The 1999 Playoffs are memorable in that a #8 seed (the Knicks) made it to the Finals for the only time in history until 2023, and that came after a lockout–shortened 50–game season.

The Philadelphia 76ers and Milwaukee Bucks returned to the playoffs for the first time since 1991 (coincidentally they faced each other in the opening round that year), and it was also the 76ers’ first appearance since drafting Allen Iverson with the #1 overall pick in 1996.

After spending their first thirteen seasons in Sacramento in mediocrity, with no winning record and two playoff appearances in 1986 and 1996, the Kings franchise made the first of eight consecutive playoff appearances, which included a trip to the Western Conference Finals in 2002.

The Bulls, despite being defending champions, missed the playoffs for the first time since 1984 (mostly due to the second retirement of Michael Jordan and the departures of Scottie Pippen and Dennis Rodman).

With their first round sweep of the Phoenix Suns, the Portland Trail Blazers won a playoff series for the first time since 1992, when they last made the NBA Finals.

Game 4 of the Lakers–Rockets series was the final postseason appearance of Charles Barkley’s Hall of Fame career.

Many teams formerly played playoff games on college campuses, especially in the NBA's early days, but the increasing professionalization and ownership of arena times made the practice obsolete.

The 1999 Knicks and the 2023 Miami Heat are the only eighth seeded teams (as of 2023) to advance past the conference semifinals.

With their Game 6 win over the Indiana Pacers, the New York Knicks became the first eighth seeded team to make it to the NBA Finals.

This playoff series marked the last game of long time Piston and NBA Hall-of-Famer Joe Dumars, who retired at the end of the season.

In Game 2, Tim Duncan hit a game-winning hook shot with 8.4 seconds remaining.