1999–2000 AC Milan season

Milan
1999–2000 season
President	Silvio Berlusconi
Manager	Alberto Zaccheroni
Stadium	San Siro
Serie A	3rd
Supercoppa Italiana	Runners-up
Coppa Italia	Quarter-finals
UEFA Champions League	Group stage
Top goalscorer	League: ; 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	Position
Goalkeepers
12	Christian Abbiati	GK
1	Sebastiano Rossi	GK
40	Valerio Fiori	GK
Defenders
3	Paolo Maldini (Captain)	CB / LB
5	Alessandro Costacurta	CB / SW / LB / RB
14	Roberto Ayala	CB
13	Taribo West	LB / CB
2	Thomas Helveg	RB / RM
19	José Chamot	LB / RB / CB
26	Luigi Sala	CB
38	Fabricio Coloccini	CB
27	Serginho	LB / LM / LW
Midfielders
4	Demetrio Albertini	CM / DM
18	Leonardo	AM / LW
10	Zvonimir Boban	AM / CM / LW / RW
24	Guly	LM / RM / AM
23	Massimo Ambrosini	CM / DM
8	Gennaro Gattuso	CM / DM / RM
21	Federico Giunti	CM / AM / DM
15	Diego De Ascentis	CM / DM
34	Carlo Teodorani	LM / LB
Forwards
20	Oliver Bierhoff	CF
7	Andriy Shevchenko	CF
41	José Mari	CF / SS
33	Mohammed Aliyu Datti	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	LBR	George Weah
11	FW	ITA	Maurizio Ganz
25	DF	FRA	Bruno Ngotty
28	GK	ITA	Roberto Colombo

Transfers

In
Pos.	Name	from	Type
FW	Andriy Shevchenko	Dinamo Kyiv	-
MF	Gennaro Gattuso	U.S. Salernitana	-
GK	Gabriele Aldegani	A.C. Monza	loan ended
GK	Dida	FC Lugano	-
GK	Valerio Fiori	Piacenza Calcio	-
DF	André Cruz	Standard Liege	loan ended
DF	Daniele Daino	S.S.C. Napoli	loan ended
DF	Mirco Sadotti	U.S. Lecce	-
DF	Max Tonetto	Empoli F.C.	-
DF	Carlo Teodorani	Cesena F.C.	-
MF	Diego De Ascentis	A.S. Bari	-
MF	Pierluigi Orlandini	Parma F.C.	-
MF	Serginho	Sao Paulo FC	-
FW	Mattia Graffiedi	Cesena FC	-
FW	Luca Saudati	Como 1907	loan ended

Out
Pos.	Name	To	Type
GK	Gabriele Aldegani	Treviso FBC 1993	loan
GK	Dida	SC Corinthians	loan
GK	Massimo Taibi	Venezia F.C.
GK	Giorgio Frezzolini	Inter	co-ownership
DF	Samir Beloufa	A.C. Monza	loan
DF	Francesco Coco	Torino F.C.	loan
DF	André Cruz	Torino F.C.
DF	Daniele Daino	Perugia Calcio	loan
DF	Steinar Nilsen	S.S.C. Napoli	co-ownership
DF	Carlo Teodorani	Ternana Calcio	loan
MF	Christian Ziege	Middlesbrough F.C.
MF	Ibrahim Ba	Perugia Calcio
MF	Roberto Donadoni		retired
MF	Domenico Morfeo	Fiorentina	loan ended
FW	Alessandro Ianuzzi	Reggina	loan
FW	Luca Saudati	Empoli F.C.	loan

Winter

In
Pos.	Name	from	Type
DF	José Chamot	Atletico Madrid	-
DF	Fabricio Coloccini	Boca Juniors	-
DF	Taribo West	Inter	-
FW	José Mari	Atletico Madrid	-

Out
Pos.	Name	To	Type
GK	Roberto Colombo	Calcio Padova	loan
DF	Bruno N'Gotty	Venezia F.C.	loan
DF	Mirco Sadotti	U.S. Lecce	loan
DF	Max Tonetto	Bologna F.C.	loan
MF	Pierluigi Orlandini	Venezia F.C.	loan
FW	Maurizio Ganz	Venezia F.C.	loan
FW	George Weah	Chelsea F.C.	loan

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	ITA	Mattia Graffiedi
31	MF	ITA	Lorenzo Rossetti
32	FW	ITA	Andrea Rabito
35	MF	ITA	Simonluca Agazzone
36	DF	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	Qualification to Champions League first group stage
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:

↑ Internazionale entered the 2000–01 UEFA Champions League after winning the UEFA Champions League qualification match against Parma.

Results by round

Round	1	2	3	4	5	6	7	8	9	10	11	12	13	14	15	16	17	18	19	20	21	22	23	24	25	26	27	28	29	30	31	32	33	34
Ground	A	H	A	H	A	H	A	A	H	A	H	A	H	H	A	H	A	H	A	H	A	H	A	H	H	A	H	A	H	A	A	H	A	H
Result	D	W	D	W	D	D	W	D	W	L	W	L	W	D	W	D	W	D	W	W	W	W	D	L	D	L	W	L	D	D	W	W	D	W
Position	4	1	5	3	5	5	3	3	3	5	4	6	5	5	5	5	5	4	3	3	3	2	3	4	4	4	3	3	3	4	3	3	3	3

Source: http://calcio-seriea.net/allenatori_squadra/1999/1171/
A = Away; H = Home; W = Win; D = Draw; L = Loss; P = Postponed; = Leader, 2000–01 UEFA Champions League Group stage; = 2000–01 UEFA Champions League Group stage; = 2000–01 UEFA Champions League Qualifying round; = 2000–01 UEFA Cup First round; = Qualification to Intertoto Cup; = 2000–01 Serie B

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	Chelsea	6	3	2	1	10	3	+7	11	Advance to second group stage
2	Hertha BSC	6	2	2	2	7	10	−3	8	Advance to second group stage
3	Galatasaray	6	2	1	3	10	13	−3	7	Transfer to UEFA Cup
4	Milan	6	1	3	2	6	7	−1	6

Source: UEFA

15 September 1999	Chelsea	0–0	Milan	London
20:45		Report		Stadium: Stamford Bridge Attendance: 34,000 Referee: Anders Frisk

21 September 1999	Milan	2–1	Galatasaray	Milan
20:45	Leonardo 44' Shevchenko 45'	Report	Ümit 50'	Stadium: San Siro Attendance: 37,000 Referee: Hugh Dallas

28 September 1999	Milan	1–1	Hertha BSC	Milan
20:45	Bierhoff 74'	Report	Daei 69'	Stadium: San Siro Attendance: 40,941 Referee: Gilles Veissière

20 October 1999	Hertha BSC	1–0	Milan	Berlin
20:45	Wosz 41'	Report		Stadium: Olympic Stadium Attendance: 75,000 Referee: José María García-Aranda

26 October 1999	Milan	1–1	Chelsea	Milan
20:45	Bierhoff 74'	Report	Wise 77'	Stadium: San Siro Attendance: 74,855 Referee: Nikolai Levnikov

3 November 1999	Galatasaray	3–2	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: Antonio López Nieto

Statistics

Players statistics

No.	Pos	Nat	Player	Total		Serie A		Coppa Italia		UEFA Champions League
No.	Pos	Nat	Player	Apps	Goals	Apps	Goals	Apps	Goals	Apps	Goals
12	GK	ITA	Abbiati	35	-40	29	-33	0	0	6	-7
5	DF	ITA	Costacurta	34	0	27	0	2	0	5	0
26	DF	ITA	Sala	24	0	16+4	0	3	0	1	0
3	DF	ITA	Maldini	37	1	27	1	4	0	6	0
24	MF	ARG	Guly	32	3	19+4	1	4	2	5	0
23	MF	ITA	Ambrosini	35	2	25+4	2	4	0	2	0
4	MF	ITA	Albertini	32	1	23+3	1	1	0	5	0
8	MF	ITA	Gattuso	28	1	16+6	1	1	0	5	0
27	MF	BRA	Serginho	31	2	18+6	2	2	0	5	0
20	FW	GER	Bierhoff	39	14	28+2	11	3	1	6	2
7	FW	UKR	Shevchenko	42	29	30+2	24	4	4	6	1
1	GK	ITA	Rossi	9	-14	5	-7	4	-7
14	DF	ARG	Ayala	22	0	9+4	0	3	0	6	0
13	DF	NGA	Taribo West	4	1	3+1	1
2	MF	DEN	Helveg	32	0	10+17	0	1	0	4	0
19	DF	ARG	Chamot	14	0	13	0	1	0
38	DF	ARG	Coloccini	0	0	0	0
18	MF	BRA	Leonardo	26	6	11+9	4	1	1	5	1
10	MF	CRO	Boban	22	6	11+6	6	3	0	2	0
21	MF	ITA	Giunti	32	1	11+13	0	3	0	5	1
15	MF	ITA	De Ascentis	23	0	14+5	0	4	0
41	FW	ESP	José Mari	17	1	6+9	1	2	0
33	FW	NGA	Aliyu Datti	1	0	0+1	0
9	FW	LBR	Weah	13	5	8+2	4	2	0	1	1
	MF	FRA	N'Gotty	12	0	7+2	0	1	0	2	0
	MF	ITA	Orlandini	5	1	1+1	1	1	0	2	0
	FW	ITA	Ganz	3	1	0+1	1	1	0	1	0
40	GK	ITA	Fiori	0	0	0	0
	DF	ITA	Tonetto	1	0	0	0	1	0

Source: http://calcio-seriea.net/presenze/1999/1171/

|}

Goalscorers

References

↑ Inter was consequently demoted to UEFA Cup first round
↑ 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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[table_note_INT0.54782162958189-2] Internazionale entered the 2000–01 UEFA Champions League after winning the UEFA Champions League qualification match against Parma.

[1] Inter was consequently demoted to UEFA Cup first round

[3] 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.

[1]

[lower-alpha 1]

[2]