(500) Days of Summer

Movies Like

(500) Days of Summer (2009)

Comedy, Drama, Romance

If you loved (500) Days of Summer, you'll love these similar films. Handpicked based on shared themes, genre, and feel.

Catch and Release

Catch and Release

2006 ★ 5.9

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

One Day

One Day

2011 ★ 7.4

A romantic comedy centered on Dexter and Emma, who first meet during their graduation in 1988 and proceed to keep in touch regularly. The film follows what they do on July 15 annually, usually doing something together.

Hitch

Hitch

2005 ★ 6.6

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.

The Big Picture

The Big Picture

1989 ★ 5.9

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.

The Wrong Paris

The Wrong Paris

2025 ★ 6.7

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.

Young Adult

Young Adult

2011 ★ 5.8

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

Another Year

Another Year

2010 ★ 7.0

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

Café Society

Café Society

2016 ★ 6.4

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.

People We Meet on Vacation

People We Meet on Vacation

2026 ★ 7.0

Poppy's a free spirit. Alex loves a plan. After years of summer vacations, these polar-opposite pals wonder if they could be a perfect romantic match.

Crazy, Stupid, Love.

Crazy, Stupid, Love.

2011 ★ 7.3

Cal Weaver is living the American dream. He has a good job, a beautiful house, great children and a beautiful wife, named Emily. Cal's seemingly perfect life unravels, however, when he learns that Emily has been unfaithful and wants a divorce. Over 40 and suddenly single, Cal is adrift in the fickle world of dating. Enter, Jacob Palmer, a self-styled player who takes Cal under his wing and teaches him how to be a hit with the ladies.

Is This Thing On?

Is This Thing On?

2025 ★ 6.6

As their marriage quietly unravels, Alex faces middle age and an impending divorce, seeking new purpose in the New York comedy scene while Tess confronts the sacrifices she made for their family—forcing them to navigate co-parenting, identity, and whether love can take a new form.

Irreplaceable You

Irreplaceable You

2018 ★ 6.9

A stunning cancer diagnosis spurs Abbie to seek a future girlfriend for fiancé and childhood sweetheart Sam, who's clueless when it comes to dating.

Peace, Love & Misunderstanding

Peace, Love & Misunderstanding

2011 ★ 5.8

A conservative lawyer named Diane takes her two teenage children Jake and Zoe to meet their estranged, hippie grandmother in Woodstock after her husband asks for a divorce.

Crossing Delancey

Crossing Delancey

1988 ★ 5.9

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.

Singles

Singles

1992 ★ 6.4

A group of young adults in their twenties, who share an apartment in the city of Seattle, ponder on love and face all the challenges of adulthood.

Addicted to Love

Addicted to Love

1997 ★ 6.2

Good-natured astronomer Sam is devastated when the love of his life leaves him for a suave Frenchman. He therefore does what every other normal dumpee would do — go to New York and set up home in the abandoned building opposite his ex-girlfriend's apartment, wait until she decides to leave her current lover, and then win her back.

A Lot Like Love

A Lot Like Love

2005 ★ 6.8

On a flight from Los Angeles to New York, Oliver and Emily make a connection, only to decide that they are poorly suited to be together. Over the next seven years, however, they are reunited time and time again, they go from being acquaintances to close friends to... lovers?

New York, I Love You

New York, I Love You

2008 ★ 5.9

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.

Father of the Bride

Father of the Bride

2022 ★ 6.4

A father comes to grips with his daughter’s upcoming wedding through the prism of multiple relationships within a big, sprawling Cuban-American family.

A California Christmas: City Lights

A California Christmas: City Lights

2021 ★ 6.6

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.

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