Entertainment

25+ Great Movies About Depressing Couples  

Ranker Film
573 votes 111 voters 7.2k views 31 items

No one wants to be in a bad relationship, but watching a bickering, name-calling pair on the brink of breakup is good entertainment when it comes to the movies. The top depressing couple movies feature couples on the precipice of splitting up – and a few of these are even broken marriage movies. This is a list of movies about broken relationships featuring everything from The Squid and the Whale to In the Bedroom to Revolutionary Road.

What movies will you find on this list of the best depressing love stories? Maybe you'll vote Eyes Wide Shut to the top. In a classic case of art imitating life, Tom Cruise and Nicole Kidman played a couple struggling to connect among their many temptations. The real-life couple were officially divorced less than two years after the film's 1999 premiere. Take This Waltz is another good movie about a depressing couple. In Eternal Sunshine of the Spotless Mind, movie-goers witnessed the dissolution of a relationship in reverse. Other good films featured on this list of the top broken relationship movies include Blue Valentine, Gone Girl, and Leaving Las Vegas.

Which depressing relationship movie do you like the best? Give your favorites a thumbs up and get in on the conversation in the comments section.

list ordered by
1
Eternal Sunshine of the Spotle... is listed (or ranked) 1 on the list 25+ Great Movies About Depressing Couples
Kate Winslet, Kirsten Dunst, Jim Carrey
Eternal Sunshine of the Spotless Mind is a 2004 American romantic science-fiction comedy-drama film about an estranged couple who have each other erased from their memories, written by Charlie ...more
2
Brokeback Mountain is listed (or ranked) 2 on the list 25+ Great Movies About Depressing Couples
Anne Hathaway, Jake Gyllenhaal, Kate Mara
Brokeback Mountain is a 2005 American epic romantic drama film directed by Ang Lee. It is a film adaptation of the 1997 short story of the same name by Annie Proulx; the screenplay was written ...more
3
Revolutionary Road is listed (or ranked) 3 on the list 25+ Great Movies About Depressing Couples
Leonardo DiCaprio, Kate Winslet, Kathy Bates
Revolutionary Road is a 2008 American-British drama film, based on the 1961 novel of the same name by Richard Yates, directed by Sam Mendes. This is the second collaboration between Leonardo ...more
4
Gone Girl is listed (or ranked) 4 on the list 25+ Great Movies About Depressing Couples
Ben Affleck, Neil Patrick Harris, Tyler Perry
Gone Girl is a 2014 American psychological thriller film directed by David Fincher and adapted by Gillian Flynn from her 2012 novel of the same name. It stars Ben Affleck and Rosamund Pike. Set ...more
5
Kramer vs. Kramer is listed (or ranked) 5 on the list 25+ Great Movies About Depressing Couples
Meryl Streep, Dustin Hoffman, JoBeth Williams
Kramer vs. Kramer is a 1979 American drama film adapted by Robert Benton from the novel by Avery Corman, and directed by Benton. The film tells the story of a married couple's divorce and its ...more
6
Blue Valentine is listed (or ranked) 6 on the list 25+ Great Movies About Depressing Couples
Ryan Gosling, Michelle Williams, Mike Vogel
"Blue Valentine is the story of love lost and love found told in two parallel moments in time. Flooded with romantic memories of their courtship, Dean and Cindy use one night to try and ...more
7
The War of the Roses is listed (or ranked) 7 on the list 25+ Great Movies About Depressing Couples
Kathleen Turner, Danny DeVito, Michael Douglas
This film is a 1989 American black comedy film based upon the 1981 novel of the same name by Warren Adler. The film follows a wealthy couple with a seemingly perfect marriage. When their ...more
8
Cat on a Hot Tin Roof is listed (or ranked) 8 on the list 25+ Great Movies About Depressing Couples
Elizabeth Taylor, Paul Newman, Burl Ives
Cat on a Hot Tin Roof is a 1958 American drama film directed by Richard Brooks. It is based on the Pulitzer Prize-winning play of the same name by Tennessee Williams adapted by Richard Brooks ...more
9
Private Life is listed (or ranked) 9 on the list 25+ Great Movies About Depressing Couples
Kathryn Hahn, Paul Giamatti, Kayli Carter
Private Life is a 2018 American drama film directed by Tamara Jenkins. An author (Kathryn Hahn) is undergoing multiple fertility therapies to get pregnant, putting her relationship with her ...more
10
The Squid and the Whale is listed (or ranked) 10 on the list 25+ Great Movies About Depressing Couples
Anna Paquin, Alexandra Daddario, Laura Linney
The Squid and the Whale is a 2005 American arthouse comedy-drama film written and directed by Noah Baumbach and produced by Wes Anderson. It tells the semi-autobiographical story of two boys in ...more
11
Ordinary People is listed (or ranked) 11 on the list 25+ Great Movies About Depressing Couples
Mary Tyler Moore, Donald Sutherland, Adam Baldwin
Ordinary People is a 1980 American drama film that marked the directorial debut of actor Robert Redford. It stars Donald Sutherland, Mary Tyler Moore, Judd Hirsch and Timothy Hutton. The story ...more
12
Wildlife is listed (or ranked) 12 on the list 25+ Great Movies About Depressing Couples
Jake Gyllenhaal, Carey Mulligan, Ed Oxenbould
Wildlife is a 2018 American drama directed by Paul Dano. Set in 1960, a boy (Ed Oxenbould) watches his parents' (Carey Mulligan and Jake Gyllenhaal) marriage fall apart after they move to ...more
13
Who's Afraid of Virginia Woolf... is listed (or ranked) 13 on the list 25+ Great Movies About Depressing Couples
Tom Islava added Elizabeth Taylor, Richard Burton, George Segal
Who's Afraid of Virginia Woolf? is a 1966 American black comedy-drama film directed by Mike Nichols. The screenplay by Ernest Lehman is an adaptation of the play of the same title by Edward ...more
14
Leaving Las Vegas is listed (or ranked) 14 on the list 25+ Great Movies About Depressing Couples
Nicolas Cage, Mariska Hargitay, Elisabeth Shue
Leaving Las Vegas is a 1995 romantic drama film written and directed by Mike Figgis and based on a semi-autobiographical novel of the same name by John O'Brien. Nicolas Cage, who has ended his ...more
15
In the Bedroom is listed (or ranked) 15 on the list 25+ Great Movies About Depressing Couples
Marisa Tomei, Sissy Spacek, Tom Wilkinson
In the Bedroom is a 2001 American drama film directed by Todd Field, and dedicated to Andre Dubus. The film stars Sissy Spacek, Tom Wilkinson, Nick Stahl, Marisa Tomei, and William Mapother. The ...more
16
Before Midnight is listed (or ranked) 16 on the list 25+ Great Movies About Depressing Couples
Ethan Hawke, Julie Delpy, Athina Rachel Tsangari
Before Midnight is a 2013 American romantic drama film, the third in a trilogy featuring two characters, following Before Sunrise and Before Sunset. It was directed by Richard Linklater and ...more
17
By the Sea is listed (or ranked) 17 on the list 25+ Great Movies About Depressing Couples
By the Sea Brad Pitt, Angelina Jolie, Mélanie Laurent
18
The One I Love is listed (or ranked) 18 on the list 25+ Great Movies About Depressing Couples
Elisabeth Moss, Ted Danson, Mary Steenburgen
The One I Love is a 2014 American romantic dramedy film, directed by Charlie McDowell and starring Mark Duplass and Elisabeth Moss. The film had its world premiere at 2014 Sundance Film Festival ...more
19
Hannah and Her Sisters is listed (or ranked) 19 on the list 25+ Great Movies About Depressing Couples
Julia Louis-Dreyfus, Woody Allen, Carrie Fisher
Hannah and Her Sisters is a 1986 American comedy-drama film which tells the intertwined stories of an extended family over two years that begins and ends with a family Thanksgiving dinner. The ...more
20
The Wolf of Wall Street is listed (or ranked) 20 on the list 25+ Great Movies About Depressing Couples
Tom Islava added Leonardo DiCaprio, Matthew McConaughey, Margot Robbie
The Wolf of Wall Street is a 2013 American biographical black comedy film directed by Martin Scorsese. The screenplay by Terence Winter is adapted from the eponymous memoir by Jordan Belfort and ...more
21
Candy is listed (or ranked) 21 on the list 25+ Great Movies About Depressing Couples
Heath Ledger, Abbie Cornish, Geoffrey Rush
Candy is a 2006 Australian romantic drama film, adapted from Luke Davies's novel Candy: A Novel of Love and Addiction. Candy was directed by debut film-maker Neil Armfield and stars Heath ...more
22
Take This Waltz is listed (or ranked) 22 on the list 25+ Great Movies About Depressing Couples
Sarah Silverman, Michelle Williams, Seth Rogen
Take This Waltz is a 2011 comedy-drama film. The film centers on Margot, a 28-year-old freelance writer who lives in a charming house on a leafy street in Toronto's Little Portugal ...more
23
Away from Her is listed (or ranked) 23 on the list 25+ Great Movies About Depressing Couples
Nina Dobrev, Julie Christie, Olympia Dukakis
Away from Her is a 2006 Canadian film which debuted at the Toronto International Film Festival and also played in the Premier category at the 2007 Sundance Film Festival. The feature-length ...more
24
Two Lovers is listed (or ranked) 24 on the list 25+ Great Movies About Depressing Couples
Gwyneth Paltrow, Joaquin Phoenix, Isabella Rossellini
Two Lovers is a 2008 American romantic drama film, taking its inspiration from Fyodor Dostoyevsky's short story "White Nights", which had already been turned into a film 7 times, first ...more
25
Eyes Wide Shut is listed (or ranked) 25 on the list 25+ Great Movies About Depressing Couples
Tom Cruise, Nicole Kidman, Stanley Kubrick
Eyes Wide Shut is a 1999 American thriller film loosely based upon Arthur Schnitzler's 1926 novella Dream Story. The film was directed, produced, and co-written by Stanley Kubrick. It was his ...more