Milan
1999–2000 season
PresidentSilvio Berlusconi
ManagerAlberto Zaccheroni
StadiumSan Siro
Serie A3rd
Supercoppa ItalianaRunners-up
Coppa ItaliaQuarter-finals
UEFA Champions LeagueGroup stage
Top goalscorerLeague:
Andriy Shevchenko (24)

All:
Andriy Shevchenko (29)

Associazione Calcio Milan did not manage to repeat their successful previous season (1998–99). They failed to defend the Serie A title, finishing in 3rd place behind champions Lazio and runners-up Juventus, and crashed out of the Champions League following a lackluster performance in the First Group Phase. In fact, Milan ended up last in the group, and did not even qualify for the remainder of the UEFA Cup.

New signing Andriy Shevchenko played his first season with the Milanese club, and managed to become the Serie A's top scorer in his debut season in Italy, with 24 goals (29 in all competitions), further enhancing his reputation as a fearsome striker. Other signings proven to be successful were Serginho and Gennaro Gattuso, who would stay at the club for years to come and be eventually introduced into the club's hall of fame.

Players

Squad information

Squad no. Name Nationality Position
Goalkeepers
12 Christian Abbiati Italy GK
1 Sebastiano Rossi Italy GK
40 Valerio Fiori Italy GK
Defenders
3 Paolo Maldini (Captain) Italy CB / LB
5 Alessandro Costacurta Italy CB / SW / LB / RB
14 Roberto Ayala Argentina CB
13 Taribo West Nigeria LB / CB
2 Thomas Helveg Denmark RB / RM
19 José Chamot Argentina LB / RB / CB
26 Luigi Sala Italy CB
38 Fabricio Coloccini Argentina CB
27 Serginho Brazil LB / LM / LW
Midfielders
4 Demetrio Albertini Italy CM / DM
18 Leonardo Brazil AM / LW
10 Zvonimir Boban Croatia AM / CM / LW / RW
24 Guly Argentina LM / RM / AM
23 Massimo Ambrosini Italy CM / DM
8 Gennaro Gattuso Italy CM / DM / RM
21 Federico Giunti Italy CM / AM / DM
15 Diego De Ascentis Italy CM / DM
34 Carlo Teodorani Italy LM / LB
Forwards
20 Oliver Bierhoff Germany CF
7 Andriy Shevchenko Ukraine CF
41 José Mari Spain CF / SS
33 Mohammed Aliyu Datti Nigeria CF / SS

Left club during the season

Note: Flags indicate national team as defined under FIFA eligibility rules. Players may hold more than one non-FIFA nationality.

No. Pos. Nation Player
9 FW Liberia LBR George Weah
11 FW Italy ITA Maurizio Ganz
25 DF France FRA Bruno Ngotty
28 GK Italy ITA Roberto Colombo

Transfers

Winter

Reserves

Note: Flags indicate national team as defined under FIFA eligibility rules. Players may hold more than one non-FIFA nationality.

No. Pos. Nation Player
30 FW Italy ITA Mattia Graffiedi
31 MF Italy ITA Lorenzo Rossetti
32 FW Italy ITA Andrea Rabito
35 MF Italy ITA Simonluca Agazzone
36 DF Italy ITA Michele Ferri

Competitions

Supercoppa Italiana

21 August 1999 Milan 1–2 Parma Milano
Guly 54' Report Crespo 66'
Boghossian 92'
Stadium: San Siro,
Attendance: 25,001
Referee: Gennaro Borriello

Serie A

League table

Pos Team Pld W D L GF GA GD Pts Qualification or relegation
1 Lazio (C) 34 21 9 4 64 33 +31 72 Qualification to Champions League first group stage
2 Juventus 34 21 8 5 46 20 +26 71
3 Milan 34 16 13 5 65 40 +25 61 Qualification to Champions League third qualifying round[1]
4 Internazionale[lower-alpha 1] 34 17 7 10 58 36 +22 58
5 Parma 34 16 10 8 52 37 +15 58 Qualification to UEFA Cup first round
Source: Serie A, RSSSF.com, Soccerway
Rules for classification: 1) Points; 2) Head-to-head points; 3) Head-to-head goal difference; 4) Goal difference; 5) Goals scored; 6) Draw. (Note: Head-to-head record is used only after all the matches between the teams in question have been played).[2]
(C) Champions
Notes:

Results by round

Round12345678910111213141516171819202122232425262728293031323334
GroundAHAHAHAAHAHAHHAHAHAHAHAHHAHAHAAHAH
ResultDWDWDDWDWLWLWDWDWDWWWWDLDLWLDDWWDW
Position4153553335465555543332344433343333

Matches

29 August 1999 1 Lecce 2–2 Milan Lecce
15:00 CEST Savino 65'
Lucarelli 80'
Report Weah 55'
Shevchenko 73'
Stadium: Via del Mare
Attendance: 32 080
Referee: Trentalange
12 September 1999 2 Milan 3–1 Perugia Milan
15:00 CEST Bierhoff 28'
Shevchenko 59'
Leonardo 71'
Report Materazzi 40' Stadium: San Siro
Attendance: 52 834
Referee: Bazzoli
18 September 1999 3 Bari 1–1 Milan Bari
20:30 CEST Osmanovski 12' Report Serginho 34' Stadium: San Nicola
Attendance: 52 541
Referee: Borriello
25 September 1999 4 Milan 4–0 Bologna Milan
20:30 CEST Weah 9'
Leonardo 44'
Bierhoff 55' (pen.)
Ganz 63'
Report Stadium: San Siro
Attendance: 52 541
Referee: Borriello
3 October 1999 5 Lazio 4–4 Milan Roma
20:30 CEST Verón 18'
Simeone 36'
Salas 38', 72'
Report Mihajlović 35' (o.g.)
Shevchenko 43', 63' (pen.), 69'
Stadium: Olimpico
Attendance: 56 135
Referee: Bazzoli
17 October 1999 6 Milan 2–2 Cagliari Milan
15:00 CEST Shevchenko 11' (pen.)
Bierhoff 83'
Report Morfeo 8'
Berretta 39'
Stadium: San Siro
Attendance: 54 949
Referee: De Santis
23 October 1999 7 Internazionale 1–2 Milan Milan
20:30 CEST Ronaldo 20' (pen.) Report Shevchenko 28'
Weah 89'
Stadium: Giuseppe Meazza
Attendance: 78 815
Referee: Borriello
31 October 1999 8 Verona 0–0 Milan Verona
15:00 CET Report Stadium: Marcantonio Bentegodi
Attendance: 30 556
Referee: Pierluigi Collina
7 November 1999 9 Milan 3–0 Venezia Milan
15:00 CET Bierhoff 52'
Weah 63'
Orlandini 74'
Report Stadium: San Siro
Attendance: 50 919
Referee: Rosetti
21 November 1999 10 Juventus 3–1 Milan Torino
15:00 CET Conte 23'
Inzaghi 51'
Kovačević 90'
Report Zidane 21' (o.g.) Stadium: Delle Alpi
Attendance: 48 118
Referee: De Santis
28 November 1999 11 Milan 2–1 Parma Milan
15:00 CET Boban 8'
Maldini 50'
Report Crespo 46' Stadium: San Siro
Attendance: 55 224
Referee: Pierluigi Collina
5 December 1999 12 Fiorentina 2–1 Milan Firenze
20:30 CET Batistuta 22'
Heinrich 42'
Report Bierhoff 1' Stadium: Artemio Franchi
Attendance: 37 062
Referee: Borriello
11 December 1999 13 Milan 2–0 Torino Milan
15:00 CET Bierhoff 3'
Shevchenko 76' (pen.)
Report Stadium: San Siro
Attendance: 50 417
Referee: Braschi
19 December 1999 14 Milan 2–2 Reggina Milan
15:00 CET Shevchenko 61', 74' Report Pirlo 30'
Kallon 79'
Stadium: San Siro
Attendance: 52 171
Referee: Preschern
6 January 2000 15 Piacenza 0–1 Milan Piacenza
15:00 CET Report Bierhoff 31' Stadium: Leonardo Garilli
Attendance: 14 945
Referee: Tombolini
9 January 2000 16 Milan 2–2 Roma Milan
15:00 CET Bierhoff 38'
José Mari 68'
Report Delvecchio 8'
Montella 57'
Stadium: San Siro
Attendance: 52 838
Referee: Bazzoli
16 January 2000 17 Udinese 1–2 Milan Udine
15:00 CET Muzzi 86' Report Boban 40'
Shevchenko 61'
Stadium: Friuli
Attendance: 22 717
Referee: Pellegrino
23 January 2000 18 Milan 2–2 Lecce Milan
15:00 CET Maldini 62'
Bierhoff 69'
Report Lucarelli 29'
Lucarelli 56'
Stadium: San Siro
Attendance: 56 636
Referee: Pierluigi Collina
30 January 2000 19 Perugia 0–3 Milan Perugia
15:00 CET Report Shevchenko 69'
Shevchenko 73'
Shevchenko 76'
Stadium: Renato Curi
Attendance: 16 904
Referee: Farina
6 February 2000 20 Milan 4–1 Bari Milan
15:00 CET Boban 15'
Serginho 52'
Innocenti 84' (o.g.)
Shevchenko 88'
Report Stadium: San Siro
Attendance: 58 862
Referee: Borriello
12 February 2000 21 Bologna 2–3 Milan Bologna
20:30 CET Ingesson 58'
Eriberto 59'
Report Gattuso 32'
Shevchenko 48'
Bierhoff 57'
Stadium: Renato Dall'Ara
Attendance: 34 457
Referee: Farina
20 February 2000 22 Milan 2–1 Lazio Milan
15:00 CET Boban 38' (pen.), 45' (pen.) Report S. Inzaghi 82' Stadium: San Siro
Attendance: 68 943
Referee: Rosetti
27 February 2000 23 Cagliari 0–0 Milan Cagliari
15:00 CET Report Stadium: Sant'Elia
Attendance: 23 146
Referee: Cesari
5 March 2000 24 Milan 1–2 Internazionale Milan
20:30 CET Shevchenko 90' (pen.) Report Zamorano 43'
Di Biagio 63'
Stadium: San Siro
Attendance: 80 736
Referee: Trentalange
12 March 2000 25 Milan 3–3 Verona Milan
15:00 CET Albertini 16'
Shevchenko 33', 59' (pen.)
Report Apolloni 51'
Laursen 54'
Cammarata 90+3'
Stadium: San Siro
Attendance: 54 031
Referee: Treossi
19 March 2000 26 Venezia 1–0 Milan Venezia
15:00 CET Maniero 11' Report Stadium: Stadio Pierluigi Penzo
Attendance: 11 904
Referee: Rosetti
24 March 2000 27 Milan 2–0 Juventus Milan
20:30 CET Shevchenko 45'
Shevchenko 84' (pen.)
Report Stadium: San Siro
Attendance: 82 146
Referee: Paparesta
2 April 2000 28 Parma 1–0 Milan Parma
15:00 CEST Crespo 68' Report Stadium: Il Tardini
Attendance: 25 919
Referee: Pierluigi Collina
9 April 2000 29 Milan 1–1 Fiorentina Milan
15:00 CEST Leonardo 76' Report Di Livio 70' Stadium: San Siro
Attendance: 55 585
Referee: Pellegrino
16 April 2000 30 Torino 2–2 Milan Torino
15:00 CEST Pinga 29', 69' Report Ambrosini 13'
Guly 74'
Stadium: Delle Alpi
Attendance: 24 350
Referee: Pierluigi Collina
22 April 2000 31 Reggina 1–2 Milan Reggina
15:00 CEST Pirlo 25' Report Vargas 5' (o.g.)
Shevchenko 14'
Stadium: Oreste Granillo
Attendance: 25986
Referee: Farina
30 April 2000 32 Milan 1–0 Piacenza Milan
15:00 CEST Ambrosini 15' Report Stadium: San Siro
Attendance: 53 608
Referee: Preschern
7 May 2000 33 Roma 1–1 Milan Roma
15:00 CEST Zago 11' Report Shevchenko 83' (pen.) Stadium: Olimpico
Attendance: 64 058
Referee: Trentalange
14 May 2000 34 Milan 4–0 Udinese Milan
15:00 CEST Bierhoff 11'
Shevchenko 39' (pen.)
West 59'
Leonardo 85'
Report Stadium: San Siro
Attendance: 73 219
Referee: Cesari

Coppa Italia

Eightfinals

2 December 1999 1 Atalanta B.C. 3-2 Milan Bergamo
Caccia 70'
Nappi 87'
Nappi 90'
Report 14' Shevchenko
67' Leonardo
Stadium: Azzurri d'Italia
Attendance: 20 000
Referee: Trentalange
2 December 1999 1 Milan 3-0 Atalanta B.C. Milan
Bierhoff 40'
Guly 53'
Guly 65'
Report Stadium: San Siro
Attendance: 9 812
Referee: Treossi

Quarterfinals

12 January 2000 1 Milan 2-3 Inter Milan
Shevchenko 44'
Shevchenko 55'
Report 29' Vieri
54' Mutu
69' Seedorf
Stadium: San Siro
Attendance: 32 645
Referee: Farina
27 January 2000 1 Inter 1-1 Milan Milan
Baggio 37' Report 35' Shevchenko Stadium: Giuseppe Meazza
Attendance: 63 823
Referee: Treossi

UEFA Champions League

Group stage

Pos Team Pld W D L GF GA GD Pts Qualification
1 England Chelsea 6 3 2 1 10 3 +7 11 Advance to second group stage
2 Germany Hertha BSC 6 2 2 2 7 10 3 8
3 Turkey Galatasaray 6 2 1 3 10 13 3 7 Transfer to UEFA Cup
4 Italy Milan 6 1 3 2 6 7 1 6
Source: UEFA
15 September 1999 Chelsea England 0–0 Italy Milan London
20:45 Report Stadium: Stamford Bridge
Attendance: 34,000
Referee: SwedenAnders Frisk
21 September 1999 Milan Italy 2–1 Turkey Galatasaray Milan
20:45 Leonardo 44'
Shevchenko 45'
Report Ümit 50' Stadium: San Siro
Attendance: 37,000
Referee: Scotland Hugh Dallas
28 September 1999 Milan Italy 1–1 Germany Hertha BSC Milan
20:45 Bierhoff 74' Report Daei 69' Stadium: San Siro
Attendance: 40,941
Referee: France Gilles Veissière
20 October 1999 Hertha BSC Germany 1–0 Italy Milan Berlin
20:45 Wosz 41' Report Stadium: Olympic Stadium
Attendance: 75,000
Referee: Spain José María García-Aranda
26 October 1999 Milan Italy 1–1 England Chelsea Milan
20:45 Bierhoff 74' Report Wise 77' Stadium: San Siro
Attendance: 74,855
Referee: Russia Nikolai Levnikov
3 November 1999 Galatasaray Turkey 3–2 Italy Milan Istanbul
21:45 Capone 27'
Şükür 87'
Ümit 90' (pen.)
Report Weah 20'
Giunti 51'
Stadium: Ali Sami Yen Stadium
Attendance: 22,000
Referee: Spain Antonio López Nieto

Statistics

Players statistics

No. Pos Nat Player TotalSerie ACoppa ItaliaUEFA
Champions League
AppsGoalsAppsGoalsAppsGoalsAppsGoals
12 GK Italy ITA Abbiati 35-4029-33006-7
5 DF Italy ITA Costacurta 3402702050
26 DF Italy ITA Sala 24016+403010
3 DF Italy ITA Maldini 3712714060
24 MF Argentina ARG Guly 32319+414250
23 MF Italy ITA Ambrosini 35225+424020
4 MF Italy ITA Albertini 32123+311050
8 MF Italy ITA Gattuso 28116+611050
27 MF Brazil BRA Serginho 31218+622050
20 FW Germany GER Bierhoff 391428+2113162
7 FW Ukraine UKR Shevchenko 422930+2244461
1 GK Italy ITA Rossi 9-145-74-7
14 DF Argentina ARG Ayala 2209+403060
13 DF Nigeria NGA Taribo West 413+11
2 MF Denmark DEN Helveg 32010+1701040
19 DF Argentina ARG Chamot 14013010
38 DF Argentina ARG Coloccini 0000
18 MF Brazil BRA Leonardo 26611+941151
10 MF Croatia CRO Boban 22611+663020
21 MF Italy ITA Giunti 32111+1303051
15 MF Italy ITA De Ascentis 23014+5040
41 FW Spain ESP José Mari 1716+9120
33 FW Nigeria NGA Aliyu Datti 100+10
9 FW Liberia LBR Weah 1358+242011
MF France FRA N'Gotty 1207+201020
MF Italy ITA Orlandini 511+111020
FW Italy ITA Ganz 310+111010
40 GK Italy ITA Fiori 0000
DF Italy ITA Tonetto 100010

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Goalscorers

References

  1. Inter was consequently demoted to UEFA Cup first round
  2. Almanacco Illustrato del Calcio – La Storia 1898-2004, Panini Edizioni, Modena, September 2005 "Norme organizzative interne della F.I.G.C. – Art. 51.6" (PDF) (in Italian). Italian Football Federation. 12 September 2018. Retrieved 11 November 2018.
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