Movies Like Looking for Trouble

If you liked Looking for Trouble (1934), a crime and comedy movie directed by William A. Wellman, 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
Welcome to Collinwood (2002)
★ 6.1/10Also comedy and crime
Five hapless inner-city low-lifes attempt to burgle a pawnbroker's safe, but end up being plagued by bad luck.
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
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy and crime
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
4
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.
5
The Pink Panther Strikes Again (1976)
★ 6.9/10Also comedy and crime
Charles Dreyfus, who has finally cracked over inspector Clouseau's antics, escapes from a mental institution and launches an elaborate plan to get rid of Clouseau once and for all.
6
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.
7
Mr. Right (2016)
★ 6.4/10Also comedy and romance
A girl falls for the "perfect" guy, who happens to have a very fatal flaw: he's a hitman on the run from the crime cartels who employ him.
8
Shadow of the Thin Man (1941)
★ 7/10Also comedy and crime
While attending a major horse race with their young son, Nick Jr., Nick and Nora Charles witnesse a shocking murder from the crowded grandstand. What first appears to be an isolated killing soon leads to a maze of…
9
Let's Make Love (1960)
★ 6.4/10Also comedy and romance
When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.
10
Yoh! Bestie (2026)
★ 6.3/10Also romance and comedy
Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
11
Love Is in the Air (2023)
★ 6.2/10Also romance and comedy
A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.
12
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.
13
Sheroes (2023)
★ 5.8/10Also comedy and crime
When four thick-as-thieves friends arrive in Thailand, they quickly find themselves in over their heads. Fighting to stay alive, they employ their unique set of skills and unleash their fierce loyalty in a…
14
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…
15
Prizzi's Honor (1985)
★ 6.4/10Also romance and comedy
Charley Partanna is a hitman who works for the Prizzis, one of the richest crime families in the US. When he sees Irene Walker, it's love at first sight. But he soon finds that she, too, is a killer for hire. Charley…
16
The Other End of the Line (2007)
★ 6.5/10Also comedy and romance
An employee at an Indian call-center travels to San Francisco to be with a guy she falls for over the phone.
17
Girl on a Bicycle (2013)
★ 5.9/10Also comedy and romance
Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day…
18
Heartbreakers (2001)
★ 6.2/10Also comedy and romance
Max and Page are a brilliant mother/daughter con team who have their grift down to a fine science. Max targets wealthy, willing men and marries them. Page then seduces them, and Max catches her husband in the act. Then…
19
Breathless (2012)
★ 5.9/10Also comedy and crime
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…
20
Excess Baggage (1997)
★ 6.1/10Also comedy and crime
A rich brat fakes her own kidnapping, but in the process ends up locked in the trunk of a car that gets stolen.