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Movies like Chicago (1927)

The best movies like Chicago (1927) are Breaking News in Yuba County (2021), Small Apartments (2012) and Intermission (2003). If Chicago hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Breaking News in Yuba County (2021)

    An overlooked pencil-pusher catches her husband in bed with another woman, the shock of which causes him to die of a heart attack. So she buries his body and takes advantage of the growing celebrity status that comes from having a missing husband. But she quickly finds herself in over her head, dodging cops and criminals, all while trying to keep the truth from her sister, a local news anchor who’s desperate for a story.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  2. Small Apartments (2012)

    When a clumsy deadbeat accidentally kills his landlord, he must do everything in his power to hide the body, only to find that the distractions of lust, the death of his beloved brother, and a crew of misfit characters force him on a journey where a fortune awaits him.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

  3. Intermission (2003)

    A raucous story of the interweaving lives and loves of small-town delinquents, shady cops, pretty good girls and very bad boys. With Irish guts and grit, lives collide, preconceptions shatter and romance is tested to the extreme. An ill-timed and poorly executed couple's break-up sets off a chain of events affecting everyone in town.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

    Popcorn FlickMovies like this
  4. Thick as Thieves (1999)

    Two master thieves go at odds with one another as one sets the other up for a crime. The first, a suave pro who does his job and then hides in his own privacy, listening to old jazz records and caring for his ailing dog, Wally. The other is a local gangster with a taste for the finer life, who decides to eliminate the competition. This ignites a war between the two men and their aides. An angry mob boss and a female police officer try to sort the mess before things get too out of hand.

    Why it matches: Recommended by TMDB viewers · both drama & comedy

    Popcorn FlickMovies like this
  5. Where the Money Is (2000)

    Henry Manning has come up with a new way to break out of prison: fake a stroke and get transferred to a nursing home. It's a perfect plan, except for one thing: the woman assigned to take care of him at the nursing home, Carol Ann McKay, has a plan of her own.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

  6. Blindspotting (2018)

    Collin must make it through his final three days of probation for a chance at a new beginning. He and his troublemaking childhood best friend, Miles, work as movers, and when Collin witnesses a police shooting, the two men’s friendship is tested as they grapple with identity and their changed realities in the rapidly-gentrifying neighborhood they grew up in.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

    Worth the HypeMovies like this
  7. Perrier's Bounty (2010)

    A gangster named Perrier looks to exact his revenge on a trio of fugitives responsible for the accidental death of one of his cronies.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

  8. Things Change (1988)

    Jerry, a misfit Mafia henchman, is assigned the low-level job of keeping an eye on Gino, a shoe repairman fingered by the Mob to confess to a murder he didn't commit. But Gino's mistaken for a Mafia boss, and the two are suddenly catapulted to the highest levels of mobster status. Only friendship will see them through this dangerous adventure alive!

    Why it matches: Recommended by TMDB viewers · both comedy & crime

    Popcorn FlickMovies like this
  9. One Last Thing... (2005)

    Sixteen-year-old Dylan is dying of cancer. When a charitable organization offers to grant Dylan his final wish, the teen has a surprising request: to meet supermodel Nikki Sinclair. Much to his mother's dismay, Dylan, with the help of his best friends, goes to New York to fulfill his dream.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

    Popcorn FlickMovies like this
  10. Thin Ice (2012)

    A dishonest insurance salesman's life quickly disintegrates during a Wisconsin winter when he teams up with a psychopath to steal a rare violin at the home of a reclusive farmer.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

    Popcorn FlickMovies like this
  11. True Believer (1989)

    Eddie Dodd is a burnt out former civil rights lawyer who now specializes in defending drug dealers. Roger Baron, newly graduated from law school, has followed Eddie's great cases and now wants to learn at his feet. With Roger's idealistic prodding, Eddie reluctantly takes on a case of a young Korean man who, according to his mother, has been in jail for eight years for a murder he didn't commit.

    Why it matches: Recommended by TMDB viewers · both crime & drama

    Popcorn FlickMovies like this
  12. Fun with Dick and Jane (1977)

    When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

    Popcorn FlickMovies like this
  13. Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)

    A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by night.

    Why it matches: Recommended by TMDB viewers · both crime & comedy

    Popcorn FlickMovies like this
  14. Lady Windermere's Fan (1925)

    A society woman believes her husband is having an affair, a misconception which may have dire personal consequences for all involved.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  15. Panic (2000)

    Alex is going through a midlife crisis and it has become a very difficult time for him. His marriage is struggling, he's worried about his son, and his job of killing people for his family has become the most stressful part of his life. He seeks the help of a therapist and meets a woman in the waiting room that he connects with.

    Why it matches: Recommended by TMDB viewers · both crime & drama

    Popcorn FlickMovies like this
  16. Breathless (2012)

    Lorna is a strong-willed Texas woman who’s had enough of her untrustworthy husband Dale’s criminal acts and lack of husbandry. Fed up, she enlists the help of her old friend, Tiny, to help her figure out what to do with Dale after his latest double-cross involving the theft of $100,000 from a bank.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

  17. The Enforcer (2022)

    A noir thriller set in Miami, the film follows an enforcer who discovers his femme fatale boss has branched out into cyber sex trafficking, putting a young runaway he’s befriended at risk. He sacrifices everything to save the young girl from the deadly organization he’s spent his life building.

    Why it matches: Recommended by TMDB viewers · both crime & drama

    Worth the HypeMovies like this
  18. Siberian Education (2013)

    The story of a gang of children growing up in a community of banished criminals, in a forgotten corner of the former Soviet Union. This community rejects the world outside. The only law it obeys… is its own. Against this backdrop two best friends, Kolyma and Gagarin, gradually become fierce enemies as they find themselves on opposite sides of the strict code of honour of the ‘honest criminal’ brotherhood.

    Why it matches: Recommended by TMDB viewers · both drama & crime

    Popcorn FlickMovies like this
  19. One Night at McCool's (2001)

    On an ordinary night, in an ordinary part of town, a beautiful young woman walks into a bar. Her name is Jewel, and before long she is chatting to bartender Randy. The pair leave together, but he ends up getting into a tussle with her criminal boyfriend, who she then shoots dead, later persuading Randy to take the rap for her. But this isn't the end of it, as both Randy's cousin Carl and the detective assigned to the murder case also fall for Jewel's charms and find themselves caught up in the ensuing events. It seems that any man who meets Jewel falls instantly in love with her, and she's going to use this fully to her own advantage, leaving a trail of havoc in her wake. It also seems that she is going to get away with it - that is, until Randy decides to hire a hitman...

    Why it matches: Recommended by TMDB viewers · both comedy & crime

  20. How to Rob a Bank (2007)

    Caught in the middle of a bank robbery, a slacker and a bank employee become the ones who arbitrate the intense situation.

    Why it matches: Recommended by TMDB viewers · both comedy & crime

  21. The Floor Below (1918)

    Patricia O'Rourke, a good-natured prankster who works as a copy girl for the Sentinel , angers her co-worker Stubbs and is about to lose her job when the managing editor offers her one more chance. Her assignment is to explain the clue that links the Hope Mission, a derelict home run by millionaire Hunter Mason and his secretary, Monty Latham, with a series of local robberies. When Hunter discovers Patricia in his office, he assumes that she is a crook in need of reforming and takes her into his home to be cared for by his mother.....

    Why it matches: Similar story and style · both comedy & drama

  22. Almost Human (1927)

    John Livingston is a rich mama's-boy, who owns a blooded dog named Paul. Paul meets Maggie Mutt, and Paul, being a pedigree canine and somewhat of a cad, lures trusting Maggie to the barn to have his way. He then departs for his palatial doghouse at the Livingston estate. Meanwhile Maggie is broken-hearted and also finds that she is in a "family way", and gives birth to a pup she names Hank. Maggie tells Hank to find his "human ", and departs the scene. Hank goes to the park, meets a "human" named Mary Kelly, who is a homeless waif and sweetheart of poverty, and the two adopt each other. Later on in the park Paul comes strolling along with his 'human', John. A child falls into the lake and Paul and Hank team up to save her.

    Why it matches: Similar story and style · both comedy & drama

  23. Tenth Avenue (1928)

    Joe, a weakling gangster, and Bob, an ex-gambler, compete for Lyla Mason, a working girl who also runs a 10th Avenue rooming house in New York city. Bob's desire to show Lyla he can support her leads him back to the gambling table when past-due rent threatens her with eviction. Bob and Joe are both suspected when Fink, a bootlegger, is found murdered in his room.

    Why it matches: Similar story and style · both drama & crime

  24. North Star (1925)

    During a wild party, Wilbur Gale hits another man and, incorrectly believing that he has killed him, flees to the Northwoods. Wilbur's dog, North Star, runs away and is taken in by Noel Blake, a newspaper reporter. Receiving a letter from her brother, Marcia Gale sets out to find him, taking with her Dick Robbins, a false friend who sees an opportunity for blackmail...

    Why it matches: Similar story and style · both drama

  25. The Turn of the Wheel (1918)

    While visiting Monte Carlo with her aunt, Rosalie Dean meets a young man, Maxfield Gray who is ready to kill himself because of his losses at the roulette wheel. She stops him from doing so, and lends him some money to win back what he's lost. He does, but they're only happy for a short while before Max is arrested for the murder of his ex-wife in the States.

    Why it matches: Similar story and style · both drama

  26. Peck's Bad Girl (1918)

    Minnie Penelope Peck, the village scamp of Yaptank, accompanies her father to the bank to demand the nine dollars owed him for his work as a night watchman. When the bank president refuses to pay Peck, Minnie posts a sign which states that the bank is insolvent, whereupon all of the depositors immediately demand their money. The fire department is called in to quell the mob, but things get worse when Minnie accidentally turns on the fire hose.....

    Why it matches: Similar story and style · both comedy

  27. Laughing Bill Hyde (1918)

    Convict Bill Hyde and his friend, Danny Dorgan, break out of prison, but in running from the guards, Danny is mortally wounded. The local doctor, Evan Thomas, tries so hard to save Danny that later, when Bill and the doctor meet in Alaska, the two become friends. A dying man gives his mine to the doctor, but upon discovering that it is worthless, Bill sells it to a crook named John Wesley Slayforth...

    Why it matches: Similar story and style · both comedy

  28. All Woman (1918)

    Susan Sweeney inherits a country hotel. When she arrives to take possession, she discovers it to be not the palatial resort she believed, but a run-down inn with an attached saloon. As she struggles to make something of her new operation, she becomes involved in the life and difficulties of her new community....

    Why it matches: Similar story and style · both drama

  29. The Cinderella Man (1917)

    When Marjorie Caner returns from abroad, she is quite lonely in her millionaire father's big house. Learning that a young poet, Anthony Quintard, is living in poverty next door while working on the libretto of a great opera, she skips across the roofs and brings him a Christmas banquet. The poet sees Marjorie, and knowing that he detests wealth, she pretends to be the secretary of the Caner family.....

    Why it matches: Similar story and style · both comedy

  30. The Country Doctor (1927)

    A country doctor helps a young couple to elope, and comes near to losing his practice and his happiness through the hostility of the boy's father.

    Why it matches: Similar story and style · both drama

Like Chicago and something else?

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Frequently asked questions

What are the best movies like Chicago?

The closest matches to Chicago are Breaking News in Yuba County (2021), Small Apartments (2012) and Intermission (2003). Below are 27 more, each with the reason it matches.

What should I watch after Chicago?

Start with Breaking News in Yuba County (2021), the closest match to Chicago.

What is the highest-rated movie like Chicago?

Blindspotting (2018), rated 7.3/10 by 756 TMDB users.

What is the newest movie like Chicago?

Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025) is the most recent release on this list.

Are there English movies like Chicago?

Yes: Breaking News in Yuba County (2021), Small Apartments (2012) and Intermission (2003).

How are movies similar to Chicago chosen?

First come films that Trakt’s viewers watch alongside Chicago, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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