Best Crime/Caper Comedies
Crime/caper comedies focus on elaborate heists or criminal schemes, often with a humorous twist or bumbling criminals.
1. The Sting (1973)
Two con men attempt an elaborate scheme to swindle a mob boss in 1930s Chicago.
Why it’s great:
- Chemistry between Paul Newman and Robert Redford
- Intricate plot with multiple twists
- Period detail and ragtime soundtrack
2. Ocean’s Eleven (2001)
A charismatic ex-con assembles a team to rob three Las Vegas casinos simultaneously.
Why it’s great:
- Star-studded ensemble cast
- Clever heist plot with unexpected twists
- Stylish direction by Steven Soderbergh
3. The Italian Job (1969)
A team of thieves plans to steal a gold shipment by creating a traffic jam in Turin.
Why it’s great:
- Michael Caine‘s charismatic performance
- Exciting car chases featuring Mini Coopers
- Blend of British humor with heist movie tropes
4. A Fish Called Wanda (1988)
A jewel heist goes awry when the criminals double-cross each other and become involved with a barrister.
Why it’s great:
- Stellar performances, especially by Kevin Kline
- Clever script by John Cleese
- Blend of British and American humor
5. The Ladykillers (1955)
A group of criminals posing as musicians plot a heist while staying at an elderly lady’s house.
Why it’s great:
- Alec Guinness‘s performance as the criminal mastermind
- Dark humor and memorable characters
- Clever plot with unexpected twists.