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Cameron Diaz Romantic Comedy Roles

Updated June 14, 2019 30.7k views9 items

List of Romantic comedy movies/films with performances by Cameron Diaz, listed alphabetically with movie trailers when available. These Cameron Diaz Romantic comedy roles include starring, supporting and cameo appearances. You can sort these Cameron Diaz Romantic comedy movies for additional information as well, such as who directed the films and when they were released. Over the years Cameron Diaz has become known for playing characters in Romantic comedy movies, so this list is the perfect resource for finding some you haven't already seen.

A factual list, featuring movies like There's Something About Mary and The Holiday.

This list answers the questions, "What Romantic comedy movies has Cameron Diaz been in?" and "What are the best Cameron Diaz Romantic comedy roles?"

You can't vote on this list, but if you want to re-order it you can re-rank the list to put your favorites at the top. {#nodes}
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  • A Life Less Ordinary

    A Life Less Ordinary

    Cameron Diaz, Ewan McGregor

    Released1997

    Directed byDanny Boyle

    A Life Less Ordinary is a 1997 American-British black comedy film directed by Danny Boyle,... more on Wikipedia

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    #113 of 115 The Greatest Date Movies of All Time#284 of 299 The Greatest Soundtracks of All Time

  • Bad Teacher

    Bad Teacher

    Cameron Diaz, Justin Timberlake

    Released2011

    Directed byJake Kasdan

    Bad Teacher is a 2011 American comedy film directed by Jake Kasdan based on a screenplay by... more on Wikipedia

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    #66 of 106 The Funniest Movies Starring SNL Cast Members#528 of 922 The All-Time Greatest Comedy Films

  • My Best Friend's Wedding

    My Best Friend's Wedding

    Julia Roberts, Dermot Mulroney

    Released1997

    Directed byP. J. Hogan

    My Best Friend's Wedding is a 1997 American romantic comedy film directed by P.J. Hogan. When... more on Wikipedia
  • She's the One

    She's the One

    Jennifer Aniston, Cameron Diaz

    Released1996

    Directed byEdward Burns

    She's the One is a 1996 comedy-drama film, and the second feature film to be written and... more on Wikipedia

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    #59 of 66 The Best Movies About Getting Dumped#28 of 39 The Very Best Jennifer Aniston Movies

  • Slackers

    Slackers

    Cameron Diaz, Laura Prepon

    Released2002

    Directed byDewey Nicks

    Slackers is a 2002 romantic comedy film directed by Dewey Nicks and stars Jason Schwartzman,... more on Wikipedia

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    #58 of 120 The Best College Movies Ever#16 of 23 The Funniest Movies About College

  • The Holiday

    The Holiday

    Lindsay Lohan, Cameron Diaz

    Released2006

    Directed byNancy Meyers

    The Holiday is a 2006 American Christmas-themed romantic comedy film written, produced and... more on Wikipedia

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    #507 of 1,647 The Most Rewatchable Movies#76 of 134 The Best Christmas Movies of All Time

  • The Sweetest Thing

    The Sweetest Thing

    Cameron Diaz, Christina Applegate

    Released2002

    Directed byRoger Kumble

    The Sweetest Thing is a 2002 American romantic comedy film directed by Roger Kumble and... more on Wikipedia

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    #241 of 554 The Greatest Guilty Pleasure Movies#170 of 836 The Greatest Chick Flicks Ever Made

  • There's Something About Mary

    There's Something About Mary

    Cameron Diaz, Sarah Silverman

    Released1998

    Directed byPeter Farrelly, Bobby Farrelly

    There's Something About Mary is a 1998 comedy film, directed by the Farrelly brothers, Bobby... more on Wikipedia

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    Behind-The-Scenes Stories From The Making Of ‘There’s Something About Mary’#29 of 50 The 50 Highest Grossing '90s Movies, Ranked

  • What to Expect When You're Expecting

    What to Expect When You're Expecting

    Jennifer Lopez, Cameron Diaz

    Released2012

    Directed byKirk Jones

    What to Expect When You're Expecting is a 2012 American comedy-drama film directed by Kirk... more on Wikipedia

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    #18 of 26 The Funniest Movies About Babies#3 of 63 The Best Pregnancy Movies