Watchworthy

584 voters

The Best Movies for Heartbreak

Updated February 28, 2020 4.5k votes 584 voters 42.6k views60 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.

Photo:

...more

Try the free app

1
204
66
Forrest Gump
Tom Hanks, Sally Field
Released: 1994
Directed by: Robert Zemeckis
Forrest Gump is a 1994 American epic romantic-comedy-drama film based on the 1986 novel of the... more on Wikipedia
More Forrest Gump
16 Extremely Messed Up Things About Forrest Gump That'll Change How You See It#27 of 1,189 Every Oscar Winning Film Ever
2
138
51
The Green Mile
Tom Hanks, Gary Sinise
Released: 1999
Directed by: Frank Darabont
The Green Mile is a 1999 American fantasy drama film directed by Frank Darabont and adapted... more on Wikipedia
3
80
28
Where the Heart Is
Natalie Portman, Sally Field
Released: 2000
Directed by: Matt Williams
Where the Heart Is is a 2000 drama/romance film directed by Matt Williams, in his film... more on Wikipedia
More Where the Heart Is
#620 of 1,540 The Most Rewatchable Movies#134 of 836 The Greatest Chick Flicks Ever Made
4
131
76
Up
Christopher Plummer, Ed Asner
Released: 2009
Directed by: Pete Docter
Up is a 2009 American 3D computer-animated adventure comedy-drama film produced by Pixar... more on Wikipedia
5
63
25
Sliding Doors
Gwyneth Paltrow, Jeanne Tripplehorn
Released: 1998
Directed by: Peter Howitt
Sliding Doors is a 1998 British-American romantic comedy-drama film written and directed by... more on Wikipedia
More Sliding Doors
#187 of 252 The Funniest '90s Movies#50 of 70 The Greatest Female-Led Comedy Movies
6
85
50
Dead Poets Society
Robin Williams, Ethan Hawke
Released: 1989
Directed by: Peter Weir
Dead Poets Society is a 1989 American drama film written by Tom Schulman, directed by Peter... more on Wikipedia
7
75
41
The Boy in the Striped Pajamas
Asa Butterfield, Jack Scanlon
Released: 2008
Directed by: Mark Herman
The Boy in the Striped Pajamas (released as The Boy in the Striped Pajamas) is a 2008 British... more on Wikipedia

8
72
40
The Perks of Being a Wallflower
Emma Watson, Nina Dobrev
Released: 2012
Directed by: Stephen Chbosky
The Perks of Being a Wallflower is a 2012 American coming-of-age comedy-drama film, and an... more on Wikipedia
9
67
36
My Sister's Keeper
Cameron Diaz, Alec Baldwin
Released: 2009
Directed by: Nick Cassavetes
My Sisters's Keeper is a 2009 American drama film directed by Nick Cassavetes and starring... more on Wikipedia
10
82
52
Ghost
Demi Moore, Whoopi Goldberg
Released: 1990
Directed by: Jerry Zucker
Ghost is a 1990 American romantic fantasy/crime thriller film starring Patrick Swayze, Demi... more on Wikipedia
11
57
29
Love Story
Tommy Lee Jones, Ray Milland
Released: 1970
Directed by: Arthur Hiller
Love Story is a 1970 romantic drama film written by Erich Segal, who also authored the... more on Wikipedia
12
55
27
Annie Hall
Woody Allen, Diane Keaton
Released: 1977
Directed by: Woody Allen
Annie Hall is a 1977 American romantic comedy film directed by Woody Allen. Neurotic New York... more on Wikipedia
13
58
33
Pride & Prejudice
Keira Knightley, Carey Mulligan
Released: 2005
Directed by: Joe Wright
Pride & Prejudice is a 2005 British romance film directed by Joe Wright and based on Jane... more on Wikipedia
14
52
28
Flipped
Stefanie Scott, Rebecca De Mornay
Released: 2010
Directed by: Rob Reiner
Flipped is a 2010 comedy-drama film written by Andrew Scheinman and Rob Reiner and directed by... more on Wikipedia
More Flipped
#83 of 96 The Best Film Adaptations of Young Adult Novels#293 of 306 The Best Movies For Kids
15
65
42
(500) Days of Summer
Zooey Deschanel, Minka Kelly
Released: 2009
Directed by: Marc Webb
(500) Days of Summer is a 2009 American romantic comedy-drama film by first time director Marc... more on Wikipedia
More (500) Days of Summer
#207 of 355 The Best Rainy Day Movies#61 of 125 The Greatest Date Movies of All Time
16
57
36
Little Miss Sunshine
Steve Carell, Bryan Cranston
Released: 2006
Directed by: Valerie Faris, Jonathan Dayton
Little Miss Sunshine is a 2006 American comedy-drama road film and the directorial film debut... more on Wikipedia
17
53
33
The Lovely Bones
Rachel Weisz, Mark Wahlberg
Released: 2009
Directed by: Peter Jackson
The Lovely Bones is a 2009 supernatural drama film directed by Peter Jackson and stars Mark... more on Wikipedia
More The Lovely Bones
#139 of 369 The Best Movies Based On Books#12 of 170 The Most Utterly Depressing Movies Ever Made
18
55
36
Pay It Forward
Kevin Spacey, Helen Hunt
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... more on Wikipedia
More Pay It Forward
#5 of 39 The Best Single Mom Movies#33 of 66 The Best Movies & TV Shows About Alcohol Addiction
19
56
37
Fried Green Tomatoes
Kathy Bates, Mary-Louise Parker
Released: 1991
Directed by: Jon Avnet
Fried Green Tomatoes is a 1991 comedy-drama film based on the novel Fried Green Tomatoes at... more on Wikipedia
More Fried Green Tomatoes
Behind-The-Scenes Stories From The Making Of 'Fried Green Tomatoes'#119 of 553 The Greatest Epic Movies Ever Made
20
41
22
Waiting to Exhale
Whitney Houston, Angela Bassett
Released: 1995
Directed by: Forest Whitaker
Waiting to Exhale is a 1995 American romantic drama film directed by Forest Whitaker, based on... more on Wikipedia
More Waiting to Exhale
#20 of 629 The Best Black Movies Ever Made, Ranked#336 of 356 The Best Musical Movies Of All Time
21
52
36
Little Women
Kirsten Dunst, Christian Bale
Released: 1994
Directed by: Gillian Armstrong
Little Women is a 1994 American drama film directed by Gillian Armstrong. The screenplay by... more on Wikipedia
22
39
22
Rudy
Vince Vaughn, Sean Astin
Released: 1993
Directed by: David Anspaugh
Rudy is a 1993 American sports film directed by David Anspaugh. It is an account of the life... more on Wikipedia
More Rudy
Things About The Real Rudy That The 'Rudy' Movie Purposely Misrepresents#38 of 277 The Top Tearjerker Movies That Make Men Cry
23
62
49
Juno
Jennifer Garner, Ellen Page
Released: 2007
Directed by: Jason Reitman
Juno is a 2007 Canadian-American comedy-drama film directed by Jason Reitman and written by... more on Wikipedia
More Juno
#250 of 1,137 The Absolute Funniest Movies Of All Time#59 of 200 The Best Teen Romance Movies
24
35
22
Daddy's Little Girls
Gabrielle Union, Idris Elba
Released: 2007
Directed by: Tyler Perry
Daddy's Little Girls is a 2007 romantic comedy-drama film written and directed by Tyler Perry... more on Wikipedia
25
34
20
Freedom Writers
Hilary Swank, Patrick Dempsey
Released: 2007
Directed by: Richard LaGravenese
Freedom Writers is a 2007 drama film starring Hilary Swank, Scott Glenn, Imelda Staunton and... more on Wikipedia
More Freedom Writers
#50 of 82 The Best Movies Based on Non-Fiction Books#20 of 36 30+ Great Movies About Urban Teens