Entertainment

The Best Movies for Heartbreak 

Ranker Film
Updated February 28, 2020 4.3k votes 564 voters 40.9k views 60 items

The films on this list of the best movies for heartbreak have been ranked by the community and are sure to warm your heart as you deal with your own heartbreaks. This list features the best heartwarming movies and is compiled from the most popular titles on this subject. What are the best movies to watch when you're heartbroken?

This list includes titles that have been top box office hits and many of the heartbreak films on this list have received multiple awards as well. Some of the titles here feature true events that inspired the making of the movie, while others are completely fictional in nature. A variety of genres are also covered, including drama, comedy, and romance.

This list includes the top movies for heartbreak such as Annie Hall, Where the Heart Is, Forrest Gump, The Perks of Being a Wallflower, Little Miss Sunshine, and Moonrise Kingdom. Vote up the films that you think are the best for getting through heartbreak or add a movie you think is great but isn't already on the list.

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Tom Hanks, Sally Field, Robin Wright

Released: 1994

Directed by: Robert Zemeckis

Forrest Gump is a 1994 American epic romantic-comedy-drama film based on the 1986 novel of the same name by Winston Groom. The film was directed by Robert Zemeckis and stars Tom Hanks, Robin ...more

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#2 of 351 The Best Movies Based On Books The ‘Forrest Gump’ Book Is Weirder And More Offensive Than The Movielisted on Every Oscar Winning Film Ever

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possumprincess added Tom Hanks, Gary Sinise, Sam Rockwell

Released: 1999

Directed by: Frank Darabont

The Green Mile is a 1999 American fantasy drama film directed by Frank Darabont and adapted from the 1996 Stephen King novel of the same name. The film is told in a flashback format and stars ...more

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#13 of 351 The Best Movies Based On Books #48 of 1,699 The Most Rewatchable Movies #15 of 157 The Best Movies You Never Want to Watch Again

3
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Christopher Plummer, Ed Asner, Laraine Newman

Released: 2009

Directed by: Pete Docter

Up is a 2009 American 3D computer-animated adventure comedy-drama film produced by Pixar Animation Studios and released by Walt Disney Pictures. Directed by Pete Docter, the film centers on an ...more

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#5 of 590 The Best Animated Films Ever The Most Adventurous Quotes From Disney and Pixar's 'Up'listed on Every Oscar Winning Film Ever

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Robin Williams, Ethan Hawke, Lara Flynn Boyle

Released: 1989

Directed by: Peter Weir

Dead Poets Society is a 1989 American drama film written by Tom Schulman, directed by Peter Weir and starring Robin Williams. Set at the conservative and aristocratic Welton Academy in the ...more

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#112 of 1,699 The Most Rewatchable Movies #36 of 571 The Greatest Movies Of The 1980s, Rankedlisted on Every Oscar Winning Film Ever

5
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Demi Moore, Whoopi Goldberg, Patrick Swayze

Released: 1990

Directed by: Jerry Zucker

Ghost is a 1990 American romantic fantasy/crime thriller film starring Patrick Swayze, Demi Moore, Tony Goldwyn, and Whoopi Goldberg. It was written by Bruce Joel Rubin and directed by Jerry ...more

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#41 of 624 The Greatest Guilty Pleasure Movies Elevate Your Seance With The Best Quotes From 'Ghost'listed on The Highest Grossing 90s Movies

6
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lwalker.hisna added Asa Butterfield, Jack Scanlon, Vera Farmiga

Released: 2008

Directed by: Mark Herman

The Boy in the Striped Pajamas (released as The Boy in the Striped Pajamas) is a 2008 British historical-drama film directed by Mark Heyman, based on the novel by John Boyne. During World War ...more

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#139 of 351 The Best Movies Based On Books #72 of 78 The Best Film Adaptations of Young Adult Novels

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Emma Watson, Nina Dobrev, Paul Rudd

Released: 2012

Directed by: Stephen Chbosky

The Perks of Being a Wallflower is a 2012 American coming-of-age comedy-drama film, and an adaptation of the 1999 epistolary novel of the same name; it was written and directed by the novel's ...more

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#117 of 803 The Greatest Chick Flicks Ever Made #88 of 292 The Top Tearjerker Movies That Make Men Cry

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Cameron Diaz, Alec Baldwin, Emily Deschanel

Released: 2009

Directed by: Nick Cassavetes

My Sisters's Keeper is a 2009 American drama film directed by Nick Cassavetes and starring Cameron Diaz, Abigail Breslin, Sofia Vassilieva, and Alec Baldwin. Based on Jodi Picoult's novel of the ...more

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#59 of 292 The Top Tearjerker Movies That Make Men Cry #5 of 30 The Best Mother-Daughter Movies Ever Made

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Zooey Deschanel, Minka Kelly, Chloë Grace Moretz

Released: 2009

Directed by: Marc Webb

(500) Days of Summer is a 2009 American romantic comedy-drama film by first time director Marc Webb. On January 8, Tom Hansen (Joseph Gordon-Levitt) meets Summer Finn (Zooey Deschanel), his ...more

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#127 of 803 The Greatest Chick Flicks Ever Made #292 of 710 The Best Movies Roger Ebert Gave Four Stars

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Keira Knightley, Carey Mulligan, Judi Dench

Released: 2005

Directed by: Joe Wright

Pride & Prejudice is a 2005 British romance film directed by Joe Wright and based on Jane Austen's novel of the same name, published in 1813. The film depicts five sisters from an English ...more

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#80 of 351 The Best Movies Based On Books #161 of 624 The Greatest Guilty Pleasure Movies #56 of 803 The Greatest Chick Flicks Ever Made

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Sean Penn, Dakota Fanning, Michelle Pfeiffer

Released: 2001

Directed by: Jessie Nelson

I Am Sam is a 2001 American drama film directed by Jessie Nelson. A mentally handicapped man (Sean Penn) fights for custody of his 7-year-old daughter (Dakota Fanning) and in the process teaches ...more

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#46 of 292 The Top Tearjerker Movies That Make Men Cry #85 of 302 The Greatest Soundtracks of All Time #97 of 199 The Biggest Tearjerker Movies of All Time

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PaulVose added Kathy Bates, Mary-Louise Parker, Chris O'Donnell

Released: 1991

Directed by: Jon Avnet

Fried Green Tomatoes is a 1991 comedy-drama film based on the novel Fried Green Tomatoes at the Whistle Stop Cafe. Directed by Jon Avnet. It tells the story of a Depression-era friendship ...more

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#68 of 803 The Greatest Chick Flicks Ever Made #212 of 599 The Greatest Epic Movies Ever Made

13
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Kevin Spacey, Helen Hunt, Haley Joel Osment

Released: 2000

Directed by: Mimi Leder

Pay It Forward is a 2000 American drama film based on the novel of the same name by Catherine Ryan Hyde. It was directed by Mimi Leder and written by Leslie Dixon. It stars Haley Joel Osment as ...more

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#49 of 292 The Top Tearjerker Movies That Make Men Cry #50 of 67 The Best Movies & TV Shows About Alcohol Addiction

14
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Steve Carell, Bryan Cranston, Toni Collette

Released: 2006

Directed by: Valerie Faris, Jonathan Dayton

Little Miss Sunshine is a 2006 American comedy-drama road film and the directorial film debut of the husband-wife team of Jonathan Dayton and Valerie Faris. The screenplay was written by ...more

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#168 of 803 The Greatest Chick Flicks Ever Made #163 of 1,009 The All-Time Greatest Comedy Filmslisted on Every Oscar Winning Film Ever

15
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Rachel Weisz, Mark Wahlberg, Susan Sarandon

Released: 2009

Directed by: Peter Jackson

The Lovely Bones is a 2009 supernatural drama film directed by Peter Jackson and stars Mark Wahlberg, Rachel Weisz, Susan Sarandon, Stanley Tucci, Michael Imperioli, and Saoirse Ronan. A film ...more

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#165 of 351 The Best Movies Based On Books #368 of 803 The Greatest Chick Flicks Ever Made

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Kirsten Dunst, Christian Bale, Claire Danes

Released: 1994

Directed by: Gillian Armstrong

Little Women is a 1994 American drama film directed by Gillian Armstrong. The screenplay by Robin Swicord is based on the Louisa May Alcott novel of the same name. It is the fifth feature film ...more

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#447 of 1,699 The Most Rewatchable Movies #66 of 803 The Greatest Chick Flicks Ever Made How Greta Gerwig’s ‘Little Women’ Handled Important Moments Compared To The 1994 Film And The Novel

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Jennifer Garner, Ellen Page, Jason Bateman

Released: 2007

Directed by: Jason Reitman

Juno is a 2007 Canadian-American comedy-drama film directed by Jason Reitman and written by Diablo Cody. Ellen Page stars as the title character, an independent-minded teenager confronting an ...more

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#313 of 1,699 The Most Rewatchable Movies The Funniest Quotes From 'Juno'listed on Every Oscar Winning Film Ever

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lwalker.hisna added Vince Vaughn, Sean Astin, Jon Favreau filmography

Released: 1993

Directed by: David Anspaugh

Rudy is a 1993 American sports film directed by David Anspaugh. It is an account of the life of Daniel "Rudy" Ruettiger, who harbored dreams of playing football at the University of ...more

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#430 of 1,699 The Most Rewatchable Movies #285 of 302 The Greatest Soundtracks of All Time Things About The Real Rudy That The 'Rudy' Movie Purposely Misrepresents

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kevin7 added Johnny Depp, Kate Winslet, Dustin Hoffman

Released: 2004

Directed by: Marc Forster

Finding Neverland may refer to: Finding Neverland (film), 2004 semi-biographical film about playwright J. M. Barrie Finding Neverland (soundtrack), soundtrack of the film Finding Neverland ...more

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#234 of 624 The Greatest Guilty Pleasure Movies #97 of 292 The Top Tearjerker Movies That Make Men Crylisted on Every Oscar Winning Film Ever

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Nicole Kidman, Hugh Jackman, Robin Williams

Released: 2006

Directed by: Judy Morris, George Miller, Warren Coleman

Happy Feet is a 2006 Australian-American computer-animated musical family film, directed, produced and co-written by George Miller. It was produced at Sydney-based visual effects and animation ...more

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#62 of 590 The Best Animated Films Ever #12 of 22 The Best Eco-Friendly Kids Movieslisted on Every Oscar Winning Film Ever

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Rachel McAdams, Margot Robbie, Bill Nighy

Released: 2014

Directed by: Richard Curtis

About Time is a 2013 British romantic comedy-drama film directed by Richard Curtis. A young man (Domhnall Gleeson) with the special ability to time travel tries to change his past in order to ...more

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#167 of 803 The Greatest Chick Flicks Ever Made #168 of 173 Movies That Should Be Made Into Broadway Musicals

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Brian's Song is listed (or ranked) 22 on the list The Best Movies for Heartbreak
lwalker.hisna added Dick Butkus, James Caan, Billy Dee Williams

Released: 1971

Directed by: Buzz Kulik

Brian Piccolo (James Caan) and Gale Sayers (Billy Dee Williams) are teammates on the mid-1960s Chicago Bears. At a time when professional football still bears a certain amount of race-basedsegregation, the growing friendship between the white Piccolo and the black Sayers, as well as their wives, Joy (Shelley Fabares) and Linda (Judy Pace), becomes a symbol of harmony during the civil rights era. That bond grows stronger still when Piccolo receives some shattering and unexpected news.

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#228 of 722 The Best Black Movies Ever Made, Ranked #52 of 151 The Most Utterly Depressing Movies Ever Made #45 of 199 The Biggest Tearjerker Movies of All Time

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Mila Kunis, Kristen Bell, Russell Brand

Released: 2008

Directed by: Nicholas Stoller

Forgetting Sarah Marshall is a 2008 American romantic comedy-drama film directed by Nicholas Stoller and starring Jason Segel, Kristen Bell, Mila Kunis and Russell Brand. The film, which was ...more

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#176 of 803 The Greatest Chick Flicks Ever Made #102 of 1,196 The Absolute Funniest Movies Of All Time

24
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Natalie Portman, Sally Field, Ashley Judd

Released: 2000

Directed by: Matt Williams

Where the Heart Is is a 2000 drama/romance film directed by Matt Williams, in his film directing debut. The movie stars Natalie Portman, Stockard Channing, Ashley Judd, and Joan Cusack with ...more

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#171 of 803 The Greatest Chick Flicks Ever Made #209 of 493 The Funniest '90s Movies

25
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Bruce Willis, Bill Murray, Edward Norton

Released: 2012

Directed by: Wes Anderson

Moonrise Kingdom is a 2012 American film directed by Wes Anderson, written by Anderson and Roman Coppola. Described as an "eccentric pubescent love story", it features newcomers Jared ...more

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#1,211 of 1,699 The Most Rewatchable Movies #408 of 1,009 The All-Time Greatest Comedy Films