Movies Like Inside the Law

If you liked Inside the Law (1942), a comedy and crime movie directed by Hamilton MacFadden, 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
Plunder Road (1957)
★ 6.9/10Also crime and drama
A spectacular heist starts to unravel as the crooks take it on the lam.
3
They Live by Night (1949)
★ 6.8/10Also crime and romance
An escaped convict, injured during a robbery, falls in love with the woman who nurses him back to health, but their relationship seems doomed from the beginning.
4
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.
5
Where the Money Is (2000)
★ 5.9/10Also comedy and crime
Henry Manning has come up with a new way to break out of prison: fake a stroke and get transferred to a nursing home. It's a perfect plan, except for one thing: the woman assigned to take care of him at the nursing…
6
Mr. Lucky (1943)
★ 7.2/10Also comedy and romance
A conman poses as a war relief fundraiser, but when he falls for a charity worker, his conscience begins to trouble him.
7
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…
8
The Old Man & the Gun (2018)
★ 6.4/10Also comedy and crime
The true story of Forrest Tucker, from his audacious escape from San Quentin at the age of 70 to an unprecedented string of heists that confounded authorities and enchanted the public. Wrapped up in the pursuit are a…
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
Cigarettes & Coffee (1993)
★ 6.6/10Also drama and crime
At a desert diner, the lives of five strangers become linked through a single twenty-dollar bill. Shot for $20,000 and starring Philip Baker Hall, the short premiered at Sundance and later inspired Anderson’s debut…
11
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.
12
The Asphalt Jungle (1950)
★ 7.5/10Also crime and drama
Recently paroled from prison, legendary burglar "Doc" Riedenschneider, with funding from Alonzo Emmerich, a crooked lawyer, gathers a small group of veteran criminals together in the Midwest for a big jewel heist.
13
Kajillionaire (2020)
★ 6.3/10Also crime and drama
Two con artists have spent 26 years training their only daughter to swindle, scam and steal at every turn. During a desperate and hastily conceived heist, they charm a stranger into joining them, only to have their…
14
After the Sunset (2004)
★ 6.2/10Also comedy and crime
An FBI agent is suspicious of two master thieves, quietly enjoying their retirement near what may - or may not - be the biggest score of their careers.
15
The Thomas Crown Affair (1968)
★ 6.8/10Also crime and romance
A debonair, adventuresome bank executive believes that he has pulled off the perfect multi-million dollar heist--until he must match wits with an insurance investigator who will do anything to get her man.
16
Small Time Crooks (2000)
★ 6.5/10Also comedy and crime
A loser of a crook and his wife strike it rich when a botched bank job's cover business becomes a spectacular success.
17
5 Against the House (1955)
★ 5.9/10Also crime and drama
Former war-time Army buddies now students in college decide to rip off a Reno casino.
18
Little Caesar (1931)
★ 6.9/10Also drama and crime
A small-time hood shoots his way to the top, but how long can he stay there?
19
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…
20
Good Advice (2001)
★ 5.9/10Also comedy and romance
An investment banker loses everything and must discover what's really important in life.