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Effective this season, the first game of the NBA regular season begins on either the first Tuesday of November or the last Tuesday of October, and the last game on the third Wednesday of April. The NBA playoffs begin on the third Saturday of April.
Hall of FamerWilt Chamberlain died on October 12, 1999, at 63. Wilt's former teams, the Lakers, Sixers, and Warriors honored him by sporting black patches for the rest of the season.
The Boston Celtics officially retired their trademark parquet floor on December 22, 1999, after 54 years. The floor would be replaced by a replica combining elements of the old floor and new wooden sections.
Two active players were killed in automobile accidents within four months of each other.
On January 12, Bobby Phills of the Charlotte Hornets was killed as a result of reckless driving while racing against teammate David Wesley. Phills would have his jersey retired during the season after news of his unexpected death was announced.
On May 20, Malik Sealy of the Minnesota Timberwolves was driving home from a birthday party being held for Kevin Garnett when his SUV was struck by a drunk driver who had been driving on the wrong side of the road. Sealy would have his jersey retired on November 4, 2000.
San Antonio Spurs forward Sean Elliott was sidelined for most of the season while undergoing kidney transplant operations. He successfully returned on March 13, becoming the first player to return following kidney transplant.
Staples Center's first season saw its tenants at two opposite ends of the league: the Lakers finished with a best regular season record of 67–15 and the NBA title, while the Clippers finished 15–67, the worst of the season.
The Toronto Raptors also made the playoffs for the first time, becoming the first Canadian team to do so.
36-year-old Houston Rockets forward Charles Barkley suffered a devastating injury early in the season but returned for a final game before retiring.
Doc Rivers became the first recipient of the NBA Coach of the Year Award to have not led his team to the playoffs. He coached the Orlando Magic to a respectable 41–41 (.500) record, good enough for the 9th seed in the East.
During Game 7 of the Western Conference Finals, the Portland Trail Blazers held a 75–60 lead over the Los Angeles Lakers with 10:28 left to play. During the fourth quarter, the Blazers would miss thirteen consecutive shots, allowing the Lakers to claw back and take the game, 89–84. The game was capped off with a famous alley-oop to Shaquille O'Neal from Kobe Bryant.
The Indiana Pacers advanced to the NBA Finals for the first time in franchise history.
Kevin Johnson returned from retirement to replace the injured Jason Kidd of the Phoenix Suns in this season's playoffs, but the Suns fell to the Lakers in the second round and Johnson would retire again.
1999–2000 NBA changes
The Atlanta Hawks moved into the Philips Arena (now State Farm Arena) and changed their uniforms added white (road), and red (home) side panels to their jerseys and shorts.
The Boston Celtics added their alternate logo of a cloverleaf above the shorts of their uniforms.
The Cleveland Cavaliers changed their uniforms, removing the blue areas from their jerseys.
The Los Angeles Clippers and Los Angeles Lakers both moved into the Staples Center, now Crypto.com Arena, while the Lakers changed their uniforms added gold (road), and purple (home) side panels to their jerseys and shorts.
The Miami Heat changed their logo and uniforms added dark red (road), and also dark red (home) side panels to their jerseys and shorts, and moved into the AmericanAirlines Arena in January 2000 (now Kaseya Center).
The Seattle SuperSonics added new red alternate uniforms added dark green side panels to their jerseys and shorts.
The Toronto Raptors changed their uniforms removing the pinstripes added side panels to their jerseys and shorts. They also played their first full season at Air Canada Centre (now Scotiabank Arena).
Teams in bold advanced to the next round. The numbers to the left of each team indicate the team's seeding in its conference, and the numbers to the right indicate the number of games the team won in that round. The division champions are marked by an asterisk. Home court advantage does not necessarily belong to the higher-seeded team, but instead the team with the better regular season record; teams enjoying the home advantage are shown in italics.