The 1999–2000 season was the 30th season of the Portland Trail Blazers in the National Basketball Association (NBA). The Blazers went 59–23, which tied them for the second-highest win percentage in franchise history. Finishing second in the Pacific Division, they earned the third seed in the Western Conference on the basis that the 55–27 Utah Jazz won the Midwest Division title. (However, the Blazers enjoyed homecourt advantage over Utah in their second-round playoff series). The Blazers made the playoffs for the 18th consecutive year.
Up by 15 points with ten minutes remaining in Game 7, the Blazers suffered a 15–0 run by Los Angeles that tied the score, and the Lakers pulled out an 89–84 victory to advance to the 2000 NBA Finals.
The Blazers did not win another series until May 2, 2014, when Damian Lillard hit a 3-point shot with 0.9 seconds left to beat the Houston Rockets 99-98.