The 1998–99 NBA season was the 11th season for the Miami Heat in the National Basketball Association. During the offseason, the Heat signed free agents Terry Porter and Clarence Weatherspoon. In the shortened NBA season, the Heat won 18 of their first 23 games, despite Jamal Mashburn playing just 24 games due to a knee injury, and Voshon Lenard missing 38 games with a broken leg. Miami finished with a 33–17 win-loss record, which earned them the #1 seed in the Eastern Conference. Alonzo Mourning was named Defensive Player of the Year, and finished second in MVP voting behind Karl Malone of the Utah Jazz.

In the playoffs, the Heat faced the New York Knicks for the third consecutive time. The 8th-seeded Knicks defeated the Heat in the Eastern Conference First round, with Allan Houston of New York hitting a buzzer-beater basket in the winner-take-all Game 5, which prevailed the Knicks over Miami, 78–77. This was also their final full season playing at the Miami Arena. Following the season, Porter signed as a free agent with the San Antonio Spurs, and longtime Heat forward Keith Askins retired.

(1) Miami Heat vs. (8) New York Knicks: Knicks win series 3–2

Last Playoff Meeting: 1998 Eastern Conference First Round (New York won 3-2)

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