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Movies like See You in Chicago (1996)

The best movies like See You in Chicago (1996) are Johnny Dangerously (1984), Married to the Mob (1988) and The Cheap Detective (1978). If See You in Chicago hooked you with its crime and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Johnny Dangerously (1984)

    An honest, goodhearted man is forced to turn to a life of crime to finance his neurotic mother's skyrocketing medical bills.

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

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  2. Married to the Mob (1988)

    Angela de Marco is fed up with her gangster husband's line of work and wants no part of the crime world. When her husband is killed for having an affair with the mistress of mob boss Tony "The Tiger" Russo, Angela and her son depart for New York City to make a fresh start. Unfortunately, Tony has set his sights upon Angela -- and so has an undercover FBI agent looking to use her to bust Tony.

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

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  3. The Cheap Detective (1978)

    A spoof of the entire 1940s detective genre. San Francisco private detective, Lou Pekinpaugh is accused of murdering his partner at the instigation of his mistress—his partner's wife.

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

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  4. Wrong Cops (2013)

    A group of bad cops look to dispose of a body that one of them accidentally shot.

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

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  5. Analyze This (1999)

    Countless wiseguy films are spoofed in this film that centers on the neuroses and angst of a powerful Mafia racketeer who suffers from panic attacks. When Paul Vitti needs help dealing with his role in the "family," unlucky shrink Dr. Ben Sobel is given just days to resolve Vitti's emotional crisis and turn him into a happy, well-adjusted gangster.

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

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  6. 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
  7. Two-Way Stretch (1960)

    Three criminals plan to break out of prison the day before their release in order to carry out a daring jewel robbery, intending to establish the perfect alibi by returning to jail afterwards. First however they must get out, a task made more difficult by a new, stricter prison officer.

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

    Popcorn FlickMovies like this
  8. 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

  9. Ca$h (2010)

    A stroke of good luck turns lethal for Sam Phelan and his wife Leslie when they are faced with a life-changing decision that brings strange and sinister Pyke Kubic to their doorstep. As Pyke leads Sam and Leslie on a tumultuous adventure through the streets of Chicago, each are pulled deeper and deeper into a desperate spiral of deception and violence – all in the name of money.

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

  10. Pulp Fiction (1994)

    A burger-loving hit man, his philosophical partner, a drug-addled gangster's moll and a washed-up boxer converge in this sprawling, comedic crime caper. Their adventures unfurl in three stories that ingeniously trip back and forth in time.

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

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  11. The Pickup (2025)

    A routine cash pickup takes a wild turn when mismatched armored truck drivers Russell and Travis are ambushed by ruthless criminals led by savvy mastermind Zoe.

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

    Popcorn FlickMovies like this
  12. Take Me (2017)

    Ray is a fledgling entrepreneur who specializes in high-end simulated abductions. He jumps at the chance when a mysterious client contracts him for a weekend kidnapping with a handsome payday at the end. But the job isn't all that it seems.

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

  13. 2 Guns (2013)

    A DEA agent and an undercover Naval Intelligence officer who have been tasked with investigating one another find they have been set up by the mob -- the very organization the two men believe they have been stealing money from.

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

    Popcorn FlickMovies like this
  14. After the Fox (1966)

    A criminal mastermind sets up a phony film production as part of a plan to smuggle stolen gold.

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

    Popcorn FlickMovies like this
  15. Absolution (2024)

    An aging ex-boxer gangster working as muscle for a Boston crime boss receives an upsetting diagnosis. Despite a faltering memory, he attempts to rectify the sins of his past and reconnect with his estranged children. He is determined to leave a positive legacy for his grandson, but the criminal underworld isn’t done with him and won’t loosen their grip willingly.

    Why it matches: Recommended by TMDB viewers · both crime

  16. The Protector (1985)

    Billy Wong is a New York City cop whose partner is gunned down during a robbery. Billy and his new partner, Danny Garoni, are working security at a fashion show when a wealthy man's daughter, Laura Shapiro, is kidnapped. The Federal authorities suspect that Laura's father is involved with Mr. Ko, a Hong Kong drug kingpin, so the NYC police commissioner sends the two cops to Hong Kong to investigate.

    Why it matches: Recommended by TMDB viewers · both crime

  17. Code of Silence (1985)

    A Chicago cop is caught in the middle of a gang war while his own comrades shun him because he wants to take an irresponsible cop down.

    Why it matches: Recommended by TMDB viewers · both crime

  18. Rise of the Footsoldier (2007)

    Carlton Leach rises from one of the most feared generals of the football terraces to becoming a member of a notorious gang of criminals who rampaged their way through London and Essex in the late '80s and early '90s.

    Why it matches: Recommended by TMDB viewers · both crime

    Popcorn FlickMovies like this
  19. Welcome to the Punch (2013)

    When notorious criminal Jacob Sternwood is forced to return to London, it gives detective Max Lewinsky one last chance to take down the man he's always been after.

    Why it matches: Recommended by TMDB viewers · both crime

  20. Ted Bundy: American Boogeyman (2021)

    Set in a gritty and decadent 1970s America, American Boogeyman follows the elusive and charming killer and the manhunt that brought him to justice involving the detective and the FBI rookie who coined the phrase ‘serial killer’.

    Why it matches: Recommended by TMDB viewers · both crime

    Popcorn FlickMovies like this
  21. Snatch (2000)

    Unscrupulous boxing promoters, violent bookies, a Russian gangster, incompetent amateur robbers, and supposedly Jewish jewellers fight to track down a priceless stolen diamond.

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

    Worth the HypeMovies like this
  22. Scarface (1983)

    After getting a green card in exchange for assassinating a Cuban government official, Tony Montana stakes a claim on the drug trade in Miami. Viciously murdering anyone who stands in his way, Tony eventually becomes the biggest drug lord in the state, controlling nearly all the cocaine that comes through Miami. But increased pressure from the police, wars with Colombian drug cartels and his own drug-fueled paranoia serve to fuel the flames of his eventual downfall.

    Why it matches: Similar story and style · both crime

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  23. The Untouchables (1987)

    Elliot Ness, an ambitious prohibition agent, is determined to take down Al Capone. In order to achieve this goal, he forms a group given the nickname “The Untouchables”.

    Why it matches: Similar story and style · both crime

    Worth the HypeMovies like this
  24. The Godfather (1972)

    Spanning the years 1945 to 1955, a chronicle of the fictional Italian-American Corleone crime family. When organized crime family patriarch, Vito Corleone barely survives an attempt on his life, his youngest son, Michael steps in to take care of the would-be killers, launching a campaign of bloody revenge.

    Why it matches: Similar story and style · both crime

    Absolute CinemaMovies like this
  25. The Godfather Part II (1974)

    In the continuing saga of the Corleone crime family, a young Vito Corleone grows up in Sicily and in 1910s New York. In the 1950s, Michael Corleone attempts to expand the family business into Las Vegas, Hollywood and Cuba.

    Why it matches: Similar story and style · both crime

    Absolute CinemaMovies like this
  26. The Godfather Part III (1990)

    In the midst of trying to legitimize his business dealings in 1979 New York and Italy, aging mafia don, Michael Corleone seeks forgiveness for his sins while taking a young protege under his wing.

    Why it matches: Similar story and style · both crime

    Worth the HypeMovies like this
  27. Pocketful of Miracles (1961)

    A New York gangster and his girlfriend attempt to turn street beggar Apple Annie into a society lady when the peddler learns her daughter is marrying royalty.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  28. Lucky Number Slevin (2006)

    Slevin is mistakenly put in the middle of a personal war between the city’s biggest criminal bosses. Under constant watch, Slevin must try not to get killed by an infamous assassin and come up with an idea of how to get out of his current dilemma.

    Why it matches: Similar story and style · both crime

    Worth the HypeMovies like this
  29. Mean Streets (1973)

    A small-time hood must choose from among love, friendship and the chance to rise within the mob.

    Why it matches: Similar story and style · both crime

    Worth the HypeMovies like this
  30. Léon: The Professional (1994)

    Léon, the top hit man in New York, has earned a rep as an effective "cleaner". But when his next-door neighbors are wiped out by a loose-cannon DEA agent, he becomes the unwilling custodian of 12-year-old Mathilda. Before long, Mathilda's thoughts turn to revenge, and she considers following in Léon's footsteps.

    Why it matches: Similar story and style · both crime

    Absolute CinemaMovies like this

Like See You in Chicago and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like See You in Chicago?

The closest matches to See You in Chicago are Johnny Dangerously (1984), Married to the Mob (1988) and The Cheap Detective (1978). Below are 27 more, each with the reason it matches.

What should I watch after See You in Chicago?

Start with Johnny Dangerously (1984), the closest match to See You in Chicago.

What is the highest-rated movie like See You in Chicago?

The Godfather (1972), rated 8.7/10 by 23,971 TMDB users.

What is the newest movie like See You in Chicago?

The Pickup (2025) is the most recent release on this list.

How are movies similar to See You in Chicago chosen?

First come films that Trakt’s viewers watch alongside See You in 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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