Chicago had the third selection in the 1984 NBA draft, and selected Michael Jordan out of North Carolina. Jordan won the NBA Rookie of the Year Award in 1985 and led the Bulls to a 38–44 record and the seventh seed in the Eastern Conference. As for Cleveland, they had a 36–46 record, just a single seed under Chicago with the eighth seed. The Cavaliers wouldn't play the Bulls in the playoffs until 1988, which the Bulls would win, 3–2.
The Shot
Back when the first round was best-of-5 instead of best-of-7, it was game 5 of the First Round in 1989, on May 7, Jordan hit what is known today as "The Shot" even with Cleveland sweeping Chicago in the season, it wasn't enough to get by Jordan's shot to win and play the Knicks the next round. Craig Ehlo was the player Jordan shot over to win the game. The Cavaliers wouldn't play the Bulls in the playoffs until the 1992 Eastern Conference Finals, which Chicago would win yet again 4–2. The Shot is remembered by Cleveland fans as part of the Cleveland sports curse, along with The Drive, The Fumble and Red Right 88.
A sequel to "The Shot" occurred at the end of Game 4 of the 1993 Eastern Conference Semifinals, again with Jordan hitting a series-winning shot on the same end of the Richfield Coliseum floor as in 1989. The Bulls swept the Cavaliers en route to their third consecutive title. Then in the 1994 First Round, the Bulls again swept the Cavaliers despite Jordan retiring for the first time the previous autumn.
A notable regular season moment between the two teams took place on March 28, 1990, at the Richfield Coliseum. In the Bulls' 117–113 overtime win over the Cavaliers, Jordan scored a career-high 69 points along with 18 rebounds, six assists and four steals, while playing all but three minutes in the game.
The Cleveland Cavaliers were dominated by the Bulls in the rivalry, even with likes of Mark Price, Steve Kerr, Ron Harper and others playing the franchise, Jordan was too much to handle and adding Scottie Pippen made it even more difficult on the Cavaliers, but Jordan would eventually retire and Pippen was traded to the Houston Rockets. Cleveland would have the first pick in the 2003 NBA draft[2] and used that selection to pick LeBron James. The Cavaliers would take over the rivalry with LeBron, Chicago would pick a hometown player with the first pick as well in Derrick Rose.[3] However, Rose had an injury in the playoffs against Philadelphia that would deter Rose's promising career that won him the MVP in 2011. Both teams met up in the first round in 2010, and Cleveland won their first ever series against Chicago, 4–1. They would play again in 2015 which Cleveland won again, 4–2.
The Cavaliers earned the Eastern Conference's second seed, and the Bulls earned the third seed. The teams would play each other in the Eastern Conference semi-finals. Chicago won game 1 with Derrick Rose scoring 25 points. Cleveland won game 2 with James scoring 33 points. Chicago won game 3, as Derrick Rose made a shot as time expired. Cleveland won game 4, as James also made a shot as time expired. The Cavaliers would also win games 5 and 6 to eliminate the Bulls, and advanced to play in the 2015 NBA Finals, where they would lose to the Golden State Warriors in 6 games. The Cavaliers played Golden State in the NBA Finals again the next year and came back from a 3–1 series deficit to end the 52-year championship drought in Cleveland.
LeBron leaves again, both teams start rebuilds
During the 2017 NBA draft the Bulls traded all-star Jimmy Butler to the Minnesota Timberwolves in exchange for the 7th overall pick (used to pick Lauri Markkanen), Zach LaVine and Kris Dunn to start a rebuild for the Bulls. Meanwhile, for Cleveland they traded superstar Kyrie Irving (upon request) to the Boston Celtics in exchange for Isaiah Thomas, Jae Crowder, Ante Žižić and the Brooklyn Nets first round draft pick, later used for Alabama star Collin Sexton. Towards the beginning of the season there was rumors of LeBron possibly leaving Cleveland again in free agency. The Cavaliers finished with a record of 50–32 and earned the 4th seed. Meanwhile, for Chicago they finished with 27–55. The Cavaliers beat the fifth seeded Pacers, first seeded Raptors, and second seeded Celtics to make their fourth straight finals appearance. However they would fall to Golden State led by Kevin Durant and Stephen Curry again, this time getting swept. The 2018 NBA draft came with possible big NBA stars, and Chicago took Wendell Carter Jr. with their 7th pick, and Cleveland took Collin Sexton straight afterwards with the 8th pick. The LeBron rumors for Cleveland would turn out to be true, as he signed a 4-year $154 million deal with the Lakers. Both Cleveland and Chicago entered the rebuilding stages, with Cleveland returning the playoffs beginning 2023 and the Bulls making the 2022 playoffs.
On January 2, 2023, the Cavaliers' Donovan Mitchell scored 71 points against the Bulls for the highest scoring performance since Kobe Bryant's 81-point game. The Cavaliers and Bulls faced-off under East Group C in the 2024 NBA Cup, with the Cavaliers winning the group stage game on November 15 with a score of 144–126.[7][8]
Season-by-season results
Chicago Bulls vs. Cleveland Cavaliers Season-by-Season Results
Michael Jordan leaves the Bulls in the offseason. Final season the Cavaliers played at Richfield Coliseum. Final season the Bulls played at Chicago Stadium.
Midway through the season, Michael Jordan rejoins the Bulls. Cavaliers open up Gund Arena (now known as Rocket Mortgage FieldHouse). Bulls open up United Center.
Bulls finish with the best record in the league and also set a record for most wins in a season at the time (72–10) (Broken by the 2015 73–9 Warriors). Bulls win 1996 NBA Finals.