Entertainment

The Best Movies for Heartbreak 

Ranker Film
4.3k votes 561 voters 40.8k 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, Kurt Russell, Sally Field
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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#1 of 93 The Very Best Oscar-Winning Movies For Best Picturefeaturing The ‘Forrest Gump’ Book Is Weirder And More Offensive Than The Movielisted on Every Oscar Winning Film Ever

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Tom Hanks, Gary Sinise, Sam Rockwell
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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#48 of 1,699 The Most Rewatchable Movies #15 of 157 The Best Movies You Never Want to Watch Again #12 of 348 The Best Movies Based On Books

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Christopher Plummer, Ed Asner, Laraine Newman
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 589 The Best Animated Films Everfeaturing 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
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 #239 of 243 Critically Acclaimed Movies That Kinda Sucklisted on Every Oscar Winning Film Ever

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Cameron Diaz, Alec Baldwin, Emily Deschanel
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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#60 of 292 The Top Tearjerker Movies That Make Men Cry #8 of 30 The Best Mother-Daughter Movies Ever Made

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Asa Butterfield, Jack Scanlon, Vera Farmiga
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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#141 of 348 The Best Movies Based On Books #71 of 78 The Best Film Adaptations of Young Adult Novels

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Emma Watson, Nina Dobrev, Paul Rudd
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 #73 of 324 Movies with the Best Soundtracks

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Keira Knightley, Carey Mulligan, Judi Dench
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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#79 of 348 The Best Movies Based On Books #56 of 803 The Greatest Chick Flicks Ever Made #165 of 625 The Greatest Guilty Pleasure Movies

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Demi Moore, Whoopi Goldberg, Patrick Swayze
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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#581 of 1,699 The Most Rewatchable Moviesfeaturing Elevate Your Seance With The Best Quotes From 'Ghost'listed on The Highest Grossing 90s Movies

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Vince Vaughn, Sean Astin, Jon Favreau filmography
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 Timefeaturing Things About The Real Rudy That The 'Rudy' Movie Purposely Misrepresents

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Sean Penn, Dakota Fanning, Michelle Pfeiffer
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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#85 of 302 The Greatest Soundtracks of All Time #46 of 292 The Top Tearjerker Movies That Make Men Cry #96 of 199 The Biggest Tearjerker Movies of All Time

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Rachel Weisz, Mark Wahlberg, Susan Sarandon
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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#166 of 348 The Best Movies Based On Books #372 of 803 The Greatest Chick Flicks Ever Made

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Kevin Spacey, Helen Hunt, Haley Joel Osment
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

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Kathy Bates, Mary-Louise Parker, Chris O'Donnell
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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#215 of 599 The Greatest Epic Movies Ever Made #68 of 803 The Greatest Chick Flicks Ever Made

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Zooey Deschanel, Minka Kelly, Chloë Grace Moretz
(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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#1,104 of 1,699 The Most Rewatchable Movies #127 of 803 The Greatest Chick Flicks Ever Made #35 of 172 The Greatest Date Movies of All Time

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Steve Carell, Bryan Cranston, Toni Collette
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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#174 of 1,007 The All-Time Greatest Comedy Films #169 of 803 The Greatest Chick Flicks Ever Madelisted on Every Oscar Winning Film Ever

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Kirsten Dunst, Christian Bale, Claire Danes
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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#445 of 1,699 The Most Rewatchable Movies #66 of 803 The Greatest Chick Flicks Ever Madefeaturing How Greta Gerwig’s ‘Little Women’ Handled Important Moments Compared To The 1994 Film And The Novel

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The Farewell is listed (or ranked) 18 on the list The Best Movies for Heartbreak
Awkwafina, Tzi Ma, Diana Lin
The Farewell is a 2019 American comedy-drama film written and directed by Lulu Wang. Over the objections of her parents, a Chinese-American woman named Billi (Awkwafina) returns to China after ...more

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#217 of 292 The Top Tearjerker Movies That Make Men Cry #143 of 199 The Biggest Tearjerker Movies of All Time #43 of 50 The Most Rewatchable Comedy Movies

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Johnny Depp, Kate Winslet, Dustin Hoffman
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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#227 of 625 The Greatest Guilty Pleasure Movies #66 of 127 The Best Oscar-Winning Scoreslisted on Every Oscar Winning Film Ever

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Brian's Song is listed (or ranked) 20 on the list The Best Movies for Heartbreak
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Dick Butkus, James Caan, Billy Dee Williams
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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#227 of 720 The Best Black Movies Ever Made, Ranked #52 of 145 The Most Utterly Depressing Movies Ever Made

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Rachel McAdams, Margot Robbie, Bill Nighy
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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#168 of 803 The Greatest Chick Flicks Ever Made #170 of 173 Movies That Should Be Made Into Broadway Musicals

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Jennifer Garner, Ellen Page, Jason Bateman
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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#311 of 1,699 The Most Rewatchable Moviesfeaturing The Funniest Quotes From 'Juno'listed on Every Oscar Winning Film Ever

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Bruce Willis, Bill Murray, Edward Norton
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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#1,165 of 1,699 The Most Rewatchable Movies #420 of 1,007 The All-Time Greatest Comedy Films

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Natalie Portman, Sally Field, Ashley Judd
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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#170 of 803 The Greatest Chick Flicks Ever Made #211 of 493 The Funniest '90s Movies

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Diane Lane, Sandra Oh, Kate Walsh
Under the Tuscan Sun is a 2003 American romantic comedy drama film written, produced, and directed by Audrey Wells and starring Diane Lane. Based on Frances Mayes' 1996 memoir Under the Tuscan ...more

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#111 of 803 The Greatest Chick Flicks Ever Made #322 of 625 The Greatest Guilty Pleasure Movies