The 1999 Copa Libertadores was the 40th edition of the Copa Libertadores, South America's premier club championship. It was held between February 21 and June 16. Palmeiras became the champions after beating Deportivo Cali on penalties for the first time in their history. from Brazil, after the team defeated Deportivo Cali, from Colombia, in the decisive match held at , São Paulo, on June 16, 1999. The match ended 2âÂÂ1 in regular time and 4âÂÂ3 in a penalty shootout. The first leg of the final, played on June 2 in the Colombian city of Cali at Estadio OlÃÂmpico Pascual Guerrero, saw Deportivo win 1âÂÂ0.
This was the first Libertadores title for Palmeiras, which had previously been runners-up position in 1961 and 1968.
The coach who led Palmeiras to this historic victory was Luiz Felipe Scolari, who, three years later, guided the Brazilian national team to its fifth World Cup title in 2002. Palmeiras' goalkeeper Marcos was the tournamentâÂÂs standout revelation and was also named the best player of the 1999 continental competition by Conmebol.
The core Palmeiras team, besides goalkeeper Marcos, who replaced injured keeper Velloso during the group stage, consisted of fullbacks Arce (right) and Júnior (left); center-backs Júnior Baiano and Roque Júnior; defensive midfielders César Sampaio and Rogério; midfielders Alex and Zinho; and forwards Paulo Nunes and Oséas. Other key players included forwards Evair and Euller, as well as center-back Cléber and defensive midfielder Galeano.
Before reaching the final, Palmeiras eliminated River Plate of Argentina in the semi-finals. River had previously ousted fellow Argentine club Vélez Sársfield in the quarterfinals. In the first leg, played in Buenos Aires at the Estadio Monumental de Núñez, River defeated Palmeiras 1-0. In the return leg at Estádio Palestra Itália, Palmeiras won 3-0.
In the quarterfinals, Palmeiras eliminated their arch-rival Corinthians. Both matches were held at Estádio do Morumbi, each ending 2-0: Palmeiras won the first, Corinthians the second. The tie went to penalties, with Palmeiras prevailing 4-2. A similar scenario unfolded in the 2000 edition, this time in the semi-finals, again decided by penalties (5-4) and once more favoring Palmeiras, who advanced to the final.
In the round of 16 in 1999, Palmeiras defeated the defending champions, Vasco da Gama. The first match, held at Estádio Palestra Itália, ended 1-1. The second, played at Estádio São Januário, saw Palmeiras win 4-2.
During the group stage, Palmeiras finished second with 10 points, behind Corinthians with 12 points. Both Brazilian teams, along with Cerro Porteño, advanced from Group 3, leaving Paraguayan club Olimpia in last place with just 5 points.
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.
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First leg matches were played on April 14. Second leg matches were on April 20 and April 21.
First leg matches were played on May 5. Second leg matches were played on May 12.
First leg matches were played on May 19. Second leg matches were played on May 26.
First leg match were played on June 2. Second leg match were played on June 16.