20 best romantic comedies
by kmgrant2 | created - 17 Dec 2013 | updated - 17 Aug 2017 | Public- Instant Watch Options
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1. Love Actually (2003)
R | 135 min | Comedy, Drama, Romance
Follows the lives of eight very different couples in dealing with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London, England.
Director: Richard Curtis | Stars: Hugh Grant, Martine McCutcheon, Liam Neeson, Laura Linney
Votes: 531,684 | Gross: $59.70M
2. Something Borrowed (2011)
PG-13 | 112 min | Comedy, Drama, Romance
Friendships are tested and secrets come to the surface when terminally single Rachel falls for Dex, her best friend Darcy's fiancé.
Director: Luke Greenfield | Stars: Ginnifer Goodwin, Kate Hudson, Colin Egglesfield, John Krasinski
Votes: 65,271 | Gross: $39.05M
3. Along Came Polly (2004)
PG-13 | 90 min | Comedy, Romance
A buttoned-up newlywed finds his strictly organized life descend into chaos when he falls in love with an old classmate.
Director: John Hamburg | Stars: Ben Stiller, Jennifer Aniston, Debra Messing, Philip Seymour Hoffman
Votes: 143,694 | Gross: $88.10M
4. Notting Hill (1999)
PG-13 | 124 min | Comedy, Drama, Romance
A set of circumstances makes Anna Scott, a famous actress, fall in love with William Thacker, owner of a bookstore in Notting Hill. But the paparazzi's fascination with her complicates their bond.
Director: Roger Michell | Stars: Hugh Grant, Julia Roberts, Richard McCabe, Rhys Ifans
Votes: 342,467 | Gross: $116.09M
5. Wimbledon (2004)
PG-13 | 98 min | Comedy, Romance, Sport
A pro tennis player has lost his ambition and has fallen in rank to 119. Fortunately for him, he meets a young player on the women's circuit who helps him recapture his focus for Wimbledon.
Director: Richard Loncraine | Stars: Kirsten Dunst, Paul Bettany, Jon Favreau, Sam Neill
Votes: 66,644 | Gross: $17.00M
6. Pretty Woman (1990)
R | 119 min | Comedy, Romance
A man in a legal but hurtful business needs an escort for some social events, and hires a beautiful prostitute he meets... only to fall in love.
Director: Garry Marshall | Stars: Richard Gere, Julia Roberts, Jason Alexander, Laura San Giacomo
Votes: 362,835 | Gross: $178.41M
7. The Break-Up (2006)
PG-13 | 106 min | Comedy, Drama, Romance
A couple's break-up proceeds to get uglier and nastier by the moment as each tries to keep their luxurious condo from the other.
Director: Peyton Reed | Stars: Jennifer Aniston, Vince Vaughn, Jon Favreau, Joey Lauren Adams
Votes: 139,020 | Gross: $118.70M
8. Knocked Up (2007)
R | 129 min | Comedy, Romance
For fun-loving party animal Ben Stone, the last thing he ever expected was for his one-night stand to show up on his doorstep eight weeks later to tell him she's pregnant with his child.
Director: Judd Apatow | Stars: Seth Rogen, Katherine Heigl, Paul Rudd, Leslie Mann
Votes: 384,772 | Gross: $148.73M
9. Win a Date with Tad Hamilton! (2004)
PG-13 | 95 min | Comedy, Romance
A small-town girl wins a date with a male celebrity through a contest. When the date goes better than expected, a love triangle forms between the girl, the male celebrity, and the girl's best friend.
Director: Robert Luketic | Stars: Kate Bosworth, Josh Duhamel, Topher Grace, Nathan Lane
Votes: 29,438 | Gross: $17.07M
10. The Wedding Singer (1998)
PG-13 | 97 min | Comedy, Music, Romance
Robbie, a singer, and Julia, a waitress, are both engaged, but to the wrong people. Fortune intervenes to help them discover each other.
Director: Frank Coraci | Stars: Adam Sandler, Drew Barrymore, Christine Taylor, Allen Covert
Votes: 162,382 | Gross: $80.25M
11. 10 Things I Hate About You (1999)
PG-13 | 97 min | Comedy, Drama, Romance
A high-school boy, Cameron, cannot date Bianca until her anti-social older sister, Kat, has a boyfriend. So, Cameron pays a mysterious boy, Patrick, to charm Kat.
Director: Gil Junger | Stars: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik
Votes: 385,623 | Gross: $38.18M
12. Clueless (1995)
PG-13 | 97 min | Comedy, Romance
Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other.
Director: Amy Heckerling | Stars: Alicia Silverstone, Stacey Dash, Brittany Murphy, Paul Rudd
Votes: 246,084 | Gross: $56.63M
13. Music and Lyrics (2007)
PG-13 | 104 min | Comedy, Music, Romance
A washed up singer is given a couple days to compose a chart-topping hit for an aspiring teen sensation. Though he's never written a decent lyric in his life, he sparks with an offbeat younger woman with a flair for words.
Director: Marc Lawrence | Stars: Hugh Grant, Drew Barrymore, Scott Porter, Nick Bacon
Votes: 107,211 | Gross: $50.57M
14. Pretty in Pink (1986)
PG-13 | 97 min | Comedy, Drama, Romance
A poor girl must choose between the affections of dating her childhood sweetheart or a rich but sensitive playboy.
Director: Howard Deutch | Stars: Molly Ringwald, Jon Cryer, Harry Dean Stanton, Annie Potts
Votes: 88,626 | Gross: $40.47M
15. Can't Buy Me Love (1987)
PG-13 | 94 min | Comedy, Drama, Romance
An outcast secretly pays the most popular girl in school one thousand dollars to pretend to be his girlfriend for a month.
Director: Steve Rash | Stars: Patrick Dempsey, Amanda Peterson, Courtney Gains, Tina Caspary
Votes: 42,034 | Gross: $31.62M
16. Sex and the City (2008)
R | 145 min | Comedy, Drama, Romance
A New York City writer on sex and love is finally getting married to her Mr. Big. But her three best girlfriends must console her after one of them inadvertently leads Mr. Big to jilt her.
Director: Michael Patrick King | Stars: Sarah Jessica Parker, Kim Cattrall, Cynthia Nixon, Kristin Davis
Votes: 127,312 | Gross: $152.65M
17. Sweet Home Alabama (2002)
PG-13 | 108 min | Comedy, Romance
A young woman who has reinvented herself as a New York City socialite must return home to Alabama to obtain a divorce from her husband after seven years of separation.
Director: Andy Tennant | Stars: Reese Witherspoon, Patrick Dempsey, Josh Lucas, Candice Bergen
Votes: 123,645 | Gross: $127.22M
18. What Happens in Vegas (2008)
PG-13 | 99 min | Comedy, Romance
A man and a woman are compelled, for legal reasons, to live life as a couple for a limited period of time. At stake is a large amount of money.
Director: Tom Vaughan | Stars: Cameron Diaz, Ashton Kutcher, Rob Corddry, Lake Bell
Votes: 187,940 | Gross: $80.28M
19. Shallow Hal (2001)
PG-13 | 114 min | Comedy, Drama, Fantasy
A shallow man falls in love with a 300-pound woman because of her inner beauty.
Directors: Bobby Farrelly, Peter Farrelly | Stars: Jack Black, Gwyneth Paltrow, Jason Alexander, Joe Viterelli
Votes: 144,824 | Gross: $70.84M
20. Definitely, Maybe (2008)
PG-13 | 112 min | Comedy, Drama, Romance
A political consultant tries to explain his impending divorce and past relationships to his 11-year-old daughter.
Director: Adam Brooks | Stars: Ryan Reynolds, Rachel Weisz, Abigail Breslin, An Nguyen
Votes: 173,297 | Gross: $31.97M
21. The Prince and Me (2004)
PG | 111 min | Comedy, Family, Romance
At college Paige meets Eddie, a student from Denmark, whom she first dislikes but later accepts, likes, and loves; he proves to be Crown Prince Edvard. Paige follows him to Copenhagen, and he follows her back to school with a plan.
Director: Martha Coolidge | Stars: Julia Stiles, Luke Mably, Miranda Richardson, Ben Miller
Votes: 41,572 | Gross: $28.18M
22. Uptown Girls (2003)
PG-13 | 92 min | Comedy, Drama, Romance
A grown-up woman who kept her childish instincts and behavior starts working as the nanny of an 8-year-old girl who actually acts like an adult. But everything ends right-side up.
Director: Boaz Yakin | Stars: Brittany Murphy, Dakota Fanning, Heather Locklear, Jesse Spencer
Votes: 43,204 | Gross: $36.92M
23. Sidewalks of New York (2001)
R | 108 min | Comedy, Romance
The interlocking lives and loves of six New Yorkers.
Director: Edward Burns | Stars: Edward Burns, Heather Graham, Penny Balfour, Michael Leydon Campbell
Votes: 6,920 | Gross: $2.40M
24. Can't Hardly Wait (1998)
PG-13 | 100 min | Comedy, Romance
A complete graduating class, consisting of beautiful girls, geeks and promising footballers, assemble at a rich classmate's residence for a party. Interesting developments follow at the get-together.
Directors: Harry Elfont, Deborah Kaplan | Stars: Jennifer Love Hewitt, Ethan Embry, Charlie Korsmo, Lauren Ambrose
Votes: 53,995 | Gross: $25.34M
25. Going the Distance (2010)
R | 102 min | Comedy, Romance
A romantic comedy centered on a guy and a gal who try to keep their love alive as they shuttle back and forth between New York and San Francisco to see one another.
Director: Nanette Burstein | Stars: Drew Barrymore, Justin Long, Ron Livingston, Charlie Day
Votes: 59,986 | Gross: $17.80M
26. Breakfast at Tiffany's (1961)
Approved | 115 min | Comedy, Drama, Romance
A young New York socialite becomes interested in a young man who has moved into her apartment building, but her past threatens to get in the way.
Director: Blake Edwards | Stars: Audrey Hepburn, George Peppard, Patricia Neal, Buddy Ebsen
Votes: 192,228
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