Movies Like See You in Chicago

If you liked See You in Chicago (1996), a crime and comedy movie directed by Zoran Čalić, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Absolution (2024)
★ 5.9/10Also crime
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…
2
Married to the Mob (1988)
★ 6/10Also comedy and crime
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…
3
Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)
★ 6.8/10Also crime and comedy
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.
4
Analyze This (1999)
★ 6.5/10Also comedy and crime
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,"…
5
Johnny Dangerously (1984)
★ 6.3/10Also comedy and crime
An honest, goodhearted man is forced to turn to a life of crime to finance his neurotic mother's skyrocketing medical bills.
6
The Cheap Detective (1978)
★ 6.4/10Also comedy and crime
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.
7
Wrong Cops (2013)
★ 6.1/10Also crime and comedy
A group of bad cops look to dispose of a body that one of them accidentally shot.
8
The Protector (1985)
★ 5.9/10Also crime
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…
9
Ca$h (2010)
★ 5.9/10Also crime and comedy
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…
10
Code of Silence (1985)
★ 6/10Also crime
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.
11
How to Rob a Bank (2007)
★ 5.8/10Also comedy and crime
Caught in the middle of a bank robbery, a slacker and a bank employee become the ones who arbitrate the intense situation.
12
Rise of the Footsoldier (2007)
★ 6.4/10Also crime
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.
13
The Pickup (2025)
★ 6.4/10Also comedy and crime
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.
14
Pulp Fiction (1994)
★ 8.5/10Also crime and comedy
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…
15
Welcome to the Punch (2013)
★ 5.9/10Also crime
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.
16
2 Guns (2013)
★ 6.5/10Also comedy and crime
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…
17
Don't Be a Menace to South Central While Drinking Your Juice in the Hood (1996)
★ 7/10Also comedy and crime
When Ashtray moves to South Central L.A. to live with his father (who appears to be the same age he is) and grandmother (who likes to talk tough and smoke reefer), he falls in with his gang-banging cousin Loc Dog, who…
18
My Blue Heaven (1990)
★ 6.1/10Also comedy and crime
FBI agent Barney Coopersmith is assigned to protect former Mafia figure turned informant Vincent Antonelli. In the witness protection program one is supposed to keep a low profile, but that is something that Antonelli…
19
One Night at McCool's (2001)
★ 5.9/10Also comedy and crime
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…
20
Analyze That (2002)
★ 5.8/10Also comedy and crime
The mafia's Paul Vitti is back in prison and will need some serious counseling when he gets out. Naturally, he returns to his analyst Dr. Ben Sobel for help and finds that Sobel needs some serious help himself as he…