Movies Like Penelope

If you liked Penelope (1966), a comedy and crime 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
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.
2
The League of Gentlemen (1960)
★ 7.1/10Also comedy and crime
Involuntarily-retired Colonel Hyde recruits seven other dissatisfied ex-servicemen for a special project. Each of the men has a skeleton in the cupboard, is short of money, and is a service-trained expert in his field…
3
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.
4
Take the Money and Run (1969)
★ 7.1/10Also comedy and crime
Virgil Starkwell is intent on becoming a notorious bank robber. Unfortunately for Virgil and his not-so-budding career, he is completely incompetent.
5
The Honey Pot (1967)
★ 6.5/10Also comedy and crime
In Venice, a millionaire hires an actor to help him prank three greedy exes into thinking he's dying and leaving his fortune to one of them.
6
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.
7
A-Haunting We Will Go (1942)
★ 6.2/10Also comedy and crime
Stan and Ollie get involved with con men, crooks, a genial magician, and two interchangeable coffins with disastrous but funny results.
8
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.
9
The Ladykillers (1955)
★ 7.3/10Also comedy and crime
Five oddball criminals planning a bank robbery rent rooms on a cul-de-sac from an octogenarian widow under the pretext that they are classical musicians.
10
Song of the Thin Man (1947)
★ 6.7/10Also comedy and crime
While attending a glamorous jazz cruise on New York’s East River, Nick and Nora Charles witness the fatal shooting of a wealthy patron. When suspicion falls on a young bandleader and his musicians, the couple steps in…
11
LaRoy, Texas (2024)
★ 6.8/10Also crime and comedy
Broke and depressed, Ray is mistaken for a dangerous hitman and given an envelope of cash. Along with his P.I. friend Skip, he must escape the actual hitman to make it out of LaRoy alive.
12
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…
13
Fun with Dick and Jane (2005)
★ 6.2/10Also comedy and crime
After Dick Harper loses his job at Globodyne in an Enron-esque collapse, he and his wife, Jane, turn to crime in order to handle the massive debt they now face. Two intelligent people, Dick and Jane actually get pretty…
14
Ocean's Eight (2018)
★ 6.9/10Also crime and comedy
Debbie Ocean, a criminal mastermind, gathers a crew of female thieves to pull off the heist of the century at New York's annual Met Gala.
15
Porridge (1979)
★ 6.8/10Also comedy and crime
Times are hard for habitual guest of Her Majesty Norman Stanley Fletcher. The new prison officer, Beale, makes MacKay look soft and what's more, an escape plan is hatching from the cell of prison godfather Grouty and…
16
Clue (1985)
★ 7.2/10Also comedy and crime
Clue finds six colorful dinner guests gathered at the mansion of their host, Mr. Boddy -- who turns up dead after his secret is exposed: He was blackmailing all of them. With the killer among them, the guests and…
17
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…
18
Two-Way Stretch (1960)
★ 6.7/10Also comedy and crime
Three criminals plan to break out of prison the day before their release in order to carry out a daring jewel robbery, intending to establish the perfect alibi by returning to jail afterwards. First however they must…
19
Fletch (1985)
★ 6.7/10Also comedy and crime
When investigative reporter Irwin "Fletch" Fletcher goes undercover to write a piece on the drug trade at a local beach, he's approached by wealthy businessman Alan Stanwyk, who offers him $50,000 to murder him. With…
20
D.O.A. (1949)
★ 6.9/10Also crime
Frank Bigelow is about to die, and he knows it. The accountant has been poisoned and has only 24 hours before the lethal concoction kills him. Determined to find out who his murderer is, Frank, with the help of his…