1999 Copa Libertadores

• Teams in green qualified to the Round of 16
• Teams in red were eliminated

Twenty teams were distributed among five groups in the First Round; the top three of each group qualified to the playoff bracket. Vasco da Gama (winner of the previous edition of the tournament) received a bye to the playoff bracket.

Group 1

Pos	Team	Pld	W	D	L	GF	GA	GD	Pts
1	Nacional	6	4	0	2	9	8	+1	12
2	Estudiantes de Mérida	6	3	0	3	9	14	−5	9
3	Bella Vista	6	2	1	3	9	6	+3	7
4	Monterrey	6	2	1	3	10	9	+1	7

Group 2

Pos	Team	Pld	W	D	L	GF	GA	GD	Pts
1	Vélez Sársfield	6	2	3	1	6	3	+3	9
2	Deportivo Cali	6	3	0	3	4	8	−4	9
3	River Plate	6	2	2	2	8	8	0	8
4	Once Caldas	6	2	1	3	7	6	+1	7

Group 3

Pos	Team	Pld	W	D	L	GF	GA	GD	Pts
1	Corinthians	6	4	0	2	16	8	+8	12
2	Palmeiras	6	3	1	2	12	10	+2	10
3	Cerro Porteño	6	2	1	3	14	20	−6	7
4	Olimpia	6	1	2	3	11	15	−4	5

Group 4

Pos	Team	Pld	W	D	L	GF	GA	GD	Pts
1	Universidad Católica	6	3	2	1	9	5	+4	11
2	Colo Colo	6	2	2	2	5	7	−2	8
3	Universitario	6	2	1	3	7	8	−1	7
4	Sporting Cristal	6	0	5	1	7	8	−1	5

Group 5

Pos	Team	Pld	W	D	L	GF	GA	GD	Pts
1	LDU Quito	6	3	1	2	10	8	+2	10
2	Emelec	6	3	0	3	9	12	−3	9
3	Jorge Wilstermann	6	2	2	2	9	9	0	8
4	Blooming	6	2	1	3	5	4	+1	7

Bracket

	Round of 16						Quarterfinals						Semifinals						Finals
	Deportivo Cali	2	0	2
	Colo-Colo	0	1	1
							Deportivo Cali	2	1	3
							Bella Vista	1	1	2
	Bella Vista	2	3	5
	U. Católica	2	1	3
													Deportivo Cali	4	2	6
													Cerro Porteño	0	3	3
	Emelec	1	1	2
	Estudiantes	3	0	3
							Estudiantes	3	0	3
							Cerro Porteño	0	4	4
	Cerro Porteño	5	1	6
	Nacional	0	2	2
																			Deportivo Cali	1	1	2 (3)
																			Palmeiras	0	2	2 (4)
	River Plate	1	0	1 (5)
	LDU Quito	0	1	1 (4)
							River Plate	2	0	2
							Vélez Sarsfield	0	1	1
	Universitario	0	0	0
	Vélez Sarsfield	0	4	4
													River Plate	1	0	1
													Palmeiras	0	3	3
	Palmeiras	1	4	5
	Vasco da Gama	1	2	3
							Palmeiras	2	0	2 (4)
							Corinthians	0	2	2 (2)
	Jorge Wilstermann	1	2	3
	Corinthians	1	5	6

Round of 16

First leg matches were played on April 14. Second leg matches were on April 20 and April 21.

Team 1	Agg.Tooltip Aggregate score	Team 2	1st leg	2nd leg
Cerro Porteño	6–2	Nacional	5–0	1–2
Universitario	0–4	Vélez Sársfield	0–0	0–4
Jorge Wilstermann	3–6	Corinthians	1–1	2–5
Bella Vista	5–3	Universidad Católica	2–2	3–1
River Plate	1–1 (5–4 pk)	LDU Quito	1–0	0–1
Emelec	2–3	Estudiantes	1–3	1–0
Deportivo Cali	2–1	Colo Colo	2–0	0–1
Palmeiras	5–3	Vasco da Gama	1–1	4–2

Quarterfinals

First leg matches were played on May 5. Second leg matches were played on May 12.

Team 1	Agg.Tooltip Aggregate score	Team 2	1st leg	2nd leg
River Plate	2–1	Vélez Sársfield	2–0	0–1
Palmeiras	2–2 (4–2 pk)	Corinthians	2–0	0–2
Estudiantes	3–4	Cerro Porteño	3–0	0–4
Deportivo Cali	3–2	Bella Vista	2–1	1–1

Semi-finals

First leg matches were played on May 19. Second leg matches were played on May 26.

Team 1	Agg.Tooltip Aggregate score	Team 2	1st leg	2nd leg
Deportivo Cali	6–3	Cerro Porteño	4–0	2–3
River Plate	1–3	Palmeiras	1–0	0–3

Finals

First leg match were played on June 2. Second leg match were played on June 16.

Team 1	Agg.Tooltip Aggregate score	Team 2	1st leg	2nd leg
Deportivo Cali	2–2 (3–4 pk)	Palmeiras	1–0	1–2

Americas

• Latin America: local channels

• CONMEBOL: Copa Toyota Libertadores 1999