Movies Like Henry's Crime

If you liked Henry's Crime (2010), a crime and comedy movie directed by Malcolm Venville, 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
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…
2
Shade (2003)
★ 6.2/10Also crime
Tiffany, Charlie and Vernon are con artists looking to up the ante from their typical scams. They figure a good way of doing this is taking down Dean "The Dean" Stevens, a well-known cardsharp, in a rigged game…
3
In the Blood (2014)
★ 5.8/10Also crime
When her husband goes missing during their Caribbean vacation, a woman sets off on her own to take down the men she thinks are responsible.
4
Misdirection (2026)
★ 6.2/10Also crime
A desperate couple have pulled off a string of high-end break-ins to pay off a mob debt. When they attempt to rob their latest victim, they find themselves caught in a deadly game of cat and mouse. The tables are…
5
Stir Crazy (1980)
★ 6.5/10Also comedy and crime
New Yorkers Skip Donahue and Harry Monroe have no jobs and no prospects, so they decide to flee the city and find work elsewhere, landing jobs wearing woodpecker costumes to promote the opening of a bank. When their…
6
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…
7
In Cold Light (2026)
★ 5.9/10Also crime
Fresh out of prison, Ava's attempt to reclaim her drug operation collapses when she witnesses a brutal crime, forcing her to flee into a nightmarish underworld where allies are scarce and enemies multiply by the minute.
8
The System (2022)
★ 7.3/10Also crime
When a young soldier, newly returned from war, gets caught up in a drug bust, he is recruited by the authorities to go undercover in a notoriously dangerous prison in order to figure out what is really going on.
9
Hostile Takeover (2025)
★ 6.9/10Also comedy
Follows Pete, a professional hitman, as he faces a group of assassins after the boss of a crime syndicate suspects disloyalty due to his attendance at Workaholics Anonymous meetings.
10
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…
11
Wire Room (2022)
★ 6/10Also crime
New recruit Justin Rosa must monitor arms-smuggling cartel member Eddie Flynn — and keep him alive at all costs. When a SWAT team descends on Flynn’s home, Rosa breaks protocol and contacts the gangster directly to…
12
Run All Night (2015)
★ 6.4/10Also crime
Brooklyn mobster and prolific hit man Jimmy Conlon has seen better days. Longtime best friend of a mob boss, Jimmy is haunted by the sins of his past—as well as a dogged police detective who’s been one step behind…
13
Wardriver (2026)
★ 7.4/10Also crime
He’s a Wardriver: a hacker who steals from banks, not people—until he’s noticed. Now the money turns violent, and the woman caught in it could save him or kill them both.
14
All the Devils Are Here (2025)
★ 6.2/10Also crime
After a heist, four criminals lay low in a remote safehouse, waiting for orders. As paranoia builds, one thing becomes clear — the real threat may not be outside, but among them.
15
Accident Man (2018)
★ 6.3/10Also crime and comedy
Mike Fallon, the Accident Man, is a stone cold killer. When a loved one is murdered by his own crew, Fallon is forced to avenge the one person who actually meant something to him.
16
Red Right Hand (2024)
★ 6.6/10Also crime
Cash is trying to live a quiet, honest life in a small Appalachian town. When a vicious crime boss forces him back into her services, he soon learns he's capable of anything -- even killing -- to protect his family and…
17
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…
18
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…
19
Trap House (2025)
★ 6.6/10Also crime
An undercover DEA agent and his partner embark on a game of cat and mouse with an audacious, and surprising group of thieves – their own rebellious teenagers, who have begun robbing from a dangerous cartel, using their…
20
Ted Bundy: American Boogeyman (2021)
★ 6.6/10Also crime
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…