Movies Like Outrageous Fortune

If you liked Outrageous Fortune (1987), a comedy movie directed by Arthur Hiller, 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
Smokin' Aces (2006)
★ 6.5/10Also comedy
When a Las Vegas performer-turned-snitch named Buddy Israel decides to turn state's evidence and testify against the mob, it seems that a whole lot of people would like to make sure he's no longer breathing.
2
The Long Goodbye (1973)
★ 7.4/10Also comedy
In 1970s Hollywood, Detective Philip Marlowe tries to help a friend who is accused of murdering his wife.
3
Criminal (2004)
★ 6.2/10Also comedy
Needing a new partner capable of intricate cons, Richard Gaddis, recruits Rodrigo, a crook with a perfect poker face. The two plan a big-time scam: selling a fake Silver Certificate to currency collector William…
4
Jackass Presents: Bad Grandpa (2013)
★ 6.2/10Also comedy
86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
5
2 Days in the Valley (1996)
★ 6.2/10Also comedy
In a sleepy bedroom community of LA's San Fernando Valley, the murder of a professional athlete by two hit men sets into motion a chain of events that puts the mundane lives of a dozen residents on a collision course…
6
The Interview (2014)
★ 6.2/10Also comedy
Dave Skylark and his producer Aaron Rapaport run the celebrity tabloid show "Skylark Tonight". When they land an interview with a surprise fan, North Korean dictator Kim Jong-un, they are recruited by the CIA to turn…
7
Die Hart (2023)
★ 5.9/10Also comedy
Kevin Hart - playing a version of himself - is on a death-defying quest to become an action star. And with a little help from John Travolta, Nathalie Emmanuel, and Josh Hartnett - he just might pull it off.
8
The Killer's Game (2024)
★ 6.4/10Also comedy
When top hitman Joe Flood is diagnosed with a terminal illness, he decides to take matters into his own hands – by taking a hit out on himself. But when the very hitmen he hired also target his ex-girlfriend, he must…
9
American Ultra (2015)
★ 6.1/10Also comedy
Mike is an unmotivated stoner whose small-town life with his live-in girlfriend, Phoebe, is suddenly turned upside down. Unbeknownst to him, Mike is actually a highly trained, lethal sleeper agent. In the blink of an…
10
The F**k-It List (2020)
★ 6/10Also comedy
After a prank blows up a studious high school senior's life, he shares a list of certain things he wishes he'd done differently — and maybe still can.
11
The Unbearable Weight of Massive Talent (2022)
★ 6.8/10Also comedy
Creatively unfulfilled and facing financial ruin, Nick Cage must accept a $1 million offer to attend the birthday of a dangerous superfan. Things take a wildly unexpected turn when Cage is recruited by a CIA operative…
12
His Kind of Woman (1951)
★ 6.8/10Also comedy
Career gambler Dan Milner agrees to a $50,000 deal to leave the USA for Mexico, only to find himself entangled with fellow guests at a luxurious resort and suspecting that the man who hired him may be the deported…
13
Seven Psychopaths (2012)
★ 6.8/10Also comedy
A struggling screenwriter inadvertently becomes entangled in the Los Angeles criminal underworld after his oddball friends kidnap a gangster's beloved Shih Tzu.
14
Eddington (2025)
★ 6.5/10Also comedy
In May of 2020, a standoff between a small-town sheriff and mayor sparks a powder keg as neighbor is pitted against neighbor in Eddington, New Mexico.
15
Babes (2024)
★ 6/10Also comedy
After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.
16
3000 Miles to Graceland (2001)
★ 5.9/10Also comedy
It was an ingenious enough plan: rob the Riviera Casino's count room during an Elvis impersonator convention. But Thomas Murphy decided to keep all the money for himself and shot all his partners, including…
17
Louis C.K.: Ridiculous (2026)
★ 6.1/10Also comedy
From a bee getting shot in New York City to paying strangers to take his aging father, Louis C.K. unleashes the ridiculous thoughts in his mind.
18
Chris D'Elia: Man on Fire (2017)
★ 6.2/10Also comedy
Unbridled comic Chris D'Elia reconsiders his approach to major life events like marriage, not having kids and buying pants for your friends.
19
They Cloned Tyrone (2023)
★ 6.5/10Also comedy
A series of eerie events thrusts an unlikely trio onto the trail of a nefarious government conspiracy lurking directly beneath their neighborhood.
20
Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)
★ 6.8/10Also 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.