The 1999-2000 season was the Milwaukee Bucks' 32nd season in the NBA. The Bucks finished fifth in the Central Division with a 42-40 record. They would lose 3 games to 2 to the Indiana Pacers in the first round of the playoffs. Ray Allen led the Bucks with 22.1 points per game, Glenn Robinson finished second in scoring with 20.9 points per game. Point guard Sam Cassell averaged 18.6 points, 9.0 assists, and 1.3 steals per game. Allen and Robinson were selected for the 2000 NBA All-Star Game.