40 Best Chick Flicks
by Venus1109 | created - 13 Jun 2011 | updated - 13 Jun 2011 | Public- Instant Watch Options
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1. 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: 362,752 | Gross: $178.41M
2. 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: 88,617 | Gross: $40.47M
3. Mr. & Mrs. Smith (2005)
PG-13 | 120 min | Action, Comedy, Crime
A bored married couple is surprised to learn that they are both assassins hired by competing agencies to kill each other.
Director: Doug Liman | Stars: Brad Pitt, Angelina Jolie, Adam Brody, Vince Vaughn
Votes: 541,740 | Gross: $186.34M
This is kinda one.... I JUST LUV IT!
4. P.S. I Love You (2007)
PG-13 | 126 min | Comedy, Drama, Romance
A young widow discovers that her late husband has left her 10 messages intended to help ease her pain and start a new life.
Director: Richard LaGravenese | Stars: Hilary Swank, Gerard Butler, Harry Connick Jr., Lisa Kudrow
Votes: 218,436 | Gross: $53.70M
5. Letters to Juliet (2010)
PG | 105 min | Adventure, Comedy, Drama
Sophie travels to Verona where she finds an old unanswered letter asking for love advice. She answers it and when the recipient shows up along with her grumpy grandson, they head off to find the old long lost love while a young love sparks
Director: Gary Winick | Stars: Amanda Seyfried, Gael García Bernal, Vanessa Redgrave, Marcia DeBonis
Votes: 107,220 | Gross: $53.03M
6. The Devil Wears Prada (2006)
PG-13 | 109 min | Comedy, Drama
A smart but sensible new graduate lands a job as an assistant to Miranda Priestly, the demanding editor-in-chief of a high fashion magazine.
Director: David Frankel | Stars: Anne Hathaway, Meryl Streep, Adrian Grenier, Emily Blunt
Votes: 467,416 | Gross: $124.74M
7. She's the Man (2006)
PG-13 | 105 min | Comedy, Romance, Sport
When her brother decides to ditch for a couple weeks, Viola heads over to his elite boarding school, disguised as him, and proceeds to fall for his school's star soccer player, and soon learns she's not the only one with romantic troubles.
Director: Andy Fickman | Stars: Amanda Bynes, Laura Ramsey, Channing Tatum, Vinnie Jones
Votes: 175,875 | Gross: $2.34M
8. Dear John (I) (2010)
PG-13 | 108 min | Drama, Romance, War
A romantic drama about a soldier who falls for a conservative college student while he's home on leave.
Director: Lasse Hallström | Stars: Channing Tatum, Amanda Seyfried, Richard Jenkins, Henry Thomas
Votes: 157,797 | Gross: $80.01M
This movie is sad but amazing
9. Maid in Manhattan (2002)
PG-13 | 105 min | Comedy, Drama, Romance
A Senatorial candidate falls for a hotel maid, thinking she is a socialite, when he sees her trying on a wealthy woman's dress.
Director: Wayne Wang | Stars: Jennifer Lopez, Ralph Fiennes, Natasha Richardson, Stanley Tucci
Votes: 96,226 | Gross: $94.01M
10. 27 Dresses (2008)
PG-13 | 111 min | Comedy, Romance
After serving as a bridesmaid 27 times, a young woman wrestles with the idea of standing by her sister's side as her sibling marries the man she's secretly in love with.
Director: Anne Fletcher | Stars: Katherine Heigl, James Marsden, Malin Akerman, Brian Kerwin
Votes: 175,187 | Gross: $76.81M
11. The Wedding Planner (2001)
PG-13 | 103 min | Comedy, Romance
Mary Fiore is San Francisco's most successful supplier of romance and glamor. She knows all the tricks. She knows all the rules. But then she breaks the most important rule of all: she falls in love with the groom.
Director: Adam Shankman | Stars: Jennifer Lopez, Matthew McConaughey, Bridgette Wilson-Sampras, Justin Chambers
Votes: 86,564 | Gross: $60.40M
12. My Big Fat Greek Wedding (2002)
PG | 95 min | Comedy, Drama, Romance
A young Greek woman falls in love with a non-Greek and struggles to get her family to accept him while she comes to terms with her heritage and cultural identity.
Director: Joel Zwick | Stars: Nia Vardalos, John Corbett, Michael Constantine, Christina Eleusiniotis
Votes: 144,663 | Gross: $241.44M
13. When Harry Met Sally... (1989)
R | 95 min | Comedy, Drama, Romance
Harry and Sally have known each other for years, and are very good friends, but they fear sex would ruin the friendship.
Director: Rob Reiner | Stars: Billy Crystal, Meg Ryan, Carrie Fisher, Bruno Kirby
Votes: 242,852 | Gross: $92.82M
14. How to Lose a Guy in 10 Days (2003)
PG-13 | 116 min | Comedy, Romance
Benjamin Barry is an advertising executive and ladies' man who, to win a big campaign, bets that he can make a woman fall in love with him in 10 days.
Director: Donald Petrie | Stars: Kate Hudson, Matthew McConaughey, Adam Goldberg, Kathryn Hahn
Votes: 270,184 | Gross: $105.81M
15. Leap Year (2010)
PG | 100 min | Comedy, Romance
Anna Brady plans to travel to Dublin, Ireland to propose to her boyfriend Jeremy on February 29, leap day, because, according to Irish tradition, a man who receives a marriage proposal on a leap day must accept it.
Director: Anand Tucker | Stars: Amy Adams, Matthew Goode, Adam Scott, John Lithgow
Votes: 110,704 | Gross: $25.92M
16. 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: 59,985 | Gross: $17.80M
17. Life as We Know It (2010)
PG-13 | 114 min | Comedy, Drama, Romance
Two single adults become caregivers to an orphaned girl when their mutual best friends die in an accident.
Director: Greg Berlanti | Stars: Katherine Heigl, Josh Duhamel, Josh Lucas, Alexis Clagett
Votes: 138,946 | Gross: $53.37M
18. The Ugly Truth (2009)
R | 96 min | Comedy, Romance
An uptight television producer takes control of a morning show segment on modern relationships hosted by a misogynistic man.
Director: Robert Luketic | Stars: Katherine Heigl, Gerard Butler, Bree Turner, Eric Winter
Votes: 230,479 | Gross: $88.92M
19. The Back-up Plan (2010)
PG-13 | 104 min | Comedy, Romance
A woman conceives twins through artificial insemination, then meets the man of her dreams on the very same day.
Director: Alan Poul | Stars: Jennifer Lopez, Alex O'Loughlin, Michaela Watkins, Eric Christian Olsen
Votes: 52,284 | Gross: $37.49M
20. The Proposal (I) (2009)
PG-13 | 108 min | Comedy, Drama, Romance
A pushy boss forces her young assistant to marry her in order to keep her visa status in the U.S. and avoid deportation to Canada.
Director: Anne Fletcher | Stars: Sandra Bullock, Ryan Reynolds, Mary Steenburgen, Craig T. Nelson
Votes: 360,543 | Gross: $163.96M
21. My Best Friend's Girl (2008)
R | 101 min | Comedy, Romance
Tank faces the ultimate test of friendship when his best friend hires him to take his ex-girlfriend out on a lousy date in order to make her realize how great her former boyfriend is.
Director: Howard Deutch | Stars: Kate Hudson, Dane Cook, Jason Biggs, Alec Baldwin
Votes: 46,407 | Gross: $19.22M
22. He's Just Not That Into You (2009)
PG-13 | 129 min | Comedy, Drama, Romance
This Baltimore-set movie of interconnecting story arcs deals with the challenges of reading or misreading human behavior.
Director: Ken Kwapis | Stars: Ginnifer Goodwin, Jennifer Aniston, Jennifer Connelly, Morgan Lily
Votes: 182,288 | Gross: $93.95M
23. 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: 187,928 | Gross: $80.28M
24. When in Rome (2010)
PG-13 | 91 min | Comedy, Romance
Beth is an ambitious young New Yorker who is completely unlucky in love. On a whirlwind trip to Rome, she impulsively steals some coins from a reputed fountain of love, and is then aggressively pursued by a band of suitors.
Director: Mark Steven Johnson | Stars: Kristen Bell, Josh Duhamel, Anjelica Huston, Danny DeVito
Votes: 64,627 | Gross: $32.67M
25. Another Cinderella Story (2008 TV Movie)
PG | 90 min | Comedy, Family, Music
Mary lives with her evil stepmom/sisters and slaves for them. At the high school masquerade ball, she gets to dance with her pop idol, Joey. Running home before midnight, she drops her Zune. Joey tries to find the girl who fits the Zune.
Director: Damon Santostefano | Stars: Selena Gomez, Drew Seeley, Jane Lynch, Katharine Isabelle
Votes: 31,054
26. My Best Friend's Wedding (1997)
PG-13 | 105 min | Comedy, Drama, Romance
When a woman's long-time friend reveals he's engaged, she realizes she loves him herself and sets out to get him, with only days before the wedding.
Director: P.J. Hogan | Stars: Julia Roberts, Dermot Mulroney, Cameron Diaz, Rupert Everett
Votes: 155,476 | Gross: $127.12M
27. Made of Honor (2008)
PG-13 | 101 min | Comedy, Romance
Hannah surprises Tom, her best friend who is secretly in love with her, with the news of her engagement to a wealthy man. Things take a complicated turn when she asks Tom to be her maid of honor.
Director: Paul Weiland | Stars: Patrick Dempsey, Michelle Monaghan, Kevin McKidd, Kadeem Hardison
Votes: 76,071 | Gross: $46.01M
28. 50 First Dates (2004)
PG-13 | 99 min | Comedy, Drama, Romance
Henry Roth is a man afraid of commitment until he meets the beautiful Lucy. They hit it off and Henry think he's finally found the girl of his dreams until discovering she has short-term memory loss and forgets him the next day.
Director: Peter Segal | Stars: Adam Sandler, Drew Barrymore, Rob Schneider, Sean Astin
Votes: 382,358 | Gross: $120.91M
29. 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: 139,016 | Gross: $118.70M
30. 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: 123,634 | Gross: $127.22M
31. Forgetting Sarah Marshall (2008)
R | 111 min | Comedy, Drama, Romance
Devastated Peter takes a Hawaiian vacation in order to deal with the recent break-up with his TV star girlfriend, Sarah. Little does he know, Sarah's traveling to the same resort as her ex - and she's bringing along her new boyfriend.
Director: Nicholas Stoller | Stars: Kristen Bell, Jason Segel, Paul Rudd, Mila Kunis
Votes: 302,532 | Gross: $63.17M
32. Two Weeks Notice (2002)
PG-13 | 101 min | Comedy, Romance
A lawyer decides that she's used too much like a nanny by her boss, so she walks out on him.
Director: Marc Lawrence | Stars: Sandra Bullock, Hugh Grant, Alicia Witt, Dana Ivey
Votes: 125,956 | Gross: $93.35M
33. Valentine's Day (I) (2010)
PG-13 | 125 min | Comedy, Romance
Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.
Director: Garry Marshall | Stars: Julia Roberts, Jamie Foxx, Anne Hathaway, Jessica Alba
Votes: 125,438 | Gross: $110.49M
34. 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: 531,650 | Gross: $59.70M
35. 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: 173,289 | Gross: $31.97M
36. 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: 162,372 | Gross: $80.25M
37. Hitch (I) (2005)
PG-13 | 118 min | Comedy, Romance
A smooth-talking man falls for a hardened columnist while helping a shy accountant woo a beautiful heiress.
Director: Andy Tennant | Stars: Will Smith, Eva Mendes, Kevin James, Amber Valletta
Votes: 335,510 | Gross: $179.50M
38. 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: 143,689 | Gross: $88.10M
39. She's Out of My League (2010)
R | 104 min | Comedy, Romance
An average Joe meets the perfect woman, but his lack of confidence and the influence of his friends and family begin to pick away at the relationship.
Director: Jim Field Smith | Stars: Jay Baruchel, Alice Eve, T.J. Miller, Mike Vogel
Votes: 144,421 | Gross: $31.58M
40. Just Married (2003)
PG-13 | 95 min | Comedy, Romance
A young newlywed couple honeymoon in Europe, where obstacles challenge their ability to sustain the marriage.
Director: Shawn Levy | Stars: Ashton Kutcher, Brittany Murphy, Christian Kane, David Moscow
Votes: 74,402 | Gross: $56.13M
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