The2005–06 Chicago Bulls season was one of mixed results. While the Bulls reached the playoffs for a second straight season, they posted a record of just 41–41 (.500) in the regular season, 6 wins fewer than they had recorded in the previous year even though the roster was mostly the same.

In the playoffs, the Bulls lost to the eventual NBA champion, theMiami Heat, in six games in the First Round.

On December 9, 2005, the Bulls' retiredScottie Pippen's jersey number 33 on his rafters during halftime ceremony reunited with his former teammatesMichael Jordan,Horace Grant,Dennis Rodman,Craig Hodges,Randy Brown, Toni Kukoc, his former assistant coachJohnny Bach, and former Bulls head coachPhil Jackson.

The Bulls did not have any picks in the 2005 draft. The core of the team remained based aroundBen Gordon,Luol Deng, andKirk Hinrich, all draft picks from the previous two years. The Bulls did not sign any household name players through free agency, but did addMalik Allen,Darius Songaila andMichael Sweetney (through the trade explained below), all of which would split time between the starting lineup and the bench. They also addedTim Thomas; however due to a clash withScott Skiles he appeared in just 3 games for the Bulls and would eventually move to thePhoenix Suns. The Bulls also traded their once first-round draft pickEddy Curry to theKnicks after Curry missed some of the 2004–05 season with a heart condition.^[1] The move was met with some controversy, although it ended up resulting in high draft picks for the Bulls due to the Knicks' poor records in the coming seasons.

The Bulls did not have any draft picks in 2005.

At 41–41 (.500) record, the Bulls managed to sneak into the Eastern Conference Playoffs as a 7th seed. They would lose in the first round to the eventual NBA ChampionMiami Heat, although they did manage to stretch the best of 7 series to 6 games, ending a season in which they played very inconsistently on a somewhat positive note. A year later, the Bulls would defeat the Heat in a sweep in the first round.

• August 8, 2005: Signed GEddie Basden
• August 15, 2005: Resigned GChris Duhon
• August 26, 2005: Resigned FOthella Harrington
• September 1, 2005: Resigned CTyson Chandler
• September 2, 2005: Signed FMalik Allen
• September 23, 2005: Signed FDarius Songaila
• October 3, 2005: Resigned GJannero Pargo
• October 4, 2005: Traded CEddy Curry and FAntonio Davis to theNew York Knicks for FMike Sweetney, FTim Thomas, GJermaine Jackson, a conditional first round draft pick and two second round draft picks
• October 18, 2005: Waived GJermaine Jackson
• January 5, 2006: Signed FRandy Holcomb to a 10-day contract
• January 17, 2006: Signed GStephen Graham to a 10-day contract
• January 27, 2006: Signed FJames Thomas to a 10-day contract
• March 1, 2006: Waived FTim Thomas
• March 5, 2006: Signed CLuke Schenscher to a 10-day contract
• March 15, 2006: Signed CLuke Schenscher to a 10-day contract
• March 22, 2006: Signed GRandy Livingston to a 10-day contract
• March 25, 2006: Signed CLuke Schenscher for the season

• Chicago Bulls seasons
• 2005–06 NBA season by team
• 2005 in sports in Illinois
• 2006 in sports in Illinois
• 2005 in Chicago
• 2006 in Chicago

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