!![[Music/{{Chicago}} The band]]:
* HeyItsThatGuy: [[TheBeachBoys Al Jardine, Carl Wilson and Dennis Wilson]] were recruited by Peter Cetera to provide the Beach Boys-style vocal harmonies for "Wishing You Were Here" on ''Chicago VII''.
* SavedFromDevelopmentHell: ''Stone of Sisyphus'' was originally Chicago XXII in 1994. It was eventually released in 2008 as Chicago XXXII, after a label change (the original label was [[ExecutiveMeddling one of the main reasons]] why it wasn't released in '94) and with one track missing.
* ThrowItIn: On a lot of the early albums. Many fans got upset when the false start for "Happy Man" got removed from the Rhino remaster of ''Chicago VII''. Also, listen near the end of "Aire" for a more... humorous example.

!!The original nonmusical play:
* RealitySubtext: The play is VeryLooselyBasedOnATrueStory, adapted from cases the author had reported on. The woman Velma was based on attended the original premiere of the play.

!!The Broadway musical:
* ColbertBump: Of sorts. The 1996 revival was helped by the real-life O.J. Simpson trial, which highlighted celebrity, murder, and getting away with it.

!!The musical film:
* AwardCategoryFraud: Catherine Zeta-Jones was nominated at the Oscar and BAFTA awards for Best Supporting Actress, even though the role of Velma Kelly in Chicago previously earned Babe Neuworth a Leading Tony.
* AwesomeDearBoy: Catherine Zeta-Jones was originally approached to play Roxie. Zeta-Jones asked "Who gets to sing 'All That Jazz'?" and when they said "Velma Kelly," she ''immediately'' requested to be cast as Velma, even though it was a smaller part, ''just'' so she could sing that song.
* DyeingForYourArt: An interesting example. Even though the script didn't call for it, Catherine Zeta Jones decided to cut her hair short for the role because she was afraid that her ordinarily long hair might obscure her face during the dancing scenes, making the audience think that she had a double doing her dancing for her. With the bob haircut that she wears in the movie, there's no doubt that it's really her.
* FakeNationality: Katalin Helinski (the Hunyak) is a ''Hungarian'' character with a ''Polish'' surname played by a ''Russian'' actress.
* HeyItsThatGuy / CreatorCameo: Chita Rivera has a couple lines in the scene before Mama Morton arrives.
* WhatCouldHaveBeen:
** Music/BritneySpears was supposed to play the heiress in this movie.
** Creator/HughJackman was offered the role of Billy Flynn, but he turned it down, as he felt that he was too young for the part. Later, he admitted that he regretted making that decision.