Movies Like Small Time Crooks

If you liked Small Time Crooks (2000), a comedy and crime movie directed by Woody Allen, 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
Ocean's Eleven (1960)
★ 6.4/10Also crime and comedy
Danny Ocean and his gang attempt to rob the five biggest casinos in Las Vegas in one night.
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
Bandits (2001)
★ 6.3/10Also comedy and crime
After escaping from prison, Joe and Terry go on a crime spree, robbing banks through Oregon and California in order to finance their scheme for a new life south of the border. Unfortunately, things get more complicated…
4
Quick Change (1990)
★ 6.7/10Also comedy and crime
With the aid of his girlfriend, Phyllis Potter, and best friend, Loomis, Grimm enters a Manhattan bank dressed as a clown, creates a hostage situation and executes a flawless robbery. The only thing left for the trio…
5
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.
6
Bandidas (2006)
★ 6.1/10Also comedy and crime
When a ruthless robber baron takes away everything they cherish, a rough-and-tumble, idealistic peasant and a sophisticated heiress embark on a quest for justice, vengeance…and a few good heists.
7
High Heels and Low Lifes (2001)
★ 6.1/10Also crime and comedy
Two friends are drawn into a seedy underworld of extortion and violence when they try to blackmail a gang of bank robbers.
8
Excess Baggage (1997)
★ 6.1/10Also comedy and crime
A rich brat fakes her own kidnapping, but in the process ends up locked in the trunk of a car that gets stolen.
9
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.
10
Mad Money (2008)
★ 6.5/10Also comedy and crime
Three female employees of the Federal Reserve plot to steal money that is about to be destroyed.
11
The Brink's Job (1978)
★ 6.2/10Also comedy and crime
In 1950, a group of unlikely criminal masterminds commits the robbery of the century. Led by Tony Pino, a petty thief fresh out of prison, and Joe McGinnis, who specializes in planning lucrative capers, the gang robs…
12
Date Night (2010)
★ 6.1/10Also comedy
Phil and Claire Foster fear that their mild-mannered relationship may be falling into a stale rut. During their weekly date night, their dinner reservation leads to their being mistaken for a couple of thieves—and now…
13
Stark Raving Mad (2002)
★ 6.1/10Also comedy and crime
A crook quietly plots his revenge against the boss who murdered his brother while working for him.
14
The Parole Officer (2001)
★ 5.8/10Also crime and comedy
A hapless parole officer is framed for murder by a crooked police chief. To prove his innocence he must entice his former clients away from the law abiding lives they are now living to recover the evidence that will…
15
Analyze This (1999)
★ 6.5/10Also comedy and crime
Countless wiseguy films are spoofed in this film that centers on the neuroses and angst of a powerful Mafia racketeer who suffers from panic attacks. When Paul Vitti needs help dealing with his role in the "family,"…
16
The Lavender Hill Mob (1951)
★ 7.2/10Also comedy and crime
A meek bank clerk who oversees the shipments of bullion joins with an eccentric neighbor to steal gold bars and smuggle them out of the country.
17
Family Plot (1976)
★ 6.8/10Also comedy and crime
Spiritualist Blanche Tyler and her cab-driving boyfriend encounter a pair of serial kidnappers while trailing a missing heir in California.
18
How to Rob a Bank (2007)
★ 5.8/10Also comedy and crime
Caught in the middle of a bank robbery, a slacker and a bank employee become the ones who arbitrate the intense situation.
19
Three Fugitives (1989)
★ 6.7/10Also comedy and crime
On his first day after being released from jail for 14 armed bank robberies, Lucas finds himself caught up in someone else's robbery. Perry has decided to hold up the local bank to raise money so that he can keep his…
20
Johnny Dangerously (1984)
★ 6.3/10Also comedy and crime
An honest, goodhearted man is forced to turn to a life of crime to finance his neurotic mother's skyrocketing medical bills.