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Movies like (500) Days of Summer (2009)

The best movies like (500) Days of Summer (2009) are Catch and Release (2006), Hitch (2005) and The Big Picture (1989). If (500) Days of Summer hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Catch and Release (2006)

    For a grieving fiancée, learning to love again requires the help of her late love's three best friends.

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

  2. Hitch (2005)

    Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.

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

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  3. The Big Picture (1989)

    Hollywood beckons for recent film school grad Nick Chapman, who is out to capitalize on the momentum from his national award-winning student film. Studio executive Allen Habel seduces Nick with a dream deal to make his first feature, but once production gets rolling, corporate reality begins to intervene: Nick is unable to control a series of compromises to his high-minded vision, and it's all he can do to maintain his integrity in the midst of filmmaking chaos.

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

  4. Café Society (2016)

    The story of a young man who arrives in Hollywood during the 1930s hoping to work in the film industry, falls in love, and finds himself swept up in the vibrant café society that defined the spirit of the age.

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

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  5. Which Brings Me to You (2023)

    Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.

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

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  6. New York, I Love You (2008)

    New York, I Love You delves into the intimate lives of New Yorkers as they grapple with, delight in and search for love. Journey from the Diamond District in the heart of Manhattan, through Chinatown and the Upper East Side, towards the Village, into Tribeca, and Brooklyn as lovers of all ages try to find romance in the Big Apple.

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

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  7. Sidewalks of New York (2001)

    The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.

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

    Popcorn FlickMovies like this
  8. A California Christmas: City Lights (2021)

    Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.

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

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  9. Spoiler Alert (2022)

    Journalist Michael Ausiello embarks on a rollercoaster ride of emotions when Kit Cowan, his partner of 14 years, is diagnosed with terminal cancer.

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

    Worth the HypeMovies like this
  10. Paper Heart (2009)

    Paper Heart follows Nick and Charlyne on a cross-country journey to document what exactly "love" is. Interviewing ministers, happily married couples, chemists, romance novelists, divorce lawyers, a group of children and more, the determined young girl attempts to find definition and perhaps even experience the mysterious emotion.

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

  11. Author! Author! (1982)

    While facing the stress of his original play being produced on Broadway, playwright Ivan Travalian deals with having to raise his son, his stepdaughters, and his stepsons.

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

    Popcorn FlickMovies like this
  12. Home Again (2017)

    Life for a single mom in Los Angeles takes an unexpected turn when she allows three young guys to move in with her.

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

    Popcorn FlickMovies like this
  13. Licorice Pizza (2021)

    The story of Gary Valentine and Alana Kane growing up, running around and going through the treacherous navigation of first love in the San Fernando Valley, 1973.

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

    Popcorn FlickMovies like this
  14. 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

    Popcorn FlickMovies like this
  15. One Day (2011)

    After spending the night together on the eve of their college graduation, Dexter and Emma are shown each year on the same date to see where they are in their lives. They are sometimes together, and sometimes not.

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

    Worth the HypeMovies like this
  16. Young Adult (2011)

    A divorced writer from the Midwest returns to her hometown to reconnect with an old flame, who's now married with a family.

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

  17. Another Year (2010)

    During a year, a very content couple approaching retirement are visited by friends and family less happy with their lives.

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

    Worth the HypeMovies like this
  18. Yoh! Bestie (2026)

    Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.

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

    Popcorn FlickMovies like this
  19. The Prince & Me 4: The Elephant Adventure (2010)

    One year after their royal wedding, King Edvard and Queen Paige of Denmark receive an invitation to attend the wedding of Princess Myra of Sangyoon. Upon their arrival, Paige finds Myra is unhappy with her arranged marriage to the brooding and sinister Kah and is secretly in love with a young elephant handler named Alu.

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

    Popcorn FlickMovies like this
  20. Crossing Delancey (1988)

    Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.

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

  21. We Are Your Friends (2015)

    Young Cole Carter dreams of hitting the big time as a Hollywood disc jockey, spending his days and nights hanging with buddies and working on the one track that will set the world on fire. Opportunity comes knocking when he meets James Reed, a charismatic DJ who takes the 23-year-old under his wing. Soon, his seemingly clear path to success gets complicated when he starts falling for his mentor's girlfriend, jeopardizing his new friendship and the future he seems destined to fulfill.

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

    Popcorn FlickMovies like this
  22. Once Around (1991)

    A struggling woman finds unexpected love with a charismatic older salesman at a real estate seminar. Their passionate relationship clashes with the values of her family, particularly her father.

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

    Popcorn FlickMovies like this
  23. Life As We Know It (2010)

    After a disastrous first date for caterer Holly and network sports director Messer, all they have in common is a dislike for each other and their love for their goddaughter Sophie. But when they suddenly become all Sophie has in this world, Holly and Messer must set their differences aside. Juggling careers and social calendars, they'll have to find common ground while living under the same roof.

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

    Popcorn FlickMovies like this
  24. Modern Girls (1986)

    Margo, Kelly, and CeCe have three things in common: they're roommates, they're gorgeous, and they're hooked on the glamour and excitement of L.A.'s rock and roll nightlife. When they get mixed up with a rock star, an arrogant ex-boyfriend, a pseudo-sadist, and the nicest nerd in the City of Angels, it's a full night to say the least!

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

  25. Kiss me Kismet (2006)

    Götz, the owner of an record shop in Berlin, Kreuzberg, is in love with Aylin.But Aylin is espoused to an turkey doctor named Tarkan. Götz and Aylin are fallin in love and they want to get married. Their Plans first get strong restistance from the turkish parents-in-law and also from the mother of Götz named Helena. Götz converting to the Islam and tries to get a true turk to marry Aylin at the end. After serveral problems and twists they get finally married.

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

  26. Man's Favorite Sport? (1964)

    Roger Willoughby is a renowned fishing expert, who, unbeknownst to his friends, co-workers, or boss, has never cast a line in his life. One day, he crosses paths with Abigail Paige, a sweetly annoying girl who has just badgered his boss into signing Roger up for an annual fishing tournament.

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

    Popcorn FlickMovies like this
  27. Jane Eyre (2011)

    After a bleak childhood, Jane Eyre goes out into the world to become a governess. As she lives happily in her new position at Thornfield Hall, she meets the dark, cold, and abrupt master of the house, Edward Rochester. Jane and her employer grow close in friendship and she soon finds herself falling in love with him. Happiness seems to have found Jane at last, but could Rochester's terrible secret be about to destroy it forever?

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

    Worth the HypeMovies like this
  28. My Family (1995)

    Traces over three generations an immigrant family's trials, tribulations, tragedies, and triumphs. Maria and Jose, the first generation, come to Los Angeles, meet, marry, face deportation all in the 1930s. They establish their family in East L.A., and their children Chucho, Paco, Memo, Irene, Toni, and Jimmy deal with youth culture and the L.A. police in the '50s. As the second generation become adults in the '60s, the focus shifts to Jimmy, his marriage to Isabel (a Salvadorian refugee), their son, and Jimmy's journey to becoming a responsible parent.

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

    Worth the HypeMovies like this
  29. The Good Guy (2009)

    Ambitious young Manhattanite and urban conservationist Beth wants it all: a good job, good friends, and a good guy to share the city with. Of course that last one is often the trickiest of all. Beth falls hard for Tommy, a sexy, young Wall Street hot-shot. But just as everything seems to be falling into place, complications arise in the form of Tommy's sensitive and handsome co-worker Daniel. Beth soon learns that the game of love in the big city is a lot like Wall Street -- high risk, high reward and everybody has an angle.

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

  30. Don's Party (1976)

    On the night of the 1969 federal election, Don Henderson invites a group of friends to celebrate a predicted Labor Party victory, much to the dismay of his wife, Kath. The Hendersons and their nine guests drink, joke, make love, and fight, all while coming to terms with their individual struggles in life.

    Why it matches: Similar story and style · both comedy

Like (500) Days of Summer and something else?

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

Frequently asked questions

What are the best movies like (500) Days of Summer?

The closest matches to (500) Days of Summer are Catch and Release (2006), Hitch (2005) and The Big Picture (1989). Below are 27 more, each with the reason it matches.

What should I watch after (500) Days of Summer?

Start with Catch and Release (2006), the closest match to (500) Days of Summer.

What is the highest-rated movie like (500) Days of Summer?

One Day (2011), rated 7.4/10 by 4,662 TMDB users.

What is the newest movie like (500) Days of Summer?

Yoh! Bestie (2026) is the most recent release on this list.

Are there English movies like (500) Days of Summer?

Yes: Catch and Release (2006), Hitch (2005) and The Big Picture (1989).

How are movies similar to (500) Days of Summer chosen?

First come films that Trakt’s viewers watch alongside (500) Days of Summer, 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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