Entertainment

The Best Romantic Comedies of 2005 

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Updated November 12, 2019 217 votes 45 voters 2.8k views 50 items

List of the best 2005 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 2005, 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 ranges from Wedding Crashers to The 40-Year-Old Virgin and more. This isn't necessarily a list of all romantic comedy movies from 2005, but it does contain all the ones worth watching.

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1
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Angelina Jolie, Brad Pitt, Jennifer Morrison

Released: 2005

Directed by: Doug Liman

Mr. & Mrs. Smith is a 2005 American action comedy film directed by Doug Liman. Bored upper-middle class married coupleJohn (Brad Pitt) and Jane Smith (Angelina Jolie) learn that they are ...more

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#472 of 493 The Funniest '90s Movies #9 of 172 The Greatest Date Movies of All Time

2
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Owen Wilson, Vince Vaughn, Christopher Walken

Released: 2005

Directed by: David Dobkin

Wedding Crashers is a 2005 American comedy film directed by David Dobkin. John Beckwith (Owen Wilson) and Jeremy Grey (Vince Vaughn), a pair of committed womanizers who sneak into weddings to ...more

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#48 of 624 The Greatest Guilty Pleasure Movies #297 of 1,699 The Most Rewatchable Movies

3
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Nicole Kidman, Will Ferrell, Steve Carell

Released: 2005

Directed by: Nora Ephron

Bewitched is a 2005 American romantic comedy fantasy film produced by Columbia Pictures and is a re-imagining of the television series of the same name. The film was released in the United ...more

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#344 of 803 The Greatest Chick Flicks Ever Made #334 of 385 The Best Movies Directed by Women

4
Hitch is listed (or ranked) 4 on the list The Best Romantic Comedies of 2005
Will Smith, Eva Mendes, Paula Patton

Released: 2005

Directed by: Andy Tennant

Hitch is a 2005 romantic comedy film directed by Andy Tennant and starring Will Smith. The film, which was written by Kevin Bisch, co-stars Eva Mendes, Kevin James, and Amber Valletta. Smith ...more

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#533 of 1,009 The All-Time Greatest Comedy Films #56 of 84 The Funniest Black Movies Ever Made

5
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Johnny Depp, Helena Bonham Carter, Christopher Lee

Released: 2005

Directed by: Tim Burton, Mike Johnson

Corpse Bride, often referred to as Tim Burton's Corpse Bride, is a 2005 British-American stop-motion-animated fantasy film directed by Mike Johnson and Tim Burton. The plot is set in a fictional ...more

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#114 of 590 The Best Animated Films Ever #134 of 217 Musical Movies With the Best Songs ‘Corpse Bride’ Is An Underrated Tim Burton Classic Filled With Creepy Charm And Dark Moments

6
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Rachel McAdams, Sarah Jessica Parker, Claire Danes

Released: 2005

Directed by: Thomas Bezucha

The Family Stone is a 2005 American comedy-drama film written and directed by Thomas Bezucha. Produced by Michael London and distributed by 20th Century Fox, it stars an ensemble cast, including ...more

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#164 of 803 The Greatest Chick Flicks Ever Made #17 of 31 The Best Movies About Dysfunctional Families

7
A Lot like Love is listed (or ranked) 7 on the list The Best Romantic Comedies of 2005
Ashton Kutcher, Sarah Shahi, Ali Larter

Released: 2005

Directed by: Nigel Cole

A Lot like Love is a 2005 romantic comedy-drama film directed by Nigel Cole and starring Ashton Kutcher and Amanda Peet. The screenplay by Colin Patrick Lynch focuses on two individuals whose ...more

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#7 of 27 The Best Ashton Kutcher Movies #2 of 5 The Best Meghan Markle Movies

8
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Zoe Saldana, Ashton Kutcher, Bernie Mac

Released: 2005

Directed by: Kevin Rodney Sullivan

Guess Who is a 2005 American comedy film about race relations directed by Kevin Rodney Sullivan. It is a loose remake of the 1967 film Guess Who's Coming to Dinner, in the form of a romantic ...more

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#969 of 1,009 The All-Time Greatest Comedy Films #42 of 84 The Funniest Black Movies Ever Made

9
The Perfect Man is listed (or ranked) 9 on the list The Best Romantic Comedies of 2005
Hilary Duff, Heather Locklear, Vanessa Lengies

Released: 2005

Directed by: Mark Rosman

The Perfect Man is a 2005 romantic comedy film directed by Mark Rosman and written by Gina Wendkos. It stars Hilary Duff, Heather Locklear and Chris Noth. Filming of the movie began in May 2004. ...more

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#251 of 285 The Best Teen Movies of All Time #67 of 100 Movies Turning 15 In 2020

10
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Elizabeth Banks, Kat Dennings, Steve Carell

Released: 2005

Directed by: Judd Apatow

The 40-Year-Old Virgin is a 2005 American romantic comedy film written, produced and directed by Judd Apatow, about a middle-aged man's journey to finally lose their virginity. It was co-written ...more

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#286 of 1,699 The Most Rewatchable Movies #179 of 460 The Most Quotable Movies of All Time

11
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Heather Graham, Sandra Oh, Sarah Chalke

Released: 2005

Directed by: Nisha Ganatra, Jennifer Arzt

Cake is a 2005 romantic comedy film directed by Nisha Ganatra.
12
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Tyler Perry, Shemar Moore, Tamara Taylor

Released: 2005

Directed by: Darren Grant

Diary of a Mad Black Woman is a 2005 romantic comedy-drama film written by and starring Tyler Perry, which was inspired by the play of the same name. It is Perry's debut feature film, and the ...more

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#882 of 1,196 The Absolute Funniest Movies Of All Time #2 of 12 All of Tyler Perry's Madea Movies

13
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Ryan Reynolds, Anna Faris, Amy Smart

Released: 2005

Directed by: Roger Kumble

Just Friends is a 2005 American romantic comedy and Christmas film directed by Roger Kumble, and starring Ryan Reynolds, Amy Smart, Anna Faris, Chris Klein and Christopher Maquette. The plot ...more

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#568 of 1,009 The All-Time Greatest Comedy Films #898 of 1,196 The Absolute Funniest Movies Of All Time

14
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Josh Hutchersonm, Cynthia Nixon, Bradley Whitford

Released: 2005

Directed by: Mark Levin, Jennifer Flackett

Little Manhattan is a 2005 American romantic comedy film directed and written by husband and wife Mark Levin and Jennifer Flackett. Though Levin is credited as the director and Flackett as the ...more

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#164 of 209 The Best Family Movies Rated PG #67 of 202 The Best Romantic Comedies Rated PG

15
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Jennifer Lopez, Jane Fonda, Wanda Sykes

Released: 2005

Directed by: Robert Luketic

Monster-in-Law is a 2005 romantic comedy film directed by Robert Luketic and starring Jennifer Lopez, Jane Fonda, Michael Vartan and Wanda Sykes. It marks a return to cinema for Fonda, being her ...more

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#370 of 803 The Greatest Chick Flicks Ever Made #39 of 100 The Most Rewatchable Comedy Movies #3 of 58 The Best Romantic Comedy Movies On Netflix

16
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Jennifer Aniston, Kevin Costner, Dustin Hoffman

Released: 2005

Directed by: Rob Reiner

Rumor Has It is a 2005 romantic comedy film directed by Rob Reiner, and starring Jennifer Aniston, Kevin Costner, Shirley MacLaine and Mark Ruffalo. The screenplay by Ted Griffin derives from a ...more

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#74 of 74 The Best Movies Released Christmas Day #21 of 36 The Best "Netflix and Chill" Movies Available Now

17
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Amy Smart, Sean Astin, Patty Duke

Released: 2005

Directed by: Al Corley

Bigger Than the Sky is a 2005 film directed by Al Corley.
18
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Til Schweiger, Alexandra Neldel, Eric Judor

Released: 2005

Directed by: Til Schweiger

Barfuss is a romantic comedy film by German actor and director Til Schweiger released in 2005. It tells the story of Nick, a hedonistic bachelor, who helps and eventually falls in love with ...more
19
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Carrie Fisher, Laura Prepon, Jacqueline Voltaire

Released: 2005

Directed by: Kris Isacsson

Romancing the Bride is a 2005 romantic comedy film, starring Laura Prepon and Matt Cedeño.
20
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Meryl Streep, Uma Thurman, Mini Andén

Released: 2005

Directed by: Ben Younger

Prime is a 2005 American romantic comedy film starring Uma Thurman, Meryl Streep and Bryan Greenberg. It was written and directed by Ben Younger. The film grossed $67,937,503 worldwide.

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#32 of 35 Great Movies About a Mental Breakdown #41 of 69 The Best Meryl Streep Movies #24 of 52 The Best Uma Thurman Movies

21
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Jessica Biel, Kirsten Dunst, Alec Baldwin

Released: 2005

Directed by: Cameron Crowe

Elizabethtown is a 2005 American romantic tragicomedy-drama film written and directed by Cameron Crowe starring Orlando Bloom and Kirsten Dunst. Alec Baldwin has a small role as a CEO of an ...more

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#264 of 803 The Greatest Chick Flicks Ever Made #128 of 172 The Greatest Date Movies of All Time #297 of 324 Movies with the Best Soundtracks

22
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Katie Aselton, Mark Duplass, Rhett Wilkins

Released: 2005

Directed by: Mark Duplass, Jay Duplass

The Puffy Chair is a 2005 road movie written and directed by the brothers Jay Duplass and Mark Duplass. It was screened at the 2005 Sundance Film Festival and won the Audience Award at the 2005 ...more
23
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Kelly Rowland, Melanie Brown, Shemar Moore

Released: 2005

Directed by: Nick Castle

The Seat Filler is an American romantic comedy musical film produced by the Company Production of Magnolia Home Entertainment, Seat Filler Productions, Shake Martin Films and Strange Fruit ...more
24
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Jennifer Love Hewitt, Dougray Scott, Jimi Mistry

Released: 2005

Directed by: John Hay

The Truth About Love is a 2005 film directed by John Hay and starring Jennifer Love Hewitt, Jimi Mistry and Dougray Scott.
25
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Sienna Miller, Heath Ledger, Natalie Dormer

Released: 2005

Directed by: Lasse Hallström

Casanova is a 2005 American romantic film directed by Lasse Hallström starring Heath Ledger and loosely based on the life of Giacomo Casanova.