Movies Like Don't Fall in Love on a Saturday

If you liked Don't Fall in Love on a Saturday (1962), a comedy movie directed by Vasilis Georgiadis, 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
The Distinguished Gentleman (1992)
★ 6/10Also comedy
A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows…
2
The Boss (2016)
★ 5.8/10Also comedy
A titan of industry is sent to prison after she's caught for insider trading. When she emerges ready to rebrand herself as America's latest sweetheart, not everyone she screwed over is so quick to forgive and forget.
3
The Associate (1996)
★ 6.2/10Also comedy
Laurel Ayres is a businesswoman trying to make it but unfortunately she works at a investment firm where she does all the work but all the senior investors like Frank Peterson grab all the credit. She then leaves and…
4
Extract (2009)
★ 5.9/10Also comedy
The owner of a factory that produces flavor extracts, Joel Reynold seems to have it all, but really doesn't. What's missing is sexual attention from his wife, Suzie. Joel hatches a convoluted plan to get Suzie to cheat…
5
Safe Sex (1999)
★ 6.5/10Also comedy
A satire of life in modern Greece, presented through a series of different stories about sex. There are several couples and their relation with sex in parallel stories that come together in a hilarious way.
6
Cedar Rapids (2011)
★ 5.9/10Also comedy
A naive Midwesterner insurance salesman travels to a big-city convention in an effort to save the jobs of his co-workers.
7
Bullets Over Broadway (1994)
★ 7.1/10Also comedy
After young playwright, David Shayne obtains funding for his play from gangster Nick Valenti, Nick's girlfriend Olive miraculously lands the role of a psychiatrist—but not only is she a bimbo who could never pass for a…
8
Adult World (2014)
★ 6/10Also comedy
Amy, a naive college graduate who believes she's destined to be a great poet, begrudgingly accepts a job at a sex shop while she pursues a mentorship with reclusive writer Rat Billings.
9
Pocket Listing (2016)
★ 6.5/10Also comedy
A satirical thriller about L.A.'s real estate roller coaster. Double crosses, adultery, murder, mistaken identity, and revenge ensues when a mysterious power player and his sultry wife hire a disgraced Los Angeles…
10
Oscar (1991)
★ 6.4/10Also comedy
Angelo "Snaps" Provolone made his dying father a promise on his deathbed: he would leave the world of crime and become an honest businessman. Despite having no experience in making money in a legal fashion, Snaps sets…
11
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.
12
Mistress America (2015)
★ 6.5/10Also comedy
A college freshman cures her disappointment and loneliness by allowing herself to be pulled into the wacky schemes of her future stepsister.
13
Birthday Girl (2001)
★ 5.9/10Also comedy
John is a mild-mannered banker who has never been lucky in love. Fed up with waiting for the right girl to come along, John takes a chance on a Russian mail-order bride arranged via the Internet, where he is introduced…
14
Criminal (2004)
★ 6.2/10Also comedy
Needing a new partner capable of intricate cons, Richard Gaddis, recruits Rodrigo, a crook with a perfect poker face. The two plan a big-time scam: selling a fake Silver Certificate to currency collector William…
15
The Union (2024)
★ 6/10Also comedy
A New Jersey construction worker goes from regular guy to aspiring spy when his long-lost high school sweetheart recruits him for an espionage mission.
16
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.
17
Eenie Meanie (2025)
★ 6.3/10Also comedy
A former teenage getaway driver gets dragged back into her unsavory past when a former employer offers her a chance to save the life of her chronically unreliable ex-boyfriend.
18
Get Hard (2015)
★ 6/10Also comedy
When millionaire hedge fund manager James is convicted of fraud and sentenced to a stretch in San Quentin, the judge gives him one month to get his affairs in order. Knowing that he won't survive more than a few…
19
Moonwalkers (2015)
★ 6.1/10Also comedy
What if Apollo 11 never actually made it? What if, in reality, Stanley Kubrick secretly shot the famous images of the moon landing in a studio, working for the US administration? This is the premise of a totally…
20
The Secret of My Success (1987)
★ 6.5/10Also comedy
Brantley Foster, a well-educated kid from Kansas, has always dreamed of making it big in New York City, but once there, he learns that jobs - and girls - are hard to get. When he visits his uncle, Howard Prescott, who…