| 1998–99 season | |||
| President | Vittorio Caissotti di Chiusano | ||
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| Manager | Marcello Lippi Carlo Ancelotti |
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| Serie A | 7th | ||
| Coppa Italia | Quarter-finals | ||
| Champions League | Semi-finals | ||
| Supercoppa Italiana | Final | ||
| Top goalscorer | Filippo Inzaghi (13) | ||
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Juventus F.C. endured its worst domestic season since 1990–91, following a serious knee injury on superstar Alessandro Del Piero and a backlash for France's World Cup hero Zinedine Zidane. Contrary to the previous four seasons under the guidance of Marcello Lippi, Juventus' offense malfunctioned, and in February Lippi was let go by the club, with successful former Parma coach Carlo Ancelotti taking over.
With Ancelotti at the helm, Juve managed to salvage some respectability by reaching the semi finals of the Champions League, where eventual champions Manchester United just got the better of the Italian champions. But following that narrow defeat, Juventus had to settle for the UEFA Cup the next season, due to a lowly seventh place in the league.
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Contents
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Note: Flags indicate national team as has been defined under FIFA eligibility rules. Players may hold more than one non-FIFA nationality.
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| 1 13 September 1998 | Perugia | 3 – 4 | Juventus | Perugia | ||
| Nakata Bernardini |
Davids Tudor Pessotto Fonseca |
Stadium: Stadio Renato Curi Attendance: 25,005 Referee: Daniele Tombolini (Loreto) |
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| 2 20 September 1998 | Juventus | 1 – 0 | Cagliari | Turin | ||
| Inzaghi |
Stadium: Stadio delle Alpi Attendance: 50,000 Referee: Domenico Messina (Cava de' Tirreni) |
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| 3 | Parma | 1–0 | Juventus | |||
| D. Baggio |
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| 4 | Juventus | 1–0 | Piacenza | |||
| F. Inzaghi |
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| 5 | Vicenza | 1–1 | Juventus | |||
| Zauli |
Del Piero |
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| 6 | Juventus | 1–0 | Inter | |||
| Del Piero |
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| 7 | Juventus | 2–0 | Sampdoria | |||
| F. Inzaghi |
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| 8 | Udinese | 2–2 | Juventus | |||
| Bachini Sosa |
Zidane F. Inzaghi |
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| 9 | Roma | 2–0 | Juventus | |||
| Paulo Sérgio Candela |
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| 10 | Juventus | 0–0 | Empoli | |||
| 11 | Bologna | 3–0 | Juventus | |||
| Paramatti Signori Fontolan |
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| 12 | Juventus | 0–1 | Lazio | |||
| Salas |
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| 13 | Fiorentina | 1–0 | Juventus | |||
| Batistuta |
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| 14 | Juventus | 3–0 | Salernitana | |||
| F. Inzaghi |
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| 15 | Milan | 1–1 | Juventus | |||
| Albertini |
Fonseca |
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| 16 | Juventus | 1–1 | Bari | |||
| Davids |
D. Andersson |
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| 17 | Venezia | 1–1 | Juventus | |||
| Pedone |
Fonseca |
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| 18 | Juventus | 2–1 | Perugia | |||
| Fonseca Zidane |
Kaviedes |
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| 19 | Cagliari | 1–0 | Juventus | |||
| Berretta |
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| 20 | Juventus | 2–4 | Parma | |||
| Tacchinardi Fonseca |
Crespo Chiesa |
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| 21 | Piacenza | 0–2 | Juventus | |||
| Manighetti Birindelli |
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| 22 | Juventus | 2–0 | Vicenza | |||
| Amoruso Conte |
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| 23 | Inter | 0–0 | Juventus | |||
| 24 | Sampdoria | 1–2 | Juventus | |||
| Ortega |
Amoruso F. Inzaghi |
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| 25 | Juventus | 2–1 | Udinese | |||
| Fonseca F. Inzaghi |
Sosa |
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| 26 | Juventus | 1–1 | Roma | |||
| Iuliano |
Delvecchio |
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| 27 | Empoli | 1–0 | Juventus | |||
| Bianconi |
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| 28 | Juventus | 2–2 | Bologna | |||
| F. Inzaghi Di Livio |
Kolyvanov Cappioli |
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| 29 | Lazio | 1–3 | Juventus | |||
| Mancini |
Henry Amoruso |
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| 30 | Juventus | 2–1 | Fiorentina | |||
| F. Inzaghi Conte |
Tacchinardi |
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| 31 | Salernitana | 1–0 | Juventus | |||
| Di Vaio |
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| 32 | Juventus | 0–2 | Milan | |||
| Weah |
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| 33 | Bari | 0–1 | Juventus | |||
| Conte |
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| 34 | Juventus | 3–2 | Venezia | |||
| Conte F. Inzaghi Volpi |
Pedone Recoba |
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| 1 | Udinese | 0–0 | Juventus | |||
| 2 | Juventus | 1–1 | Udinese | |||
| F. Inzaghi |
Poggi |
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Udinese qualifying for the 1999-2000 UEFA Cup on away goals. Juventus declared 7th in Serie A.
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