Discover the Best Movies Similar to "500 Days of Summer"

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The 2009 comedy "500 Days of Summer" is a unique take on love. It stars Joseph Gordon-Levitt and Zooey Deschanel and challenges traditional romance notions. Its quirky sense of humor and eclectic soundtrack make it a standout. There are other films with similar young adult coming-of-age sensibilities.

These movies share a wry, dialogue-driven humor and have likable leads. The soundtrack often enhances the viewing experience, adding to the overall charm. "500 Days of Summer" paved the way for a genre of films that explore life and relationships in a fresh way.

High Fidelity

In 2000's "High Fidelity," John Cusack plays Rob Gordon, a man working at a record store in Chicago. After a breakup, he revisits his past relationships. Co-written by Cusack, the movie showcases his dry humor and outlook on life, love, and music.

Jack Black delivers a scene-stealing performance as Rob's friend. "High Fidelity" is about reevaluating life and relationships in one's 30s, led by Cusack and Black at their most likable. With a killer soundtrack, it's an understated masterpiece.

Eternal Sunshine of the Spotless Mind

In 2004's "Eternal Sunshine of the Spotless Mind," Joel (Jim Carrey) decides to have his memories of his ex-girlfriend Clementine (Kate Winslet) erased. The movie explores the pain of breakups and the value of sentimentality.

Carrey gives his best dramatic performance, and Winslet provides a grounding presence. Intentionally disorienting and surreal, the film has a dream-like quality that helps ease the sadness. It shows how memories can shape our lives.

Before Sunset

In 2004's "Before Sunset," Jesse (Ethan Hawke) and Céline (Julie Delpy) reunite in Paris nine years after their romantic night in Vienna. They realize their feelings may not be in the past as they catch up.

The movie features beautifully staged scenes in Paris, keeping the focus on Jesse and Céline. Hawke and Delpy's chemistry is strong, making the viewer feel like a part of the conversation. It's a love story for 30- and 40-somethings.

Nick & Norah's Infinite Playlist

In 2008's "Nick & Norah's Infinite Playlist," teenager Nick (Michael Cera) meets Nora (Kat Dennings) in Manhattan. They bond over music and fall in love as they embark on a quest.

The film captures the recklessness of young love in the city. Cera and Dennings play off each other well, breathing new life into familiar tropes. Backed by a great soundtrack, it's a feel-good coming-of-age movie.

50/50

In 2011's "50/50," Joseph Gordon-Levitt plays Adam, a 20-something journalist diagnosed with cancer. He endures chemotherapy with the support of his friend Kyle (Seth Rogen).

The movie faces the serious subject matter with humor. The ensemble cast delivers great performances, with Gordon-Levitt standing out. It shows how cancer can transform lives.

Sleepwalk with Me

In 2012's "Sleepwalk with Me," Mike Birbiglia stars as Matt Pandamiglio, a traveling stand-up comedian with a sleeping disorder. His career and relationship with Abby (Lauren Ambrose) face challenges.

Birbiglia's comedic sensibilities ground the movie. There's a relatability to Matt's story, especially for those facing life decisions. The stacked ensemble cast provides memorable performances.

Celeste and Jesse Forever

In 2012's "Celeste and Jesse Forever," high school sweethearts Celeste (Rashida Jones) and Jesse (Andy Samberg) divorce but consider reconciling.

The movie follows their complicated journey without asking the viewer to take sides. Jones and Samberg remain likable, showing emotional depth. It's a pleasant take on divorce.

Frances Ha

In 2012's "Frances Ha," Greta Gerwig plays Frances Halladay, who reevaluates her life when forced to move. She compares her experiences with friends.

The movie's cinéma vérité influences give it a unique feel. Gerwig's writing and performance shine, making it stand out among contemporaries. It's an existential dramedy for 20-somethings.

The Perks of Being a Wallflower

In 2012's "The Perks of Being a Wallflower," Charlie (Logan Lerman) begins high school with severe depression and finds friends. The film captures the feeling of being an outsider.

The core trio of Lerman, Watson, and Miller are magnetic. Paul Rudd gives a standout performance as Charlie's teacher. It's an essential movie about high school.

Her

In 2013's "Her," Theodore (Joaquin Phoenix) buys a virtual assistant Samantha (Scarlett Johansson) to cope with loneliness. They fall in love in a digital age.

The movie is a meditation on loneliness and love in the digital world. Phoenix delivers a great performance as Theodore grows through his relationship with Samantha.

Comet

In 2014's "Comet," Dell (Justin Long) starts a romance with Kimberly (Emmy Rossum) at a meteor shower and their relationship unfolds over six years.

The use of flashbacks and flash-forwards keeps the viewer guessing. Long and Rossum give strong performances, and the movie is more of a drama about self-growth.

Marriage Story

In 2019's "Marriage Story," Nicole (Scarlett Johansson) and Charlie (Adam Driver) face the breakdown of their marriage and custody battles.

Noah Baumbach's most personal film shows the ugliest sides of love. Driver is outstanding as he navigates vulnerability and emotion. It's a serious examination of love.