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The Best Romantic Comedies of 2006 

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Updated March 27, 2020 278 votes 36 voters 3.5k views 50 items

List of the best 2006 romantic comedy movies, ranked by how many upvotes they've received by other fans of the genre. Some of these romantic-comedies are more comedy than romance, while others focus more on the hardships of relationships and the theme of love conquers all. These are all the romantic comedy movies that defined the year 2006, so vote for your favorites and help them rise to the top. This poll is also a great resource for finding new movies that you haven't already seen, especially since you can watch trailers for each film right on this page. To make sure this list is as accurate as possible, please don't downvote a movie if you haven't seen it.

List features movies like She's the Man, The Break-Up. This isn't necessarily a list of all romantic comedy movies from 2006, but it does contain all the ones worth watching.
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1
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Amanda Bynes, Channing Tatum, Jessica Lucas

Released: 2006

Directed by: Andy Fickman

She's the Man is a 2006 American romantic comedy film directed by Andy Fickman, inspired by William Shakespeare's play Twelfth Night. The film stars Amanda Bynes, Channing Tatum, Laura Ramsey, ...more

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2
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Lindsay Lohan, Cameron Diaz, Kate Winslet

Released: 2006

Directed by: Nancy Meyers

The Holiday is a 2006 American Christmas-themed romantic comedy film written, produced and directed by Nancy Meyers. Distributed by Columbia Pictures and Universal Pictures and filmed in both ...more

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3
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Vince Vaughn, Jennifer Aniston, Ann-Margret

Released: 2006

Directed by: Peyton Reed

The Break-Up is a 2006 American romantic comedy-drama film directed by Peyton Reed. In a bid to keep their luxurious condo from their significant other, a newly broken up couple (Vince Vaughn ...more

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4
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Vanessa Hudgens, Ashley Tisdale, Zac Efron

Released: 2006

Directed by: Kenny Ortega

High School Musical is a 2006 American teen/children's romantic comedy musical television film and the first installment in the High School Musical trilogy. Upon its release on January 20, 2006, ...more

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5
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Jenny McCarthy, Sophia Bush, Brittany Snow

Released: 2006

Directed by: Betty Thomas

This film is a 2006 American high school comedy romance film, directed by Betty Thomas. The film is about a trio of girls who plot to break the heart of manipulative basketball star John Tucker ...more

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6
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Kate Hudson, Seth Rogen, Michael Douglas

Released: 2006

Directed by: Anthony Russo, Joe Russo

You, Me and Dupree is a 2006 American romantic comedy film directed by Anthony Russo and Joe Russo, written by Mike LeSieur, and produced by Mary Parent, Scott Stuber, and Owen Wilson. The film ...more

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7
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Queen Latifah, LL Cool J, Alicia Witt

Released: 2006

Directed by: Wayne Wang

Last Holiday is a 2006 American comedy film starring Queen Latifah and directed by Wayne Wang. Latifah plays a humble store assistant, Georgia, who is told that she has a rare brain condition, ...more

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8
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Jessica Simpson, Andy Dick, Dane Cook

Released: 2006

Directed by: Greg Coolidge

Employee of the Month is a 2006 American comedy film directed by Greg Coolidge, written by Don Calame, Chris Conroy, and Coolidge, and starring Dane Cook, Jessica Simpson and Dax Shepard. The ...more

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9
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Hilary Duff, Anjelica Huston, Haylie Duff

Released: 2006

Directed by: Martha Coolidge

Material Girls is a 2006 American teen comedy film starring Hilary and Haylie Duff. It is based on a script written by John Quaintance and is directed by Martha Coolidge. It also stars Anjelica ...more

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10
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Jennifer Garner, Juliette Lewis, Timothy Olyphant

Released: 2006

Directed by: Susannah Grant

Catch and Release is a 2007 romantic comedy film released by Columbia Pictures. It is the directorial debut of Susannah Grant, who wrote the film Erin Brockovich. It stars Jennifer Garner as a ...more

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11
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Zooey Deschanel, Sarah Jessica Parker, Matthew McConaughey

Released: 2006

Directed by: Tom Dey

Failure to Launch is a 2006 American romantic comedy film. In the movie a 35-year-old man lives in the home of his parents and shows no interest in leaving the comfortable life his parents, ...more

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12
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Avril Lavigne, Bruce Willis, Ethan Hawke

Released: 2006

Directed by: Richard Linklater

Fast Food Nation is a 2006 American-British comedy-drama film directed by Richard Linklater. The screenplay was written by Linklater and Eric Schlosser, loosely based on the latter's bestselling ...more
13
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Carmen Electra, Alyson Hannigan, Jennifer Coolidge

Released: 2006

Directed by: Aaron Seltzer, Jason Friedberg

Date Movie is a 2006 American parody film directed by Aaron Seltzer. Much of the story line was based on that of the romantic comedy My Big Fat Greek Wedding and Meet the Fockers. It stars ...more

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14
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eilish added Annette Bening, Michael J. Fox, Michael Douglas

Released: 1995

Directed by: Rob Reiner

The American President is a 1995 American romantic comedy-drama film directed by Rob Reiner and written by Aaron Sorkin. The film stars Michael Douglas, Annette Bening, Martin Sheen, Michael J. ...more

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15
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Audrey Tautou, Gad Elmaleh, Vernon Dobtcheff

Released: 2006

Directed by: Pierre Salvadori

Priceless is a 2006 French film directed by Pierre Salvadori, and starring Audrey Tautou and Gad Elmaleh. According to the director, the film is inspired by the 1961 Blake Edwards film, ...more

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16
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Scarlett Johansson, Hugh Jackman, Woody Allen

Released: 2006

Directed by: Woody Allen

Scoop is a 2006 American-British romantic comedy mystery written and directed by Woody Allen and starring Hugh Jackman, Scarlett Johansson, Ian McShane, and Allen himself. The film was released ...more

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17
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Jane Seymour, Chris Pine, Jayma Mays

Released: 2006

Directed by: James Keach

Blind Dating is a 2006 romantic comedy film directed by James Keach and starring Chris Pine, Eddie Kaye Thomas, Anjali Jay, Jane Seymour, and Jayma Mays. The movie is produced by David Shanks ...more
18
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Mo'Nique Imes-Jackson, Eric Roberts, Godfrey

Released: 2006

Directed by: Nnegest Likké

Phat Girlz is a 2006 comedy film written and directed by Nnegest Likké and starring Mo'Nique.

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19
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Sharon Osbourne, Kevin Zegers, Brooke D'Orsay

Released: 2006

Directed by: Nick Hurran

It's a Boy Girl Thing is a 2006 romantic comedy film directed by Nick Hurran and written by Geoff Deane, starring Samaire Armstrong and Kevin Zegers and set in the United States but produced in ...more

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20
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David Boreanaz, Alana de la Garza, Paul Sorvino

Released: 2006

Directed by: Darin Ferriola

Mr. Fix It is a 2006 American romantic comedy film starring David Boreanaz. It was directed by Darin Ferriola, The former working titles were Deception and Boyfriend Girlfriend Relationship, ...more
21
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Bryce Dallas Howard, Kevin Kline, Alfred Molina

Released: 2006

Directed by: Kenneth Branagh

Watch for Free with Amazon Prime Free Trial As You Like It is a 2006 film adapted for the screen and directed by Kenneth Branagh, based on the play of the same name by William Shakespeare. It stars Bryce Dallas Howard as Rosalind, David ...more

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22
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Russell Crowe, Marion Cotillard, Abbie Cornish

Released: 2006

Directed by: Ridley Scott

A Good Year is a 2006 British romantic comedy-drama film, set in London and Provence. Directed by Ridley Scott, starring Russell Crowe, Marion Cotillard, Didier Bourdon, Abbie Cornish, Tom ...more
23
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Akshay Kumar, Lara Dutta, nm2147526

Released: 2006

Directed by: Priyadarshan

Bhagam Bhag is a 2006 Bollywood comedy mystery film, starring Akshay Kumar and Govinda. It is the first time the two are in a film together. The movie also stars Paresh Rawal, Lara Dutta and ...more
24
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Dyan Cannon, Sally Kellerman, Brenda Vaccaro

Released: 2006

Directed by: Susan Seidelman

Boynton Beach Club is a 2005 film directed by Susan Seidelman, a romantic comedy produced by her and her mother Florence. Based on experiences of Florence and her widowed friend David Cramer at ...more

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25
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Marian Pabón, Ricardo Arias, Irene Lucio

Released: 2006

Directed by: Jaime Valles

Casi, Casi is a 2006 Puerto Rican film, written and directed by brothers Jaime and Tony Vallés. It was released in Puerto Rico in early 2007. The film takes place in a Catholic school in ...more