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Movies like I Feel Pretty (2018)

The best movies like I Feel Pretty (2018) are Trainwreck (2015), How to Be Single (2016) and Someone Great (2019). If I Feel Pretty 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. Trainwreck (2015)

    Ever since her father drilled into her head that monogamy isn't realistic, magazine writer Amy has made promiscuity her credo. As much as she enjoys an uninhibited life free of commitment, Amy is really in a rut. While writing a profile about charming and successful sports doctor Aaron Conners, she finds herself actually falling in love for the first time -- and what's more, Aaron seems to really like her too. Amy starts to wonder if it's time to clean up her act and face her fears.

    Why it matches: Fans watch both · both comedy & romance

  2. How to Be Single (2016)

    New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions of love.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  3. Someone Great (2019)

    An aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken heart, she and her two best friends spend one outrageous last adventure in New York City.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  4. What's Your Number? (2011)

    Ally Darling is realizing she's a little lost in life. Her latest romance has just fizzled out, and she's just been fired from her marketing job. Then she reads an eye-opening magazine article that warns that 96 percent of women who've been with 20 or more lovers are unlikely to find a husband. Determined to turn her life around and prove the article wrong, Ally embarks on a mission to find the perfect mate from among her numerous ex-boyfriends.

    Why it matches: Fans watch both · both comedy & romance

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  5. The Perfect Find (2023)

    After a high-profile firing, everything is at stake for 40-year-old Jenna: her career, her ticking biological clock, and her bank account. Her fashion career comeback hits a snag when she falls for a charming, much younger coworker — who happens to be her boss’s son. As sparks fly, Jenna must decide if she’ll risk it all on a secret romance with the one person who could destroy her comeback.

    Why it matches: Fans watch both · both romance & comedy

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  6. What Men Want (2019)

    Magically able to hear what men are thinking, a sports agent uses her newfound ability to turn the tables on her overbearing male colleagues.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  7. Bridesmaids (2011)

    Annie's life is a mess. But when she finds out her lifetime best friend is engaged, she simply must serve as Lillian's maid of honor. Though lovelorn and broke, Annie bluffs her way through the expensive and bizarre rituals. With one chance to get it perfect, she’ll show Lillian and her bridesmaids just how far you’ll go for someone you love.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  8. Romance in Style (2022)

    Ella's unique designs inspire publishing mogul Derek to include plussized fashion in his magazine. It's not long before Derek realizes that Ella's influence reaches far beyond the catwalk.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  9. The Back-Up Plan (2010)

    When Zoe tires of looking for Mr. Right, she decides to have a baby on her own. But on the day she's artificially inseminated, she meets Stan, who seems to be just who she's been searching for all her life. Now, Zoe has to figure out how to make her two life's dreams fit with each other.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  10. Good on Paper (2021)

    After years of putting her career ahead of love, stand-up comic Andrea Singer has stumbled upon the perfect guy. On paper, he checks all the boxes, but is he everything he appears to be?

    Why it matches: Fans watch both · both comedy & romance

  11. The Ugly Truth (2009)

    A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever ploys, however, lead to an unexpected result.

    Why it matches: Fans watch both · both comedy & romance

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  12. Kinda Pregnant (2025)

    When Lainy's plan to settle down and start a family falls apart, she puts on a fake baby bump, tells a lie — and accidentally falls for her dream guy.

    Why it matches: Fans watch both · both comedy & romance

  13. Just Go with It (2011)

    While romancing Palmer, a much younger schoolteacher, plastic surgeon Danny Maccabee enlists his loyal assistant Katherine to pretend to be his soon to be ex-wife, in order to cover up a careless lie. When more lies backfire, Katherine's kids become involved, and everyone heads off for a weekend in Hawaii that will change all their lives.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  14. Isn't It Romantic (2019)

    For a long time, Natalie, an Australian architect living in New York City, had always believed that what she had seen in rom-coms is all fantasy. But after thwarting a mugger at a subway station only to be knocked out while fleeing, Natalie wakes up and discovers that her life has suddenly become her worst nightmare—a romantic comedy—and she is the leading lady.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  15. Long Shot (2019)

    Journalist Fred Flarsky reunites with his childhood crush, Charlotte Field, now one of the most influential women in the world. As she prepares to make a run for the Presidency, Charlotte hires Fred as her speechwriter — much to the dismay of her trusted advisers.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  16. How to Lose a Guy in 10 Days (2003)

    It's the battle of wills, as Andie needs to prove she can dump a guy in 10 days, whereas Ben needs to prove he can win a girl in 10 days. Now, the clock is ticking—and the wildly entertaining comedy smash is off and running in this irresistible tale of sex, lies and outrageous romantic fireworks!

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  17. To All the Boys I've Loved Before (2018)

    Lara Jean's love life goes from imaginary to out of control when her secret letters to every boy she's ever fallen for are mysteriously mailed out.

    Why it matches: Fans watch both · both comedy & romance

    Worth the HypeMovies like this
  18. The DUFF (2015)

    Bianca's universe turns upside down when she learns that her high school refers to her as a ‘DUFF' (Designated Ugly Fat Friend). Hoping to erase that label, she enlists the help of a charming jock and her favorite teacher. Together they'll face the school's mean girl and remind everyone that we are all someone's DUFF… and that's totally fine.

    Why it matches: Fans watch both · both romance & comedy

    Popcorn FlickMovies like this
  19. 27 Dresses (2008)

    Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.

    Why it matches: Fans watch both · both comedy & romance

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  20. Phat Girlz (2006)

    Two large women struggle to find love and acceptance in a culture where thin is in. Their lives take a dramatic turn when they meet the men of their dreams in completely unexpected ways.

    Why it matches: Fans watch both · both comedy & romance

  21. The Sweetest Thing (2002)

    Christina's love life is stuck in neutral. After years of avoiding the hazards of a meaningful relationship, one night while club-hopping with her girlfriends, she meets Peter, her perfect match. Fed up with playing games, she finally gets the courage to let her guard down and follow her heart, only to discover that Peter has suddenly left town. Accompanied by Courtney, she sets out to capture the one that got away.

    Why it matches: Fans watch both · both romance & comedy

  22. 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: Fans watch both · both romance & comedy

    Popcorn FlickMovies like this
  23. The Broken Hearts Gallery (2020)

    Lucy is a young gallery assistant who collects mementos from her relationships. She discovers that she must let go of her past to move forward, and comes up with a lovely, artistic way to help herself and others who have suffered heartbreak.

    Why it matches: Fans watch both · both comedy & romance

    Worth the HypeMovies like this
  24. Always Be My Maybe (2019)

    Reunited after 15 years, famous chef Sasha and hometown musician Marcus feel the old sparks of attraction, but struggle to adapt to each other's worlds.

    Why it matches: Fans watch both · both romance & comedy

    Popcorn FlickMovies like this
  25. Someone Borrowed (2022)

    To fulfill his mother’s dying wish and avoid being removed from her will, an inflexible bachelor hires an actress to play his fiancée.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  26. Boot Camp (2024)

    Unathletic Whitney Carmichael signs up for an intense summer boot camp to reinvent herself and falls for her personal trainer. She then finds the strength to embrace her true self and ignore the others' expectations.

    Why it matches: Fans watch both · both romance & comedy

    Popcorn FlickMovies like this
  27. Set It Up (2018)

    Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.

    Why it matches: Fans watch both · both romance & comedy

    Popcorn FlickMovies like this
  28. Rich in Love 2 (2023)

    When the idealistic Paula resumes her work as a volunteer doctor in the Amazon, Teto convinces his partners to establish their tomato cooperative in a village in the region. But to win back Paula's heart and save the company from bankruptcy, Teto must definitely overcome his spoiled playboy habits and face the interests of a powerful farmer, who stands in his way.

    Why it matches: Fans watch both · both romance & comedy

    Popcorn FlickMovies like this
  29. Brittany Runs a Marathon (2019)

    Hilarious and outgoing, Brittany Forgler, is everybody’s best friend ― except her own. Her partying, underemployment and toxic relationships are catching up with her. She receives a startling wake-up call when a visit to the doctor reveals how unhealthy she is. Motivated to lose weight, but too broke for a gym and too proud to ask for help, Brit is at a loss, until her neighbor pushes her to run one sweaty block. Soon, she sets an almost unthinkable goal: the New York City Marathon.

    Why it matches: Fans watch both · both comedy

    Popcorn FlickMovies like this
  30. Like a Boss (2020)

    Two female friends with very different ideals decide to start a beauty company together. One is more practical, while the other wants to earn her fortune and live a lavish lifestyle.

    Why it matches: Fans watch both · both comedy

    Popcorn FlickMovies like this

Like I Feel Pretty and something else?

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

Frequently asked questions

What are the best movies like I Feel Pretty?

The closest matches to I Feel Pretty are Trainwreck (2015), How to Be Single (2016) and Someone Great (2019). Below are 27 more, each with the reason it matches.

What should I watch after I Feel Pretty?

People who watched I Feel Pretty most often go on to Trainwreck (2015), How to Be Single (2016) and Someone Great (2019).

What is the highest-rated movie like I Feel Pretty?

To All the Boys I've Loved Before (2018), rated 7.6/10 by 8,811 TMDB users.

What is the newest movie like I Feel Pretty?

The Wrong Paris (2025) is the most recent release on this list.

Are there English movies like I Feel Pretty?

Yes: Trainwreck (2015), How to Be Single (2016) and Someone Great (2019).

How are movies similar to I Feel Pretty chosen?

First come films that Trakt’s viewers watch alongside I Feel Pretty, 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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