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The Best Romantic Comedies of 2009 

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Updated September 24, 2019 328 votes 52 voters 4.2k views 50 items

List of the best 2009 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 2009, 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.

Examples include (500) Days of Summer and Up in the Air. This isn't necessarily a list of all romantic comedy movies from 2009, but it does contain all the ones worth watching.
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1
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Sandra Bullock, Ryan Reynolds, Betty White

Released: 2009

Directed by: Anne Fletcher

The Proposal is a 2009 American romantic comedy film set in Sitka, Alaska. Directed by Anne Fletcher and written by Peter Chiarelli, the film features Sandra Bullock and Ryan Reynolds in the ...more

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2
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Zooey Deschanel, Minka Kelly, Chloë Grace Moretz

Released: 2009

Directed by: Marc Webb

(500) Days of Summer is a 2009 American romantic comedy-drama film by first time director Marc Webb. On January 8, Tom Hansen (Joseph Gordon-Levitt) meets Summer Finn (Zooey Deschanel), his ...more

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3
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Scarlett Johansson, Jennifer Aniston, Jennifer Connelly

Released: 2009

Directed by: Ken Kwapis

He's Just Not That into You is a 2009 American romantic comedy-drama film directed by Ken Kwapis, based on the self-help book by Greg Behrendt and Liz Tuccillo. This Baltimore-set movie of ...more

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4
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Zac Efron, Michelle Trachtenberg, Matthew Perry

Released: 2009

Directed by: Burr Steers

17 Again is a 2009 American comedy film directed by Burr Steers. The film follows 37-year-old Mike who becomes a 17-year-old high school student after a chance incident. The film also features ...more

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5
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Kristen Stewart, Ryan Reynolds, Kristen Wiig

Released: 2009

Directed by: Greg Mottola

Watch for Free with Amazon Prime Free Trial Adventureland is a 2009 American comedy-drama film written and directed by Greg Mottola, starring Jesse Eisenberg and Kristen Stewart and co-starring Ryan Reynolds, Bill Hader, Martin Starr, and ...more

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6
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Meryl Streep, Oprah Winfrey, Alec Baldwin

Released: 2009

Directed by: Nancy Meyers

It's Complicated is a 2009 American romantic comedy film written and directed by Nancy Meyers. It stars Meryl Streep as a successful bakery owner and single mother of three who starts a secret ...more

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7
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Anne Hathaway, Kate Hudson, Chris Pratt

Released: 2009

Directed by: Gary Winick

This film is a 2009 American romantic comedy film directed by Gary Winick and written by Greg DePaul, June Diane Raphael and Casey Wilson. The film stars Kate Hudson, Anne Hathaway, Candice ...more

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8
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Katherine Heigl, Gerard Butler, Craig Ferguson

Released: 2009

Directed by: Robert Luketic

The Ugly Truth is a 2009 American romantic comedy film starring Katherine Heigl and Gerard Butler. The film was released in North America on July 24, 2009 by Columbia Pictures.

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9
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George Clooney, Anna Kendrick, Zach Galifianakis

Released: 2009

Directed by: Jason Reitman

Up in the Air is a 2009 American comedy-drama film directed by Jason Reitman and co-written by Reitman and Sheldon Turner. It is a film adaptation of the 2001 novel of the same name, written by ...more

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10
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Isla Fisher, John Goodman, John Lithgow

Released: 2009

Directed by: P. J. Hogan

Confessions of a Shopaholic is a 2009 American romantic comedy film based on the Shopaholic series of novels by Sophie Kinsella. Directed by P. J. Hogan, the film stars Isla Fisher as the ...more

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11
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Rooney Mara, Steve Buscemi, Zach Galifianakis

Released: 2009

Directed by: Miguel Arteta

Youth in Revolt is a 2009 American romantic comedy-drama film directed by Miguel Arteta. Based on C.D. Payne's epistolary novel of the same name and written by Gustin Nash, the film stars ...more

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12
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Kristen Bell, Malin Åkerman, Vince Vaughn

Released: 2009

Directed by: Peter Billingsley

Couples Retreat is a 2009 American romantic comedy film written and directed by Peter Billingsley with contributions to the script by Jon Favreau, Vince Vaughn, Dana Fox, Curtis Hanson, and Greg ...more

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13
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Jennifer Garner, Tina Fey, Edward Norton

Released: 2009

Directed by: Ricky Gervais, Matthew Robinson

The Invention of Lying is a 2009 fantasy romantic comedy film that was written and directed by Ricky Gervais and Matthew Robinson. This film is the directorial debut of Gervais and Robinson. The ...more
14
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Jim Carrey, Ewan McGregor, Leslie Mann

Released: 2009

Directed by: John Requa, Glenn Ficarra

I Love You Phillip Morris is a 2009 comedy film based on the 1980s and '90s real-life story of con artist, impostor, and multiple prison escapee Steven Jay Russell, as played by Jim Carrey. ...more

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15
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Julia Roberts, Clive Owen, Paul Giamatti

Released: 2009

Directed by: Tony Gilroy

Duplicity is a 2009 American romantic spy film written and directed by Tony Gilroy, and starring Clive Owen and Julia Roberts. The plot follows two corporate spies with a romantic history who ...more

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16
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Cristin Milioti, Kevin McDonald, Will Sasso

Released: 2009

Directed by: Sook-Yin Lee

Year of the Carnivore is a 2009 Canadian romantic comedy film about a grocery store detective with a crush on a man who rejects her because she has too little sexual experience. Year of the ...more
17
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Arya, Urvashi, N. Santhanam

Released: 2009

Directed by: M. Rajesh

Siva Manasula Sakthi is a 2009 Indian Tamil romantic comedy film written and directed by debutante Rajesh. It stars Jiiva and newcomer Anuya Bhagvath, a student of Pune Film Institute, in the ...more
18
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Emma Stone, Jennifer Garner, Matthew McConaughey

Released: 2009

Directed by: Mark Waters

Ghosts of Girlfriends Past is a 2009 American romantic comedy film whose plot is based loosely on Charles Dickens' A Christmas Carol. Mark Waters directed a script by Jon Lucas and Scott Moore. ...more

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19
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Sarah Jessica Parker, Hugh Grant, Sam Elliott

Released: 2009

Directed by: Marc Lawrence

Did You Hear About the Morgans? is a 2009 American romantic comedy film directed and written by Marc Lawrence. Golden Globe winners Hugh Grant and Sarah Jessica Parker portray the film's ...more

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20
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Gregory Harrison, Heidi Lenhart

Released: 2009

Directed by: Mark Griffiths

Au Pair 3: Adventure in Paradise, is a 2009 romantic comedy and is the third and final installment in the Au Pair trilogy, aired on ABC Family on March 15, 2009, and is the first of the trilogy ...more
21
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Vanessa Hudgens, David Bowie, Aly Michalka

Released: 2009

Directed by: Todd Graff

Bandslam is a 2009 summer film release directed by Todd Graff, starring Aly Michalka, Vanessa Hudgens, Gaelan Connell, Scott Porter, Lisa Kudrow.

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22
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Lindsay Lohan, Bridgit Mendler, Janeane Garofalo

Released: 2009

Directed by: Lara Shapiro

Labor Pains is a 2009 romantic comedy film written by Stacy Kramer and starring Lindsay Lohan, Bridgit Mendler, Luke Kirby, Chris Parnell, Cheryl Hines and Kevin Covais. The film received a ...more
23
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Evan Rachel Wood, Henry Cavill, Larry David

Released: 2009

Directed by: Woody Allen

Whatever Works is a 2009 American comedy film directed and written by Woody Allen, starring Larry David, Evan Rachel Wood, Patricia Clarkson, Ed Begley, Jr., Michael McKean, and Henry Cavill.
24
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AnnaLynne McCord, Molly Sims, Danneel Ackles

Released: 2009

Directed by: Will Gluck

Fired Up! is a 2009 American teen comedy film written and directed by Will Gluck. The main plot revolves around two popular high school football players who attend a cheerleading camp for the ...more

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25
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Alexis Bledel, Michael Keaton, Jane Lynch

Released: 2009

Directed by: Vicky Jenson

Post Grad is a 2009 romantic comedy film directed by Vicky Jenson and starring Alexis Bledel, about a recent college graduate who moves back in with her family while she figures out what she ...more