Movies Like The Cracksman

If you liked The Cracksman (1963), a comedy movie directed by Peter Graham Scott, 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
Take the Money and Run (1969)
★ 7.1/10Also comedy
Virgil Starkwell is intent on becoming a notorious bank robber. Unfortunately for Virgil and his not-so-budding career, he is completely incompetent.
2
Welcome to Collinwood (2002)
★ 6.1/10Also comedy
Five hapless inner-city low-lifes attempt to burgle a pawnbroker's safe, but end up being plagued by bad luck.
3
Dog Gone (2008)
★ 6.5/10Also comedy
A courageous boy battles a gang of bumbling thieves to rescue a dog carrying a fortune in stolen diamonds.
4
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
5
The Ladykillers (1955)
★ 7.3/10Also comedy
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.
6
Taking Care of Business (1990)
★ 6.3/10Also comedy
An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.
7
Go West (1940)
★ 6.6/10Also comedy
A con man heading west to search for gold teams up with a pair of scheming brothers along the way. The trio soon find themselves in the middle of a feud between two rival families and two underhanded land developers.
8
That Darn Cat! (1965)
★ 6.6/10Also comedy
A young woman suspects foul play when her cat comes home wearing a wristwatch. Convincing the FBI, though, and catching the bad guys is tougher than she imagined.
9
Ocean's Eleven (1960)
★ 6.4/10Also comedy
Danny Ocean and his gang attempt to rob the five biggest casinos in Las Vegas in one night.
10
The Hot Rock (1972)
★ 6.5/10Also comedy
Dortmunder and his pals plan to steal a huge diamond from a museum. But this turns out to be only the first time they have to steal it...
11
Small Time Crooks (2000)
★ 6.5/10Also comedy
A loser of a crook and his wife strike it rich when a botched bank job's cover business becomes a spectacular success.
12
Big Trouble (2002)
★ 6.1/10Also comedy
The story of how a mysterious suitcase brings together, and changes, the lives of a divorced dad, an unhappy housewife, two hitmen, a pair of street thugs, two love struck teens, two FBI men and a psychedelic toad…
13
Support Your Local Gunfighter (1971)
★ 6.6/10Also comedy
A con artist arrives in a mining town controlled by two competing companies. Both companies think he's a famous gunfighter and try to hire him to drive the other out of town.
14
Fun with Dick and Jane (2005)
★ 6.2/10Also comedy
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…
15
Two-Way Stretch (1960)
★ 6.7/10Also comedy
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…
16
Room Service (1938)
★ 6.5/10Also comedy
Broke Gordon Miller tries to land a backer for his new play while he has to deal with with the hotel manager trying to evict him and his cast.
17
A Shot in the Dark (1964)
★ 7.2/10Also comedy
Inspector Jacques Clouseau, smitten with the accused maid Maria Gambrelli, unwittingly turns a straightforward murder investigation into a comedic series of mishaps, testing the patience of his irritable boss Charles…
18
The Geisha Boy (1958)
★ 6.5/10Also comedy
Gilbert Wooley is a second-rate magician who is sent to entertain the troops in the pacific. During his time in Japan he becomes attached to a little orphan boy.
19
Mickey's House of Villains (2002)
★ 7.3/10Also comedy
The villains from the popular animated Disney films are gathered at the House of Mouse with plans to take over. Soon, the villains take over the house and kick out Mickey, Donald and Goofy. It's all up to Mickey and…
20
The Wizards Return: Alex vs. Alex (2013)
★ 7.8/10Also comedy
While trying to prove to her family she can be mature and responsible, teen wizard Alex Russo conjures up a spell to rid herself of her bad qualities, unintentionally creating a Good and Evil Alex. When Evil Alex gets…