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The Saddest Romance Movies That Will Make You Cry

Updated October 19, 2020 505 votes 37 voters52 items

List RulesOnly romantic movies that fill you with sorrow.

At first glance, the idea of the best sad romance movies would seem to be a paradox. People watch romantic films so that they can be inspired to find love in their own lives. Having the film end on a sad note often points to the all-too-poignant reality that romance is never as everlasting as we like to think it is. The protagonists in these movies may have been in love at one point, but their tragic love stories were doomed to fail. Or perhaps they stay together and the film is sad for an entirely different reason. When it comes to Hollywood, there's more than one way to make you cry. 

The best example of this would be Romeo + Juliet. The audience knows right from the beginning that these two star-crossed lovers will perish before they can truly be together. But sadness doesn't have to be synonymous with death. In La La Land, it seems as though Sebastian and Mia will end up together, but alas, their love story wasn't meant to be as they pursued their careers. 

There are many romantic movies with sad endings, middles, and sometimes even beginnings. Which ones do you put on when you want a good cry? Vote for your favorites below. 

...more
  • 1
    Titanic is listed (or ranked) 1 on the list The Saddest Romance Movies That Will Make You Cry
    31
    2

    Titanic

    Leonardo DiCaprio, Kate Winslet

    Released1997

    Directed byJames Cameron

    Titanic is a 1997 American epic romance and disaster film directed by James Cameron. A... more on Wikipedia

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  • 2
    A Star Is Born is listed (or ranked) 2 on the list The Saddest Romance Movies That Will Make You Cry
    24
    4

    A Star Is Born

    Bradley Cooper, Lady Gaga

    Released2018

    Directed byBradley Cooper

    A Star Is Born is a 2018 American musical romantic drama film directed by Bradley Cooper. A... more on Wikipedia

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  • 3
    Ghost is listed (or ranked) 3 on the list The Saddest Romance Movies That Will Make You Cry
    18
    2

    Ghost

    Demi Moore, Whoopi Goldberg

    Released1990

    Directed byJerry Zucker

    Ghost is a 1990 American romantic fantasy/crime thriller film starring Patrick Swayze, Demi... more on Wikipedia
  • 4
    Moonlight is listed (or ranked) 4 on the list The Saddest Romance Movies That Will Make You Cry
    12
    0

    Moonlight

    Trevante Rhodes, André Holland

    Released2016

    Directed byBarry Jenkins

    Moonlight is a 2016 American coming-of-age drama film directed by Barry Jenkins, based on... more on Wikipedia

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  • 5
    Five Feet Apart is listed (or ranked) 5 on the list The Saddest Romance Movies That Will Make You Cry
    17
    5

    Five Feet Apart

    Cole Sprouse, Haley Lu Richardson

    Released2019

    Directed byJustin Baldoni

    Five Feet Apart is a 2019 American romantic drama film directed by Justin Baldoni. Stella... more on Wikipedia

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  • 6
    Queen & Slim is listed (or ranked) 6 on the list The Saddest Romance Movies That Will Make You Cry
    17
    5

    Queen & Slim

    Daniel Kaluuya, Jodie Turner-Smith

    Released2019

    Directed byMelina Matsoukas

    Queen & Slim is a 2019 American drama thriller film directed by Melina Matsoukas. Queen (Jodie... more on Wikipedia
  • 7
    Call Me by Your Name is listed (or ranked) 7 on the list The Saddest Romance Movies That Will Make You Cry
    14
    2

    Call Me by Your Name

    Armie Hammer, Timothee Chalamet

    Directed byLuca Guadagnino

    Call Me by Your Name is a 2017 Italian-American romantic coming-of-age drama film directed by... more on Wikipedia

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  • 8
    If Beale Street Could Talk is listed (or ranked) 8 on the list The Saddest Romance Movies That Will Make You Cry
    17
    7

    If Beale Street Could Talk

    Kiki Layne, Stephan James

    Released2018

    Directed byBarry Jenkins

    If Beale Street Could Talk is a 2018 American drama film directed by Barry Jenkins, based on... more on Wikipedia
  • 9
    The Notebook is listed (or ranked) 9 on the list The Saddest Romance Movies That Will Make You Cry
    12
    2

    The Notebook

    Rachel McAdams, Ryan Gosling

    Released2004

    Directed byNick Cassavetes

    The Notebook is a 2004 American romantic drama film directed by Nick Cassavetes and based on... more on Wikipedia

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  • 10
    A Walk to Remember is listed (or ranked) 10 on the list The Saddest Romance Movies That Will Make You Cry
    8
    0

    A Walk to Remember

    Shane West, Mandy Moore

    Released2002

    Directed byAdam Shankman

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  • 11
    Eternal Sunshine of the Spotle is listed (or ranked) 11 on the list The Saddest Romance Movies That Will Make You Cry
    12
    5

    Eternal Sunshine of the Spotless Mind

    Kate Winslet, Kirsten Dunst

    Released2004

    Directed byMichel Gondry

    Eternal Sunshine of the Spotless Mind is a 2004 American romantic science-fiction comedy-drama... more on Wikipedia
  • 12
    La La Land is listed (or ranked) 12 on the list The Saddest Romance Movies That Will Make You Cry
    11
    4

    La La Land

    Ryan Gosling, Emma Stone

    Released2016

    Directed byDamien Chazelle

    La La Land is a 2016 American romantic musical comedy-drama film written and directed by... more on Wikipedia
  • 13
    Boys Don't Cry is listed (or ranked) 13 on the list The Saddest Romance Movies That Will Make You Cry
    11
    5

    Boys Don't Cry

    Hilary Swank, Chloë Sevigny

    Released1999

    Directed byKimberly Peirce

    Boys Don't Cry is a 1999 American independent romantic drama film directed by Kimberly Peirce... more on Wikipedia

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  • 14
    Her is listed (or ranked) 14 on the list The Saddest Romance Movies That Will Make You Cry
    14
    10

    Her

    Scarlett Johansson, Olivia Wilde

    Released2013

    Directed bySpike Jonze

    Her is a 2013 American romantic science fiction comedy-drama film written, directed, and... more on Wikipedia

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  • 15
    Brokeback Mountain is listed (or ranked) 15 on the list The Saddest Romance Movies That Will Make You Cry
    17
    14

    Brokeback Mountain

    Anne Hathaway, Jake Gyllenhaal

    Released2005

    Directed byAng Lee

    Brokeback Mountain is a 2005 American epic romantic drama film directed by Ang Lee. It is a... more on Wikipedia
  • 16
    Life Is Beautiful is listed (or ranked) 16 on the list The Saddest Romance Movies That Will Make You Cry
    8
    2

    Life Is Beautiful

    Roberto Benigni, Horst Buchholz

    Released1997

    Directed byRoberto Benigni

    Life Is Beautiful is a 1997 Italian tragicomedy comedy-drama film directed by and starring... more on Wikipedia
  • 17
    Blue Is the Warmest Colour is listed (or ranked) 17 on the list The Saddest Romance Movies That Will Make You Cry
    8
    2

    Blue Is the Warmest Colour

    Léa Seydoux, Adèle Exarchopoulos

    Released2013

    Directed byAbdellatif Kechiche

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  • 18
    (500) Days of Summer is listed (or ranked) 18 on the list The Saddest Romance Movies That Will Make You Cry
    14
    11

    (500) Days of Summer

    Zooey Deschanel, Minka Kelly

    Released2009

    Directed byMarc Webb

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  • 19
    Requiem for a Dream is listed (or ranked) 19 on the list The Saddest Romance Movies That Will Make You Cry
    10
    5

    Requiem for a Dream

    Jennifer Connelly, Jared Leto

    Released2000

    Directed byDarren Aronofsky

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  • 20
    Romeo + Juliet is listed (or ranked) 20 on the list The Saddest Romance Movies That Will Make You Cry
    10
    5

    Romeo + Juliet

    Leonardo DiCaprio, Paul Rudd

    Released1996

    Directed byBaz Luhrmann

    Romeo + Juliet is a 1996 American romantic drama film adaptation of William Shakespeare's... more on Wikipedia
  • 21
    Blue Valentine is listed (or ranked) 21 on the list The Saddest Romance Movies That Will Make You Cry
    11
    8

    Blue Valentine

    Ryan Gosling, Michelle Williams

    Released2010

    Directed byDerek Cianfrance

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  • 22
    An Affair to Remember is listed (or ranked) 22 on the list The Saddest Romance Movies That Will Make You Cry
    7
    2

    An Affair to Remember

    Cary Grant, Deborah Kerr

    Released1957

    Directed byLeo McCarey

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  • 23
    The Time Traveler's Wife is listed (or ranked) 23 on the list The Saddest Romance Movies That Will Make You Cry
    5
    2

    The Time Traveler's Wife

    Rachel McAdams, Eric Bana

    Released2009

    Directed byRobert Schwentke

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  • 24
    Atonement is listed (or ranked) 24 on the list The Saddest Romance Movies That Will Make You Cry
    5
    2

    Atonement

    Keira Knightley, Benedict Cumberbatch

    Released2007

    Directed byJoe Wright

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  • 25
    My Girl is listed (or ranked) 25 on the list The Saddest Romance Movies That Will Make You Cry
    5
    0

    My Girl

    Jamie Lee Curtis, Macaulay Culkin

    Released1991

    Directed byHoward Zieff

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