Bulls vs Cavaliers
1989-90 Regular Season
Why this game matters
Chicago and Cleveland played an overtime regular-season game that became one of Michael Jordan's great scoring nights.
Dynasty
Chicago’s six championships were not one uninterrupted coronation—they were two three-peats separated by retirement, reinvention and a changed supporting cast.
The story in one sentence
Chicago’s six championships were not one uninterrupted coronation—they were two three-peats separated by retirement, reinvention and a changed supporting cast.
Great individual talent still needs a system and supporting cast.
Dynasties evolve rather than simply repeat.
The years before winning are part of the championship story.
Timeline
1984–90
Michael Jordan became a scoring champion and global star immediately, but Detroit’s physical Pistons repeatedly blocked Chicago’s path. Scottie Pippen’s growth and Phil Jackson’s triangle offense turned individual brilliance into a championship structure.
1991
Chicago swept Detroit, reached its first Finals and defeated Magic Johnson’s Lakers. Jordan won both MVPs, but the deeper lesson was that the Bulls now defended and passed like a complete team.
1992–93
Portland and Phoenix offered different challenges, yet Jordan kept producing defining Finals moments: six threes in a half in 1992 and a record scoring average against Charles Barkley’s Suns in 1993.
1993–95
Jordan stepped away after the first three-peat. Pippen led a 55-win team without him; Jordan returned late in 1995, lost to Orlando, and entered the next season with a clear target.
1996–98
Dennis Rodman joined Jordan and Pippen, Chicago won 72 games, and the Bulls reclaimed the title. Two Finals against Utah completed the dynasty, ending with Jordan’s steal, push-off and jumper in 1998.
Watch the history
1989-90 Regular Season
Chicago and Cleveland played an overtime regular-season game that became one of Michael Jordan's great scoring nights.
1992 NBA Finals Game 1
Chicago and Portland opened the Finals with a superstar comparison that quickly became a signature stage.
1993 NBA Finals Game 6
Chicago and Phoenix played a tight Finals closeout chance between Michael Jordan's Bulls and Charles Barkley's Suns.
1997 NBA Finals Game 5
Chicago and Utah played a pivotal Finals game in Salt Lake City with Michael Jordan visibly diminished.
1998 NBA Finals Game 6
Chicago and Utah met again with a championship in reach and an era potentially nearing its final possession.