Skip to content

Movies like Love on a Bet (1936)

The best movies like Love on a Bet (1936) are Watching the Detectives (2007), Let's Make Love (1960) and Easy Virtue (2008). If Love on a Bet hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Watching the Detectives (2007)

    Neil, 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 turned upside down and the line between reality and the movies quickly begins to blur.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  2. Let's Make Love (1960)

    When 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.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  3. Easy Virtue (2008)

    A 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.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  4. Desk Set (1957)

    A computer expert tries to prove his electronic brain can replace a television network's research staff.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  5. What's Love Got to Do with It? (2023)

    Two 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.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  6. I Love You Again (1940)

    Boring businessman Larry Wilson recovers from amnesia and discovers he's really a con man...and loves his soon-to-be-ex wife.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  7. The Bachelor and the Bobby-Soxer (1947)

    Teenager 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 date Susan until the crush abates.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  8. Good Advice (2001)

    An investment banker loses everything and must discover what's really important in life.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  9. Send Me No Flowers (1964)

    When 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.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  10. The Farmer's Daughter (1947)

    After leaving her family's farm to study nursing in the city, a young woman finds herself on an unexpected path towards politics.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  11. Relative Values (2000)

    A comedy of discriminating taste and dirty little secrets. In 1952 England, Nigel, the Earl of Marshwood, woos Hollywood star Miranda, upsetting both Nigel's mother, Countess Felicity, and Miranda's former love fellow Hollywood star Don. Right before the engagement party at Marshwood, Moxie, the Countess's personal maid and best friend, reveals that Miranda is her estranged sister. Crestwell, the Countess's butler, devises a plan - but an inebriated Don's arrival at Marshwood to talk to Miranda causes all chaos to break loose.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  12. The Long, Long Trailer (1954)

    A 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.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  13. The Egg and I (1947)

    World War II veteran Bob MacDonald surprises his new wife, Betty, by quitting his city job and moving them to a dilapidated farm in the country. While Betty gamely struggles with managing the crumbling house and holding off nosy neighbors and a recalcitrant pig, Bob makes plans for crops and livestock. The couple's bliss is shaken by a visit from a beautiful farm owner, who seems to want more from Bob than just managing her property.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Worth the HypeMovies like this
  14. A Night at the Roxbury (1998)

    Despite 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 until a chance run-in with Richard Grieco gets them inside the swank Roxbury club. Mistaken for high rollers, they meet their dream women, Vivica and Cambi, and resolve to open a club of their own.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  15. That Touch of Mink (1962)

    Cathy 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 suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  16. Hollywood or Bust (1956)

    The 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 car, Steve tells Malcolm that he lives in Hollywood, next to Anita Ekberg's. When Malcom hears that, they both set out for Hollywood and the adventure begins...

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Carry On Regardless (1961)

    After 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.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. Tommy Boy (1995)

    To save the family business, two ne’er-do-well traveling salesmen hit the road with disastrously funny consequences.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. Fun with Dick and Jane (1977)

    When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Strange Brew (1983)

    Something is rotten at the Elsinore Brewery. Bob and Doug McKenzie (as seen on SCTV) help the orphan Pam regain the brewery founded by her recently-deceased father. But to do so, they must confront the suspicious Brewmeister Smith and two teams of vicious hockey players.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  21. Grande école (2004)

    Paul and Agnes have been going out for quite a while and Agnes is shocked to learn that he'd rather live with two roommates on campus than move in with her. As soon as he meets one of his roommates, Louis-Anault, Paul's behavior changes - he is attracted to Louis without realizing so himself. Agnes, on the other hand, gets quite jealous and offers a bet: Whoever gets to have Louis-Anault first, wins... If she does, Paul will no longer explore his homosexual desires, if he does - she'll walk away. Meanwhile, Paul meets Mecir, a young Arab worker, who shows him there's more to life than elite colleges...

    Why it matches: Similar story and style · both comedy & romance

  22. Guys and Dolls (1955)

    In New York, a gambler is challenged to take a Salvation Army missionary to Havana, and unexpectedly they fall for each other. And the bet has a hidden motive ... classic song and dance ensues!

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  23. Bread and Tulips (2000)

    An endearing light comedy about a woman who spontaneously becomes a resident of Venice after her family left her behind. While enjoying the wonderful people she meets she achieves a new life and the first time independent of her family.

    Why it matches: Similar story and style · both comedy & romance

    Worth the HypeMovies like this
  24. A Goofy Movie (1995)

    Goofy’s teenage son Max is desperate to impress his crush and fit in at school. After well-meaning but ignorant Goofy suddenly whisks him away on a cross-country road trip—messing up Max’s first date plans in the process—Goofy’s old-school parenting and Max’s desire for independence lead to a vacation of hilarious mishaps, as they both learn to see eye to eye and listen to each other.

    Why it matches: Similar story and style · both comedy & romance

    Worth the HypeMovies like this
  25. Sullivan's Travels (1941)

    Successful movie director John L. Sullivan, convinced he won't be able to film his ambitious masterpiece until he has suffered, dons a hobo disguise and sets off on a journey, aiming to "know trouble" first-hand. When all he finds is a train ride back to Hollywood and a beautiful blonde companion, he redoubles his efforts, managing to land himself in more trouble than he bargained for when he loses his memory and ends up a prisoner on a chain gang.

    Why it matches: Similar story and style · both comedy & romance

    Worth the HypeMovies like this
  26. Please Don't Eat the Daisies (1960)

    Drama critic Larry Mackay, his wife Kate and their four sons move from their crowded Manhattan apartment to an old house in the country. While housewife Kate settles into suburban life, Larry continues to enjoy the theater and party scene of New York.

    Why it matches: Similar story and style · both comedy & romance

    Popcorn FlickMovies like this
  27. Going the Distance (2004)

    Nick is a successful young man whose comfortable West Coast life couldn't be better. However, when his girlfriend falls under the influence of lecherous music producer Lenny Swackhammer, Nick impulsively decides to travel to Toronto to intervene. Nick's buddies Tyler and Dime opt to turn the quest into a cross-country road trip that's complete with wacky antics and encounters with beautiful women.

    Why it matches: Similar story and style · both comedy & romance

  28. Four Rooms (1995)

    It's Ted the Bellhop's first night on the job...and the hotel's very unusual guests are about to place him in some outrageous predicaments. It seems that this evening's room service is serving up one unbelievable happening after another.

    Why it matches: Similar story and style · both comedy

  29. Drużyna AA (2024)

    In order to save their rehab facility, four cross-addicted anonymous alcoholics undertake a very risky task to smuggle two tankers of spirit across Poland. For their own safety, they kidnap their therapist for the trip. However, the journey turns out to be more dangerous than they expected. After them – or rather the illegal alcohol they are transporting – is a Customs Officer, who is not entirely who she says she is. From then on, everything gets complicated.

    Why it matches: Similar story and style · both comedy

  30. My Best Friend (2006)

    Catherine refuses to believe that her business partner, the unlikeable François, has a best friend, so she challenges him to set up an introduction. Scrambling to find someone willing to pose as his best pal, François enlists the services of a charming taxi driver to play the part.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this

Like Love on a Bet and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Love on a Bet?

The closest matches to Love on a Bet are Watching the Detectives (2007), Let's Make Love (1960) and Easy Virtue (2008). Below are 27 more, each with the reason it matches.

What should I watch after Love on a Bet?

Start with Watching the Detectives (2007), the closest match to Love on a Bet.

What is the highest-rated movie like Love on a Bet?

Sullivan's Travels (1941), rated 7.4/10 by 540 TMDB users.

What is the newest movie like Love on a Bet?

Drużyna AA (2024) is the most recent release on this list.

Are there English movies like Love on a Bet?

Yes: Watching the Detectives (2007), Let's Make Love (1960) and Easy Virtue (2008).

How are movies similar to Love on a Bet chosen?

First come films that Trakt’s viewers watch alongside Love on a Bet, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

↑ ↓ to move · Enter to open · Full search page