Movies Like Cheaper to Marry

If you liked Cheaper to Marry (1925), a movie directed by Robert Z. Leonard, 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
Flashdance (1983)
★ 6.5/10
Alex Owens, a young woman juggling between two odd jobs, aspires to become a successful ballet dancer. Nick, who is her boss and lover, supports and encourages her to fulfil her dream.
2
War Dogs (2016)
★ 7/10
Based on the true story of two young men, David Packouz and Efraim Diveroli, who won a $300 million contract from the Pentagon to arm America's allies in Afghanistan.
3
Heartbreakers (2001)
★ 6.2/10
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
Silk Road (2021)
★ 6.2/10
Philosophical twenty-something Ross Ulbricht creates Silk Road, a dark net website that sells drugs, while DEA agent Rick Bowden goes undercover to bring him down.
5
Force of Evil (1950)
★ 6.7/10
Lawyer Joe Morse wants to consolidate all the small-time numbers racket operators into one big powerful operation. But his elder brother Leo is one of these small-time operators who wants to stay that way, preferring…
6
All That Money Can Buy (1941)
★ 7/10
Farmer Jabez Stone, about to lose his land, agrees to sell his soul to the devil, known as Mr. Scratch, who gives Jabez seven years to enjoy the fruits of his sale before he collects. Over that time, Jabez pays off his…
7
The Natural (1984)
★ 6.9/10
An unknown middle-aged batter named Roy Hobbs with a mysterious past appears out of nowhere to take a losing 1930s baseball team to the top of the league.
8
Match Point (2005)
★ 7.4/10
Chris, a former tennis pro, takes a job as an instructor and befriends his wealthy young student, Tom. After being introduced to his family, Chris is soon engaged to Tom's sister, Chloe. Despite the professional and…
9
The Damned Don't Cry (1950)
★ 7/10
Fed up with her small-town marriage, a woman goes after the big time and gets mixed up with the mob.
10
Mr. Lucky (1943)
★ 7.2/10
A conman poses as a war relief fundraiser, but when he falls for a charity worker, his conscience begins to trouble him.
11
The Beverly Hillbillies (1993)
★ 6.3/10
Mild-mannered dirt-poor hill-dweller Jed Clampett strikes it rich when oil is discovered on his property. At cousin Pearl's insistence, he moves his family to Beverly Hills to better enjoy his newfound wealth.
12
Last Night (2010)
★ 6.1/10
Michael and Joanna are a young and successful married couple who appear to have it all. But when Michael finds himself alone on a business trip with an attractive new colleague and Joanna encounters the other great…
13
Intolerable Cruelty (2003)
★ 6/10
A revenge-seeking gold digger marries a womanizing Beverly Hills lawyer with the intention of making a killing in the divorce.
14
Fair Play (2023)
★ 6.4/10
An unexpected promotion at a cutthroat hedge fund pushes a young couple's relationship to the brink, threatening to unravel not only their recent engagement but their lives.
15
Empire Records (1995)
★ 6.6/10
The employees of an independent music store learn about each other as they try to stop the store from being absorbed by a large chain.
16
Last Chance Harvey (2008)
★ 6.3/10
In London for his daughter's wedding, a struggling jingle-writer, Harvey Shine, misses his plane to New York, and thus loses his job. While drowning his sorrows in the airport pub, Harvey meets Kate, a British…
17
Sweet November (2001)
★ 6.9/10
Nelson is a man devoted to his advertising career in San Francisco. One day, while taking a driving test at the DMV, he meets Sara. She is very different from the other women in his life. Nelson causes her to miss out…
18
Laws of Attraction (2004)
★ 5.8/10
Amidst a sea of litigation, two New York City divorce lawyers find love.
19
Office Romance (2026)
★ 6.4/10
Jackie, President and CEO of Air Cruz, runs a tight ship in her business, including a rigid anti-fraternization policy for all her employees. When a new sexy lawyer begins working for her, that policy becomes very…
20
Sleuth (2007)
★ 6.3/10
Locked in a high-tech English manor, bound in a deadly duel of wits, Andrew Wyke and Milo Tindle come together as English gentlemen to discuss the matter of Wyke's wife: the woman both are sleeping with.