Movies Like Looking for Leonard

If you liked Looking for Leonard (2002), a comedy and crime movie directed by Matt Bissonnette and Steven Clark, 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
ATL (2006)
★ 7/10Also drama and comedy
As four friends prepare for life after high school, different challenges bring about turning points in each of their lives. The dramas unfold and resolve at their local rollerskating rink, Cascade.
2
Greenfingers (2001)
★ 6.3/10Also comedy and drama
Prison inmate Colin Briggs is introduced to gardening, and when his thriving prison garden attracts the attention of flamboyant gardening expert Georgina Woodhouse, she offers to sponsor the inmates in an upcoming…
3
Thick as Thieves (1999)
★ 6/10Also drama and comedy
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…
4
Breaking News in Yuba County (2021)
★ 5.9/10Also comedy and drama
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…
5
Blindspotting (2018)
★ 7.3/10Also comedy and crime
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…
6
Small Apartments (2012)
★ 5.9/10Also comedy and crime
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…
7
Where the Money Is (2000)
★ 5.9/10Also comedy and crime
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…
8
Thin Ice (2012)
★ 6.5/10Also comedy and crime
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.
9
Intermission (2003)
★ 6.2/10Also comedy and crime
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…
10
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.
11
Coyote Ugly (2000)
★ 6.3/10Also comedy and drama
Graced with a velvet voice, 21-year-old Violet Sanford heads to New York to pursue her dream of becoming a songwriter only to find her aspirations sidelined by the accolades and notoriety she receives at her "day" job…
12
L.A. Without a Map (1999)
★ 5.8/10Also drama and comedy
An aspiring Hollywood actress, on a visit to a charming North England town, has a brief fling with the town undertaker, who also writes obituaries for the local paper. Returning home, where she works as a waitress at a…
13
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.
14
Defendor (2009)
★ 6.4/10Also drama and comedy
A crooked cop, a mob boss and the young girl they abuse are the denizens of a city's criminal underworld. It's a world that ordinary Arthur Poppington doesn't understand and doesn't belong in, but is committed to…
15
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…
16
The Parts You Lose (2019)
★ 6.7/10Also drama and crime
An unlikely friendship unfolds between a young deaf boy, Wesley, and a fugitive criminal who takes refuge in an abandoned barn on the family’s rural North Dakota farm.
17
XX/XY (2002)
★ 6/10Also drama and comedy
Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.
18
Delirious (2007)
★ 6.3/10Also comedy and drama
Les, a small-time celebrity photographer desperate to make it big, befriends Toby, a homeless young man with no direction except a vague desire to become an actor. When by chance, Toby becomes romantically involved…
19
You Will Meet a Tall Dark Stranger (2010)
★ 5.9/10Also comedy and drama
Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling…
20
Suburbicon (2017)
★ 5.9/10Also crime and drama
In the quiet family town of Suburbicon during the 1950s, the best and worst of humanity is hilariously reflected through the deeds of seemingly ordinary people. When a home invasion turns deadly, a picture-perfect…