Movies Like Love on a Bet
If you liked Love on a Bet (1936), a comedy and romance movie directed by Leigh Jason, 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
Hollywood or Bust (1956)
★ 6.2/10Also comedyThe last movie with Jerry Lewis and Dean Martin together, is a satire of the life in Hollywood. Steve Wiley is a deceiver who cheats Malcolm Smith when he wins a car, claiming that he won it too. Trying to steal the…
- 2
Tommy Boy (1995)
★ 6.8/10Also comedyTo save the family business, two ne’er-do-well traveling salesmen hit the road with disastrously funny consequences.
- 3
Watching the Detectives (2007)
★ 6.3/10Also comedy and romanceNeil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets…
- 4
Let's Make Love (1960)
★ 6.4/10Also comedy and romanceWhen billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.
- 5
Easy Virtue (2008)
★ 6.5/10Also comedy and romanceA young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness out the window.
- 6
What's Love Got to Do with It? (2023)
★ 6.1/10Also romance and comedyTwo childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.
- 7
Send Me No Flowers (1964)
★ 6.8/10Also comedy and romanceWhen a hypochondriac assumes that he is dying, he makes an elaborate plan to ensure his wife's happiness. However, trouble ensues when she misunderstands his intentions.
- 8
Carry On Regardless (1961)
★ 6.2/10Also comedyAfter a bunch of no-hopers approaches an employment agency, the anarchy mounts as they do a series of odd jobs, including a chimp's tea party, trying to stay sober at a wine tasting… and demolishing a house.
- 9
The Bachelor and the Bobby-Soxer (1947)
★ 6.9/10Also comedy and romanceTeenager Susan Turner, with a severe crush on playboy artist Richard Nugent, sneaks into his apartment to model for him and is found there by her sister Judge Margaret Turner. Threatened with jail, Nugent agrees to…
- 10
Desk Set (1957)
★ 7/10Also comedy and romanceA computer expert tries to prove his electronic brain can replace a television network's research staff.
- 11
That Touch of Mink (1962)
★ 6.5/10Also comedy and romanceCathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a…
- 12
A Night at the Roxbury (1998)
★ 6.6/10Also comedy and romanceDespite being well into adulthood, brothers Doug and Steve Butabi still live at home and work in the flower shop owned by their dad. They exist only to hit on women at discos, though they're routinely unsuccessful…
- 13
Good Advice (2001)
★ 5.9/10Also comedy and romanceAn investment banker loses everything and must discover what's really important in life.
- 14
Love Is in the Air (2023)
★ 6.2/10Also romance and comedyA fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.
- 15
Stewie Griffin: The Untold Story (2005)
★ 6.9/10Also comedyThe maniacal baby of the Griffin family, Stewie, meets his future self. In doing this he discovers that his future image is not what he has anticipated because of a near death experience.
- 16
This Little Love of Mine (2021)
★ 6.1/10Also romance and comedyLaura Price is a successful San Francisco lawyer on the cusp of promotion – a far cry from her childhood growing up on a tropical island with best friends Chip and Gem. When the firm’s biggest client – Chip’s…
- 17
The Seven Year Itch (1955)
★ 7/10Also comedy and romanceWhen his family goes away for summer vacation, a hitherto faithful publishing executive with an overactive imagination is tempted by an attractive new neighbor.
- 18
The Long, Long Trailer (1954)
★ 7/10Also comedy and romanceA newly wed couple, Tacy and Nicky, travel in a trailer for their honeymoon. The journey is a humorous one that could end up destroying their marriage.
- 19
Love, Weddings & Other Disasters (2020)
★ 6/10Also romance and comedyA fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
- 20
I Love You Again (1940)
★ 7.2/10Also comedy and romanceBoring businessman Larry Wilson recovers from amnesia and discovers he's really a con man...and loves his soon-to-be-ex wife.