| 1 | UCL | 03/03/1999 | Juventus - Olympiacos Pireos (GRE) | 2 - 1 | Peruzzi | Niniadis penalty | 51' sp | 2 - 1 |
| 2 | SerA | 03/13/1999 | Juventus - Udinese | 2 - 1 | Rampulla | Sosa | 3' sp | 1 - 1 |
| 3 | SerA | 03/21/1999 | Juventus - Roma | 1 - 1 | De Sanctis | Delvecchio | 7' sp | 0 - 1 |
| 4 | SerA | 04/11/1999 | Juventus - Bologna | 2 - 2 | Peruzzi | Kolyvanov | 34' fp | 1 - 1 |
| 5 | SerA | 04/11/1999 | Juventus - Bologna | 2 - 2 | Peruzzi | Cappioli | 7' sp | 1 - 2 |
| 6 | UCL | 04/21/1999 | Juventus - Manchester United (ING) | 2 - 3 | Peruzzi | Keane Roy | 24' fp | 2 - 1 |
| 7 | UCL | 04/21/1999 | Juventus - Manchester United (ING) | 2 - 3 | Peruzzi | Yorke | 34' fp | 2 - 2 |
| 8 | UCL | 04/21/1999 | Juventus - Manchester United (ING) | 2 - 3 | Peruzzi | Cole An. | 38' sp | 2 - 3 |
| 9 | SerA | 04/25/1999 | Juventus - Fiorentina | 2 - 1 | Peruzzi | Tacchinardi own goal | 40' sp | 1 - 1 |
| 10 | SerA | 05/09/1999 | Juventus - Milan | 0 - 2 | Peruzzi | Weah | 1' sp | 0 - 1 |
| 11 | SerA | 05/09/1999 | Juventus - Milan | 0 - 2 | Peruzzi | Weah | 19' sp | 0 - 2 |
| 12 | SerA | 05/23/1999 | Juventus - Venezia | 3 - 2 | Rampulla | Pedone | 18' sp | 2 - 1 |
| 13 | SerA | 05/23/1999 | Juventus - Venezia | 3 - 2 | Rampulla | Recoba | 45' sp | 3 - 2 |
| 14 | SparE | 05/31/1999 | Juventus - Udinese | 1 - 1 | Rampulla | Poggi | 26' sp | 1 - 1 |
| 15 | Int | 08/04/1999 | Juventus - Rostselmash (RUS) | 5 - 1 | van der Sar | Duyun | 38' fp | 1 - 1 |
| 16 | SerA | 08/29/1999 | Juventus - Reggina | 1 - 1 | van der Sar | Kallon | 2' sp | 1 - 1 |
| 17 | SerA | 09/19/1999 | Juventus - Udinese | 4 - 1 | van der Sar | Bisgaard | 28' sp | 4 - 1 |
| 18 | CU | 11/04/1999 | Juventus - Levski Sofia (BUL) | 1 - 1 | van der Sar | Atanasov | 15' fp | 0 - 1 |
| 19 | SerA | 11/21/1999 | Juventus - Milan | 3 - 1 | van der Sar | Zidane own goal | 21' fp | 0 - 1 |
| 20 | CU | 12/07/1999 | Juventus - Olympiacos Pireos (GRE) | 1 - 2 | Rampulla | Djordjević | 37' fp | 1 - 1 |
| 21 | CU | 12/07/1999 | Juventus - Olympiacos Pireos (GRE) | 1 - 2 | Rampulla | Djordjević penalty | 39' sp | 1 - 2 |
| 22 | CI | 01/13/2000 | Juventus - Lazio | 3 - 2 | van der Sar | Ravanelli penalty | 7' sp | 3 - 1 |
| 23 | CI | 01/13/2000 | Juventus - Lazio | 3 - 2 | van der Sar | Mancini R. | 35' sp | 3 - 2 |
| 24 | SerA | 01/30/2000 | Juventus - Cagliari | 1 - 1 | van der Sar | Sulcis | 14' fp | 1 - 1 |
| 25 | SerA | 02/27/2000 | Juventus - Roma | 2 - 1 | van der Sar | Delvecchio | 38' fp | 1 - 1 |
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