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Movies like If the Shoe Fits (1990)

The best movies like If the Shoe Fits (1990) are The Good Witch's Garden (2009), Catering Christmas (2022) and 12 Dates of Christmas (2011). If If the Shoe Fits 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. The Good Witch's Garden (2009)

    Middleton prepares for its bicentennial, and Grey House is to be the party venue. Good witch Cassie is remodeling it as B&B. her first and only guest, Nick Chasen, claims to be a distant relative. He produces papers to prove he's the heir of the builder, colonial era captain Hamblin, while the Grey lady was his mistress and stole it. Police chief and lover Jake Russell goes all the way to motivate her to fight and disprove the claim before she's effectively disowned. Brandon is dared to pass a rascals-initiation by local brat Steve and Duke. George's gardening skills lead to romance.

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

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  2. Catering Christmas (2022)

    A fledgling caterer, Molly Frost, is hired by Jean Harrison, the perfectionistic director of the renowned Harrison Foundation, to cater this year’s annual Christmas Gala dinner. Things get complicated when Molly falls for Jean’s nephew, Carson, 30s, a travel photographer with no desire to take over the family’s foundation… until his aunt assigns him to the task of making sure the catered dinner goes perfectly.

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

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  3. 12 Dates of Christmas (2011)

    In an attempt to win back her ex-boyfriend Jack on Christmas Eve, Kate ends up ruining her blind date with Miles, a handsome guy she's been set up with. In a strange twist of fate, Kate is magically given the chance to re-live Christmas Eve twelve times!

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

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  4. Four Christmases and a Wedding (2017)

    When event planner Chloe is hired to plan the local Christmas Festival, she is beyond thrilled to embrace the challenge. Professionally, everything is going great, but much to the dismay of her mother, Chloe confesses she has given up on ever finding Mr. Right. That all changes the night of the opening of the festival when she meets Evan. The two begin a whirlwind romance, but as Christmas Day nears, Chloe learns that Evan is being transferred overseas for work. What follows is three more Christmases where Chloe and Evan cross paths at the annual festival, but each year something - or someone - stands in the way of true love. Will a touch of Santa's magic on their fourth Christmas Eve finally bring them together?

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

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  5. A Midsummer Night's Dream (1999)

    Mistaken identity, unrequited love, and the supernatural are combined in Shakespeare's classic set in the woods of Greece on a moonlit night.

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

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  6. Can't Buy Me Love (1987)

    Nerdy high schooler Ronald Miller rescues cheerleader Cindy Mancini from parental punishment after she accidentally destroys her mother's designer clothes. Ronald agrees to pay for the $1,000 outfit on one condition: that she will act as though they're a couple for an entire month. As the days pass, however, Cindy grows fond of Ronald, making him popular. But when Ronald's former best friend gets left behind, he realizes that social success isn't everything.

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

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  7. Love Potion No. 9 (1992)

    Unlucky in love, chemist Paul Matthews visits gypsy Madame Rosa for help. Quickly realizing he is a hopeless nerd, she gifts him with Love Potion No. 8, which makes anyone who wears it irresistible to the opposite sex for four hours. Paul and animal psychologist coworker Diane Farrow decide to test it on themselves. The awkward pair suddenly find themselves alluring to anyone they approach, but soon realize they are most attracted to each other.

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

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  8. The Wrong Paris (2025)

    Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.

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

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  9. Teen Witch (1989)

    Louise is not very popular at her highschool. Then she learns that she's descended from the witches of Salem and has inherited their powers. At first she uses them to get back at the girls and teachers who teased her and to win the heart of the handsome footballer's captain. But soon she has doubts if it's right to 'cheat' her way to popularity.

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

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  10. When in Rome (2010)

    Disillusioned with romance, Beth, an ambitious New Yorker, travels to Rome for her sister's wedding, where she plucks magic coins from a special fountain of love. The coins attract unwanted attention from an assortment of odd yet ardent suitors: a sausage merchant, a street magician, an artist, and a male model. But when the best man from the wedding, persistent reporter Nick, throws his hat in the ring, Beth wonders if his love is the real thing.

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

  11. A Royal Christmas (2014)

    A young working girl with a blue-collar background is surprised when her new fiancé announces he is actually a prince of a small sovereign country in Europe. After the couple quickly takes off to spend the holidays at his family’s sprawling, royal castle, she must work hard to win over her disapproving and unaccepting future mother-in-law—the Queen—and find out if love truly can conquer all.

    Why it matches: Recommended by TMDB viewers · both romance

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  12. When We First Met (2018)

    Using a magical photo booth that sends him back in time, Noah relives the night he met Avery over and over, trying to persuade her to fall for him.

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

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  13. Girl Haunts Boy (2024)

    Cole, a teen grieving the loss of his dad, forms an unlikely bond with Bea, a ghost. As they navigate life and death, they must break an ancient curse.

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

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  14. Relationship Goals (2026)

    When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her priorities.

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

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  15. Two of a Kind (1983)

    God has had enough of the bad behavior and attitude of humankind, and has decided to start it all over. It is up to a struggling inventor and a bank teller, both with very amateur criminal minds, to save the world by falling in love.

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

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  16. The Purple Rose of Cairo (1985)

    Cecilia is a waitress in New Jersey, living a dreary life during the Great Depression. Her only escape from her mundane reality is the movie theatre. After losing her job, Cecilia goes to see 'The Purple Rose of Cairo' in hopes of raising her spirits, where she watches dashing archaeologist Tom Baxter time and again.

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

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  17. Anchors Aweigh (1945)

    Two sailors on shore leave head out for four days of partying – only to become involved in the affairs of an aspiring singer and her precocious nephew.

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

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  18. Bedazzled (2000)

    Elliot Richards, a socially awkward IT worker, is given seven wishes to get the girl of his dreams when he meets a very seductive Satan. The catch: his soul. Some of his wishes include being a 7 foot basketball star, a wealthy, powerful man, and a sensitive caring guy. But, as could be expected, the Devil puts her own little twist on each of his fantasies.

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

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  19. Under Wraps (2021)

    Three friends try to save their mummified friend, Harold, from greedy criminals by returning him to his resting place before midnight on Halloween.

    Why it matches: Recommended by TMDB viewers · both comedy

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  20. Poinsettias for Christmas (2018)

    It’s just weeks before Christmas when Ellie gets a call to return home to help her father on the family’s poinsettia farm. The family business is on the line to deliver tens of thousands of plants for the town’s annual parade. The problem is — the poinsettias have yet to turn red! As Ellie searches for the solution, she is reminded of where her heart truly lies as she falls in love with both her roots and a local botanist.

    Why it matches: Recommended by TMDB viewers · both romance

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  21. Playboy of Paris (1930)

    Yvonne, daughter of Philibert, a Paris cafe owner, is in love with dreamy, blundering Albert, a waiter, though he pays little attention to her. Philibert plans to marry his daughter to a wealthy Parisian, but upon learning that Albert is to come into a large inheritance, he conspires to place him under a longterm contract, confident that he willingly will pay a forfeit to break it.

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

  22. The Good and the Bad (1976)

    The film follows the exploits of Jacques, a car-mechanic turned pro-thief, and his Jewish co-conspirator Simon as their robberies, beginning well before the Second World War, take on a political coloration under the occupation.

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

  23. Raising Helen (2004)

    Helen Harris has a glamorous, big-city life working for one of New York's hottest modeling agencies. But suddenly her free-spirited life gets turned upside down when she must choose between the life she's always loved, and the new loves of her life!

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

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  24. Enchanted (2007)

    The beautiful princess Giselle is banished by an evil queen from her magical, musical animated land and finds herself in the gritty reality of the streets of modern-day Manhattan. Shocked by this strange new environment that doesn't operate on a "happily ever after" basis, Giselle is now adrift in a chaotic world badly in need of enchantment. But when Giselle begins to fall in love with a charmingly flawed divorce lawyer who has come to her aid - even though she is already promised to a perfect fairy tale prince back home - she has to wonder: Can a storybook view of romance survive in the real world?

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

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  25. Charade (1963)

    After Regina Lampert falls for the dashing Peter Joshua on a skiing holiday in the French Alps, she discovers upon her return to Paris that her husband has been murdered. Soon, she and Peter are giving chase to three of her late husband's World War II cronies, Tex, Scobie and Gideon, who are after a quarter of a million dollars the quartet stole while behind enemy lines.

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

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  26. Nevermind The Grief (1983)

    A soldier served a long time service. He took as a reward an old drum and went where his eyes were looking. He walked for a long time, and went to the hut, and in it the small girl was crying, because the fierce witch has destroyed her parents.

    Why it matches: Similar story and style

  27. American Storage (2006)

    A storage facility employee discovers someone is living in one of the units.

    Why it matches: Similar story and style · both comedy

  28. Paul and Michelle (1974)

    Taking place approximately three years after the events in Friends, Paul and Michelle follows the family of Paul Harrison and Michelle Latour-Harrison after they have been reunited. Paul has to cope with the difficulties he faces balancing work, college, and trying to maintain their family as well as a new love interest for Michelle.

    Why it matches: Similar story and style · both romance

  29. L'Adieu à Solférino (2019)

    Why it matches: Similar story and style

  30. The Nasty Girl (1990)

    When a young woman investigates her town's Nazi past, the community turns against her.

    Why it matches: Similar story and style · both comedy

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Like If the Shoe Fits and something else?

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

Frequently asked questions

What are the best movies like If the Shoe Fits?

The closest matches to If the Shoe Fits are The Good Witch's Garden (2009), Catering Christmas (2022) and 12 Dates of Christmas (2011). Below are 27 more, each with the reason it matches.

What should I watch after If the Shoe Fits?

Start with The Good Witch's Garden (2009), the closest match to If the Shoe Fits.

What is the highest-rated movie like If the Shoe Fits?

Charade (1963), rated 7.7/10 by 1,632 TMDB users.

What is the newest movie like If the Shoe Fits?

Relationship Goals (2026) is the most recent release on this list.

Are there English movies like If the Shoe Fits?

Yes: The Good Witch's Garden (2009), Catering Christmas (2022) and 12 Dates of Christmas (2011).

How are movies similar to If the Shoe Fits chosen?

First come films that Trakt’s viewers watch alongside If the Shoe Fits, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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