The 1999–2000 season was Juventus Football Club's 102nd in existence and 98th consecutive season in the top flight of Italian football.

Juventus came close to adding to its collection of league titles, but in the end, a controversial refereeing decision denied them the title.

Juventus led 1–0 at home to Parma in their penultimate match. Parma made a huge effort to equalise, and thought they had done so when Fabio Cannavaro headed the ball into the back of the net during stoppage time. However, referee Massimo De Santis controversially disallowed the goal due to a perceived foul, despite protests from the Parma players.

On the last day of the season, title rivals Lazio beat Reggina by 3–0 at home, but Juventus unexpectedly ran into problems at Perugia, where heavy rainfall began with the score tied at 0–0 in half-time. Referee Pierluigi Collina nonetheless decided to kick off the game, albeit half an hour too late. Nervous Laziali and players followed the Perugia–Juventus game via radio, hoping that Juventus would be defeated. A draw would mean a re-match between the sides to decide the title, while a win would give Juventus another scudetto. The Juventus players' efforts were in vain, since Alessandro Calori struck a half-volley into the back of the net with half an hour to go. With Juventus unable to make a comeback, they lost the title in the final round of the season.

It was a bitter end to the season for the Turin club, who had led the table for most of the campaign and lost just one of their first 26 matches, only to collapse in the final 8 games (4 losses suffered in those games). To make matters worse, despite initially winning the 1999 UEFA Intertoto Cup, Juventus had endured a humiliating UEFA Cup run, being beaten 4–0 and eliminated in the round of 16 by Spanish club Celta Vigo. This was their earliest exit from European competitions since the 1987–88 UEFA Cup.

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

No. Pos. Nation Player 1 GK  NED Edwin van der Sar 2 DF  ITA Ciro Ferrara 3 DF  SCG Zoran Mirković 4 DF  URU Paolo Montero 5 MF  NGA Sunday Oliseh 7 DF  ITA Gianluca Pessotto 8 MF  ITA Antonio Conte (captain) 9 FW  ITA Filippo Inzaghi 10 FW  ITA Alessandro Del Piero 11 FW  URU Daniel Fonseca 12 GK  ITA Michelangelo Rampulla 13 DF  ITA Mark Iuliano 14 MF  ITA Jonathan Bachini 15 DF  ITA Alessandro Birindelli

No. Pos. Nation Player 18 FW  YUG Darko Kovačević 19 FW  ARG Juan Esnáider 20 MF  ITA Alessio Tacchinardi 21 MF  FRA Zinedine Zidane 22 GK  SWE Andreas Isaksson 23 DF  ITA Gianluca Zambrotta 24 MF  ITA Enzo Maresca 25 MF  ITA Simone Perrotta 26 MF  NED Edgar Davids 27 MF  ITA Marco Rigoni 28 DF  CRO Igor Tudor 34 GK  ITA Andrea D'Amico 34 GK  ITA Egi Mareta

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
4	Internazionale	34	17	7	10	58	36	+22	58
5	Parma	34	16	10	8	52	37	+15	58	Qualification to UEFA Cup first round

Overall								Home						Away
Pld	W	D	L	GF	GA	GD	Pts	W	D	L	GF	GA	GD	W	D	L	GF	GA	GD
34	21	8	5	46	20	+26	71	14	2	1	28	8	+20	7	6	4	18	12	+6

No.	Pos	Nat	Player	Total		Serie A		Coppa		UEFA
				Apps	Goals	Apps	Goals	Apps	Goals	Apps	Goals
1	GK	NED	van der Sar	46	-34	32	-18	3	-4	11	-12
13	DF	ITA	Iuliano	42	0	32	0	2	0	8	0
2	DF	ITA	Ferrara	41	1	31	1	1	0	9	0
4	DF	URU	Montero	40	0	28	0	2	0	10	0
7	DF	ITA	Pessotto	44	1	25+5	1	4	0	10	0
23	MF	ITA	Zambrotta	45	3	24+8	1	2	0	11	2
20	MF	ITA	Tacchinardi	45	3	27+3	0	3	0	12	3
21	MF	FRA	Zidane	41	5	32	4	3	1	6	0
26	MF	NED	Davids	38	1	27	1	3	0	8	0
9	FW	ITA	Inzaghi	43	26	32+1	15	2	1	8	10
10	FW	ITA	Del Piero	45	12	34	9	2	1	9	2
12	GK	ITA	Rampulla	7	-5	2+1	-1	1	-1	3	-3
3	DF	SCG	Mirkovic	22	0	1+7	0	4	0	10	0
5	MF	NGA	Oliseh	19	1	2+6	0	1	0	10	1
8	MF	ITA	Conte	38	7	28	4	2	1	8	2
11	FW	URU	Fonseca	1	0	0	0	1	0	0	0
14	MF	ITA	Bachini	20	0	2+4	0	4	0	10	0
15	DF	ITA	Birindelli	38	0	4+18	0	4	0	12	0
18	FW	YUG	Kovacevic	44	20	3+23	6	4	3	14	11
19	FW	ARG	Esnaider	13	2	1+5	0	2	1	5	1
28	DF	CRO	Tudor	28	2	7+10	1	2	0	9	1
24	MF	ITA	Maresca	1	0	0+1	0	0	0	0	0
22	GK	SWE	Isaksson	0	0	0	0
25	MF	ITA	Perrotta
27	FW	ITA	Rigoni	0	0	0	0
34	GK	ITA	D'Amico	0	0	0	0
	FW	ITA	Sculli