| 17 | CU | 12/07/1999 | Juventus - Olympiacos Pireos (GRE) | 1 - 2 | Rampulla | Djordjević penalty | 39' sp | 1 - 2 |
| 18 | CU | 03/09/2000 | Celta Vigo (SPA) - Juventus | 4 - 0 | van der Sar | Makélélé | 1' fp | 1 - 0 |
| 19 | CU | 03/09/2000 | Celta Vigo (SPA) - Juventus | 4 - 0 | van der Sar | Birindelli own goal | 32' fp | 2 - 0 |
| 20 | CU | 03/09/2000 | Celta Vigo (SPA) - Juventus | 4 - 0 | van der Sar | McCarthy | 2' sp | 3 - 0 |
| 21 | CU | 03/09/2000 | Celta Vigo (SPA) - Juventus | 4 - 0 | van der Sar | McCarthy | 23' sp | 4 - 0 |
| 22 | UCL | 09/13/2000 | Hamburger SV (GER) - Juventus | 4 - 4 | van der Sar | Yeboah | 17' fp | 1 - 1 |
| 23 | UCL | 09/13/2000 | Hamburger SV (GER) - Juventus | 4 - 4 | van der Sar | Mahdavikia | 20' sp | 2 - 3 |
| 24 | UCL | 09/13/2000 | Hamburger SV (GER) - Juventus | 4 - 4 | van der Sar | Butt H. penalty | 27' sp | 3 - 3 |
| 25 | UCL | 09/13/2000 | Hamburger SV (GER) - Juventus | 4 - 4 | van der Sar | Kovač N. | 37' sp | 4 - 3 |
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