Watchworthy
189 voters

The Best Movies About Being Single

Updated June 14, 2019 1.7k votes 189 voters 22.9k views29 items

List RulesMovies about the simplicity of being single and the single life.

There’s nothing better than having the perfect movie to watch if you’re feeling lonely or have just gone through a bad break up. Movies about being single can be hilarious, make us feel better about our situation, be inspirational, glamorize the single life, or just flat out make us mad enough to want revenge on our ex! What are the best movies about being single?
 
Some of the movies featured on this list might not be the most famous ones in movie history, but they can be perfect for satisfying your movie cravings! The movies on this list range from comedies, dramas, thrillers vibe, and inspirational feel-good times. Whatever you're in the mood for, single guy, or single girl, there's a single-dom film for you.
 
This list has the best movies about being single, including Casablanca, Once, I Hate Valentine’s Day, Eternal Sunshine of the Spotless Mind, and Bridget Jones’s Diary. Vote for your favorite film below, or add one you love that isn't already on the list.

Photo:
...more
  • 1
    Bridget Jones’s Diary
    52
    25

    Bridget Jones’s Diary

    Renée Zellweger, Hugh Grant

    Released2001

    Directed bySharon Maguire

    Bridget Jones's Diary is a 2001 British romantic comedy film directed by Sharon Maguire. It is... more on Wikipedia
  • 2
    Themla and Louise
    49
    26

    Themla and Louise

    Brad Pitt, Susan Sarandon

    Released1991

    Directed byRidley Scott

    Thelma & Louise is a 1991 American film, written by Callie Khouri and directed by Ridley... more on Wikipedia
  • 3
    The First Wives Club
    53
    31

    The First Wives Club

    Sarah Jessica Parker, Goldie Hawn

    Released1996

    Directed byHugh Wilson

    The First Wives Club is a 1996 comedy film, based on the best-selling 1992 novel of the same... more on Wikipedia

    More The First Wives Club 

    #154 of 252 The Funniest '90s Movies#359 of 456 The Most Quotable Movies of All Time

  • 4
    Wedding Crashers
    64
    46

    Wedding Crashers

    Owen Wilson, Vince Vaughn

    Released2005

    Directed byDavid Dobkin

    Wedding Crashers is a 2005 American comedy film directed by David Dobkin. John Beckwith (Owen... more on Wikipedia
  • 5
    (500) Days of Summer
    52
    51

    (500) Days of Summer

    Zooey Deschanel, Minka Kelly

    Released2009

    Directed byMarc 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 

    #58 of 115 The Greatest Date Movies of All Time#87 of 121 The Greatest Directorial Debuts Of All Time

  • 6
    Casablanca
    39
    41

    Casablanca

    Ingrid Bergman, Humphrey Bogart

    Released1942

    Directed byMichael Curtiz

    Casablanca is a 1942 American romantic drama film directed by Michael Curtiz and based on... more on Wikipedia
  • 7
    Annie Hall
    31
    32

    Annie Hall

    Woody Allen, Diane Keaton

    Released1977

    Directed byWoody Allen

    Annie Hall is a 1977 American romantic comedy film directed by Woody Allen. Neurotic New York... more on Wikipedia
  • 8
    Once
    22
    22

    Once

    Glen Hansard, Markéta Irglová

    Released2006

    Directed byJohn Carney

    Once is a 2007 Irish musical film written and directed by John Carney. Set in Dublin, Ireland,... more on Wikipedia
  • 9
    Shallow Hal
    33
    38

    Shallow Hal

    Gwyneth Paltrow, Jack Black

    Released2001

    Directed byPeter Farrelly, Bobby Farrelly

    Shallow Hal is a 2001 romantic comedy film starring Gwyneth Paltrow, Jack Black, and Jason... more on Wikipedia

    More Shallow Hal 

    #320 of 1,137 The Absolute Funniest Movies Of All Time#61 of 142 The Most Rewatchable Comedy Movies

  • 10
    John Tucker Must Die
    24
    25

    John Tucker Must Die

    Jenny McCarthy, Sophia Bush

    Released2006

    Directed byBetty Thomas

    This film is a 2006 American high school comedy romance film, directed by Betty Thomas. The... more on Wikipedia
  • 11
    The Break-Up
    32
    38

    The Break-Up

    Vince Vaughn, Jennifer Aniston

    Released2006

    Directed byPeyton Reed

    The Break-Up is a 2006 American romantic comedy-drama film directed by Peyton Reed. In a bid... more on Wikipedia
  • 12
    Chasing Amy
    37
    44

    Chasing Amy

    Ben Affleck, Matt Damon

    Released1997

    Directed byKevin Smith

    Chasing Amy is a 1997 American romantic comedy film written and directed by Kevin Smith. The... more on Wikipedia

    More Chasing Amy 

    #704 of 1,647 The Most Rewatchable Movies#321 of 922 The All-Time Greatest Comedy Films

  • 13
    Waitress
    20
    23

    Waitress

    Keri Russell, Nathan Fillion

    Released2007

    Directed byAdrienne Shelly

    Waitress is a 2007 American comedy-drama film written and directed by Adrienne Shelly, who... more on Wikipedia

    More Waitress 

    #13 of 55 The Best Movies About Cooking#27 of 45 The Best Country Movies, Ranked

  • 14
    Auntie Mame
    19
    25

    Auntie Mame

    Rosalind Russell, Forrest Tucker

    Released1958

    Directed byMorton DaCosta

    Auntie Mame is a 1958 Technicolor comedy film based on the 1955 novel of the same name by... more on Wikipedia
  • 15
    Crazy, Stupid, Love.
    33
    47

    Crazy, Stupid, Love.

    Emma Stone, Julianne Moore

    Released2011

    Directed byJohn Requa, Glenn Ficarra

    Crazy, Stupid, Love is a 2011 American romantic comedy-drama film directed by Glenn Ficarra... more on Wikipedia
  • 16
    Love Actually
    35
    51

    Love Actually

    Keira Knightley, Elisha Cuthbert

    Released2003

    Directed byRichard Curtis

    Love Actually is a 2003 British Christmas-themed romantic comedy film written and directed by... more on Wikipedia
  • 17
    Under the Tuscan Sun
    16
    23

    Under the Tuscan Sun

    Diane Lane, Sandra Oh

    Released2003

    Directed byAudrey Wells

    Under the Tuscan Sun is a 2003 American romantic comedy drama film written, produced, and... more on Wikipedia

    More Under the Tuscan Sun 

    #224 of 554 The Greatest Guilty Pleasure Movies#18 of 66 The Best Movies About Getting Dumped

  • 18
    Eternal Sunshine of the Spotless Mind
    30
    47

    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
  • 19
    She-Devil
    5
    10

    She-Devil

    Meryl Streep, Roseanne Barr

    Released1989

    Directed bySusan Seidelman

    She-Devil is a 1989 American dark comedy film directed by Susan Seidelman and written by Barry... more on Wikipedia
  • 20
    My Big Fat Greek Wedding
    24
    40

    My Big Fat Greek Wedding

    Nia Vardalos, Andrea Martin

    Released2002

    Directed byJoel Zwick

    My Big Fat Greek Wedding is a 2002 Canadian-American romantic comedy film written by and... more on Wikipedia
  • 21
    Less Than Zero
    13
    27

    Less Than Zero

    Brad Pitt, Robert Downey Jr.

    Released1987

    Directed byMarek Kanievska

    Less Than Zero is a 1987 American drama film very loosely based on Bret Easton Ellis' novel of... more on Wikipedia

    More Less Than Zero 

    #379 of 522 The Greatest Movies Of The 1980s, Ranked#58 of 299 The Greatest Soundtracks of All Time

  • 22
    Kramer vs. Kramer
    17
    34

    Kramer vs. Kramer

    Meryl Streep, Dustin Hoffman

    Released1979

    Directed byRobert Benton

    Kramer vs. Kramer is a 1979 American drama film adapted by Robert Benton from the novel by... more on Wikipedia

    More Kramer vs. Kramer 

    #21 of 46 Movies That Won Best Picture at the Oscars and Golden Globes#138 of 276 The Top Tearjerker Movies That Make Men Cry

  • 23
    Waiting to Exhale
    13
    29

    Waiting to Exhale

    Whitney Houston, Angela Bassett

    Released1995

    Directed byForest Whitaker

    Waiting to Exhale is a 1995 American romantic drama film directed by Forest Whitaker, based on... more on Wikipedia

    More Waiting to Exhale 

    #287 of 836 The Greatest Chick Flicks Ever Made#21 of 629 The Best Black Movies Ever Made, Ranked

  • 24
    Almost Famous
    13
    35

    Almost Famous

    Zooey Deschanel, Kate Hudson

    Released2000

    Directed byCameron Crowe

    Almost Famous is a 2000 comedy-drama film written and directed by Cameron Crowe and starring... more on Wikipedia

    More Almost Famous 

    #409 of 1,189 Every Oscar Winning Film Ever#123 of 355 The Best Rainy Day Movies

  • 25
    I Hate Valentine’s Day
    9
    29

    I Hate Valentine’s Day