Movies Like The Lady and the Mob

If you liked The Lady and the Mob (1939), a comedy and crime movie directed by Benjamin Stoloff, 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
Mr. Right (2016)
★ 6.4/10Also comedy and romance
A girl falls for the "perfect" guy, who happens to have a very fatal flaw: he's a hitman on the run from the crime cartels who employ him.
2
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.
3
Heartbreakers (2001)
★ 6.2/10Also comedy and romance
Max and Page are a brilliant mother/daughter con team who have their grift down to a fine science. Max targets wealthy, willing men and marries them. Page then seduces them, and Max catches her husband in the act. Then…
4
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.
5
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.
6
One Night at McCool's (2001)
★ 5.9/10Also comedy and crime
On an ordinary night, in an ordinary part of town, a beautiful young woman walks into a bar. Her name is Jewel, and before long she is chatting to bartender Randy. The pair leave together, but he ends up getting into a…
7
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.
8
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.
9
Prizzi's Honor (1985)
★ 6.4/10Also romance and comedy
Charley Partanna is a hitman who works for the Prizzis, one of the richest crime families in the US. When he sees Irene Walker, it's love at first sight. But he soon finds that she, too, is a killer for hire. Charley…
10
Something Wild (1986)
★ 6.6/10Also crime and comedy
A free-spirited woman "kidnaps" a yuppie for a weekend of adventure. But the fun quickly takes a dangerous turn when her ex-con husband shows up.
11
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.
12
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…
13
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.
14
Ca$h (2010)
★ 5.9/10Also crime and comedy
A stroke of good luck turns lethal for Sam Phelan and his wife Leslie when they are faced with a life-changing decision that brings strange and sinister Pyke Kubic to their doorstep. As Pyke leads Sam and Leslie on a…
15
Trouble in Paradise (1932)
★ 7.4/10Also comedy and crime
Thief Gaston Monescu and pickpocket Lily are partners in crime and love. Working for perfume company executive Mariette Colet, the two crooks decide to combine their criminal talents to rob their employer. Under the…
16
Gringo (2018)
★ 5.9/10Also comedy and crime
An American businessman with a stake in a pharmaceutical company that's about to go public finds his life is thrown into turmoil by an incident in Mexico.
17
Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)
★ 6.8/10Also crime and comedy
A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by night.
18
Married to the Mob (1988)
★ 6/10Also comedy and crime
Angela de Marco is fed up with her gangster husband's line of work and wants no part of the crime world. When her husband is killed for having an affair with the mistress of mob boss Tony "The Tiger" Russo, Angela and…
19
The Pickup (2025)
★ 6.4/10Also comedy and crime
A routine cash pickup takes a wild turn when mismatched armored truck drivers Russell and Travis are ambushed by ruthless criminals led by savvy mastermind Zoe.
20
The Pope of Greenwich Village (1984)
★ 6.4/10Also comedy and crime
Charlie and his troublesome cousin Paulie decide to steal $150,000 in order to back a "sure thing" race horse that Paulie has inside information on. The aftermath of the robbery gets them into serious trouble with the…