Menu

Top 20 Chick Flicks

Ranked #167 in Entertainment, #3,831 overall

Chick Flicks: The Perfect Friday Night Movie

Chick flicks sometimes get a bad wrap and are looked down at because they are not highbrow cinema, but chick flicks or romantic comedies can be some of the most enjoying and entertaining movies. They are a great way to kick back with a glass of wine by yourself or with a group of girlfriends and get lost in someone else's world. The next time you are looking for a great chick flick to watch, you can check out these great romantic comedies that make up 20 of the best chick flicks of all time.


Bookmark and Share

Add this to your lens

1. The Notebook

Great Tearjerker!

The Notebook is the ultimate tearjerker and favorite movie of those who believe in the power of true love. Behind every great love is a great story. Two teenagers from opposite sides of the tracks fall in love during when they spend the Summer of 1936 together. At the end of the Summer, they are tragically forced apart. When they reunite 7 years later, their passionate romance is rekindled, forcing one of them to choose between true love and class order.

The Notebook

Notebook Trailer

The Notebook trailer
by dvdmajestic | video info
19,062 ratings | 9,713,201 views
curated content from YouTube

2. Dirty Dancing

Every Girl's Favorite Movie

Nearly every girl's favorite movie, Dirty Dancing tells the familiar story set in the summer of 1963 at a Catskill's resort. Innocent 17-year-old Baby is vacationing with her parents. One evening, she is drawn to the staff quarters as she "carries a watermelon." There she meets Johnny, the hotel dance instructor, who is as experienced as Baby is naive. Baby soon becomes Johnny's pupil in dance and love and soon everyone learns "nobody puts Baby in a corner."

Dirty Dancing (Limited Keepsake Edition) [Blu-ray]

Dirty Dancing Trailer

Dirty Dancing - Trailer
by LionsgateVOD | video info
143 ratings | 332,617 views
curated content from YouTube

3. When Harry Met Sally

Can Men & Women Just Be Friends?

When Harry Met Sally asks the classic question, can women and men ever be friends? According to Harry, the answer is no. Yet after her and Sally travel from Chicago to New York, she wants to be just that, friends. Through a tumultuous eleven years they remain best friends, yet at one point they cannot deny their feelings any longer. Billy Crystal and Meg Ryan shine in When Harry Met Sally complete with the famous scene in which Ryan's character demonstrates how much she is "enjoying" her sandwich at Katz Delicatessen.

When Harry Met Sally... (Collector's Edition)

When Harry Met Sally... Trailer

When Harry Met Sally... (1989): Trailer HQ
by TheWorldofTrailers | video info
418 ratings | 341,287 views
curated content from YouTube

4. Notting Hill

Starring Two Chick Flick Icons

In Notting Hill, Hugh Grant plays William Thacker, owner of a travel bookshop. One day, world renowned movie star Anna Scott, played by romantic comedy queen Julia Roberts, walks into his bookstore and into his heart. The question becomes whether William and Anna reconcile his decidedly commonplace bookseller existence and her lifestyle as a jet-setting, paparazzi-stalked celebrity? Set to a magnificent soundtrack, Notting Hill is everything you could ever want in a romantic comedy.

Notting Hill (Collector's Edition)

Notting Hill Trailer

Notting Hill (1999) Trailer HQ
by psih0psih0 | video info
63 ratings | 79,948 views
curated content from YouTube

5. The Break-Up

The Chick Flick About Breaking Up

Who says chick flicks have to be about falling in love, why can't they be about falling out of love? The Break-Up gives a true to life depiction of just that. After two years together, Gary and Brooke's relationship seems to have taken a comical wrong turn on the way to happily ever after. Now the break-up is on, the lines have been drawn, and their honest feelings for each other are coming out. The Break-Up demonstrates the real life anguish of trying to move on and get over your ex when you still love them but it just doesn't work. However, the pain and hilarity is maximized as these two exes remain living together as they try to sell their Condo.

The Break-Up (Widescreen Edition)

The Break-Up Trailer

The Break Up Trailer
by TheMovieChanneI | video info
195 ratings | 281,424 views
curated content from YouTube

6. The Wedding Date

Fun Rom-Com

The Wedding Date centers around Kat Ellis, who returns to her parents' London home for her younger sister's wedding. Afraid of confronting her ex-fiancé, who dumped her two years prior, Kat hires a male escort to pose as her new boyfriend, but true to romantic comedy cliches: love, miscommunication/misunderstandings, and happily ever after ensues.

The Wedding Date (Widescreen Edition)

The Wedding Date Trailer

The Wedding Date Trailer
by Rafael Maryska | video info
1,017 ratings | 1,406,339 views
curated content from YouTube

7. The Proposal

Sandra Bullock's Return to Romantic Comedies

Margaret is a workaholic, tyrannical book editor whose suddenly faces deportation back to Canada. In order to preserve her job and stay in New York, Margaret forces her assistant, Andrew, into a fake an engagement.. Andrew in turn blackmails Margaret for a promotion. When Margaret is forced to spend the weekend in Alaska with Andrew and his family in order to convince Immigration their engagement is legitimate, Margaret realizes that their plan may not be so simple as she begins to fall not only for Andrew, but his family as well. Sandra Bullock and Ryan Reynolds have phenomenal chemistry in The Proposal but Betty White steals the show!

The Proposal (Single-Disc Edition)

The Proposal Trailer

The Proposal - Trailer
by Bionytt | video info
1,322 ratings | 884,149 views
curated content from YouTube

8. Pretty Woman

The Movie that Made Julia Roberts a Star!

Pretty Woman is the ultimate "chick flick" of all time and the movie that made Julia Roberts a star! In the film, Roberts plays Vivian, a "hooker with a heart of gold." Edward (played by Richard Gere) is a rich, ruthless businessman who specializes in taking over companies and selling them off piece by piece. While in Los Angeles, Edward hires Vivian to be his escort for the week in order to avoid emotional attachments. He wants someone that is "all business." However, all that "emotional stuff" gets in the way as he finds himself charmed by Vivian and slowly, but surely falling in love.

Pretty Woman (15th Anniversary Special Edition)

Pretty Woman Trailer

Pretty Woman (1990) - Official Trailer
by thecultbox | video info
692 ratings | 482,030 views
curated content from YouTube

9. The Object of My Affection

A Non-traditional Romantic Comedy

In The Object of My Affection, George and Nina seem like the perfect couple--they share a cozy Brooklyn apartment, a devotion to ballroom dancing, and they love each other deeply. But of course, there's a catch--George is gay. When Nina announces she's pregnant, things get especially complicated. Vince, Nina's overbearing boyfriend and the baby's father, wants marriage, but Nina wants independence and to raise her child with George. But is George ready to trade in his own love life to become a surrogate dad and husband?

The Object of My Affection

The Object of My Affection Trailer

The Object Of My Affection (1998) Trailer (Sub Ukr)
by demonraptorukraine | video info
10 ratings | 13,331 views
curated content from YouTube

10. The Wedding Planner

A Chick Flick About Choosing Between Love & Career

In The Wedding Planner, Mary's life is her career. Planning other people's weddings takes all of her time and leaves no room for a love life of her own. One day, a handsome young doctor saves Mary from a collision with a runaway dumpster and soon he is all she can think about. Unfortunately, as fate would have it, the handsome doctor turns out to be the fiancé of Mary's biggest client. Their wedding will likely guarantee partnership at Mary's firm. Mary finds herself torn between her career and the potential love of her life.

The Wedding Planner

The Wedding Planner Trailer

The Wedding Planner (2001) trailer
by zhukaiww | video info
479 ratings | 870,629 views
curated content from YouTube

11. My Best Friend's Wedding

One of Julia Roberts' Many Wonderful Romantic Comedies

In My Best Friend's Wedding, Julia Roberts plays Julianne, a prominent Chicago restaurant critic. While in college, she makes a pact with Michael, her best friend and former lover, that if neither are married by 28, they would marry each other. Days before Julianne's 28th birthday, she receives an unexpected voicemail from Michael--however, it's not what Julianne expects. When she returns Michael's call, Julianne is shocked to learn that Michael is engaged and getting married in 3 days! Julianne is suddenly woken up and realizes that Michael may be the love of her life. Julianne sets out to sabotage the wedding and convince Michael he should marry her instead.

My Best Friend's Wedding (Special Edition)

My Best Friend's Wedding Trailer

My Best Friend's Wedding (1997) HD trailer
by zhukaiww | video info
88 ratings | 67,639 views
curated content from YouTube

12. Two Weeks Notice

A Great Chick Flick About Finding Love With Your Complete Opposite & Perfect Complement

In Two Weeks Notice, Sandra Bullock plays Lucy Kelson, a neurotic lawyer, environmentalist, and landmark-preservation activist. Lucy takes a job with George Wade(played by Hugh Grant), a jet-setting playboy and billionaire developer with plans to destroy a local community center. By working for George, Lucy plans to prevent him from destroying the community center. After taking the job, Lucy ends up managing every detail of George's life and finds herself more of a "nanny" than a lawyer. After a final straw of being torn away from her best friend's wedding to pick out a tie for George, Lucy gives him her "two weeks notice." Can Lucy truly walk away from George and he from her?

Two Weeks Notice (Widescreen)

Two Weeks Notice Trailer

Two weeks notice - Trailer HD
by isobel369 | video info
717 ratings | 759,167 views
curated content from YouTube

13. 27 Dresses

Always a Bridesmaid Chick Flick

Jane, the perpetual bridesmaid has become an expert is assisting her friends plan their weddings and along the way has donned 27 Dresses. She is happy doing so until she is forced to plan the wedding of her younger sister to the man of her dreams, her boss. While doing so, she is followed and mocked by a cynical matrimony reported hired to cover the wedding. Will Jane find love or continue to always be a bridesmaid and never a bride?

27 Dresses (Widescreen Edition)

27 Dresses Trailer

27 Dresses - Trailer
by 1hereiam | video info
887 ratings | 1,128,633 views
curated content from YouTube

14. P.S. I Love You

A Chick Flick About Everlasting Love

P.S. I Love You is a movie for those who believe true love lasts beyond this physical plane. Hilary Swank plays Holly, a woman happily married to an adorable Irishman, Gerry (played by Gerard Butler). When Gerry suddenly dies from a brain tumor, Holly spirals into a deep depression and withdraws from friends and family. On the day of Holly's 30th birthday, Holly is delivered a cake with a message from Gerry. Thereafter, Holly receives several gifts and letters from Gerry that he arranged to have delivered to her after his death. Each message fills Holly with encouragement and pushes her forward to new adventures. Holly's mother worries Gerry's letters are keeping Holly tied to the past, but they actually push her into her future.

P.S. I Love You

P.S. I Love You Trailer

'P.S. I Love You' Trailer (2007)
by 1080Trailers | video info
526 ratings | 499,663 views
curated content from YouTube

15. Music & Lyrics

Great Movie About Falling in Love

First you're hot, then you're not... Alex Fletcher (Hugh Grant) is a has-been 80's pop sensation who is asked to write a song from the hottest new pop sensation. Unfortunately, Alex can handle the music but he can't master the lyrics--enter Sophie Fisher (played by Drew Barrymore). Sophie is the fill in for Alex's plant lady who just happens to have a green thumb for lyrics. Together, they produce the Music & Lyrics and go after songwriting success. In the process, they discover that while the perfect love song, you might just discover the perfect love.

Music and Lyrics (Widescreen Edition)

Music & Lyrics Trailer

Music and Lyrics Trailer
by MusicAndLyrics | video info
2,157 ratings | 1,611,495 views
curated content from YouTube

16. How to Lose a Guy in 10 Days

Kate Hudson Chick Flick

Andie Anderson (Kate Hudson) is the "How to..." columnist for trendy Composure Magazine. She agrees to write a first-hand account about the ways women drive men out of your life in an article entitled How to Lose a Guy in 10 Days. At the same time, eligible ad agency bachelor Benjamin Barry (Matthew McConaughey) accepts a bet that he can get any woman to fall in love with him...in 10 days. When Andie & Benjamin meet and begin to date a series of comic deceptions and ploys ensue for the following 10 days and soon both learn that when it comes to true love...your heart cannot tell a lie.

How to Lose a Guy in 10 Days

How To Lose A Guy in 10 Days Trailer

How to Lose a Guy in 10 Days Trailer
by TheJustv | video info
479 ratings | 619,782 views
curated content from YouTube

17. Intolerable Cruelty

A Witty Chick Flick with Twists & Turns

Intolerable Cruelty tells the story of the relationship between a savvy Los Angeles divorce lawyer and the gold digging ex-wife of one of his clients. The plot is simple: Lawyer supreme Miles Massey, played by the devilishly sexy George Clooney, skillfully outmaneuvers gold-digger Marylin Rexroth, played by equally sexy Catherine Zeta-Jones, when she divorces her wealthy husband--and she sets out to get revenge. A series of manipulations and scams unfurl as these two fall in love or do they?

Intolerable Cruelty (Widescreen Edition)

Intolerable Cruelty Trailer

Intolerable Cruelty - trailer movie - HD
by Pasqualewebvid | video info
18 ratings | 30,065 views
curated content from YouTube

18. Picture Perfect

Falling In Love While Faking It

Kate (Jennifer Aniston) is struggling in the advertising business. She believes she is talented, but can't seem to move forward. When a promotion comes up, Kate's boss passes over Kate because she is "not stable enough." Using a picture taken from a recent wedding, Kate's co-worker creates a story about Kate's engagement to Nick. Everything is Picture Perfect until Nick saves a little girl from a fire and ends up all over the news and on the cover of several newspapers. Kate's boss wants to meet the "hero" and Kate asks Nick to visit her and pretend to be her fiance.

Picture Perfect

Picture Perfect Trailer

Picture Perfect - trailer
by JenniferAniston1013 | video info
0 ratings | 3,737 views
curated content from YouTube

19. Definitely, Maybe

Chick Flick About 3 Separate Love Stories

In Definitely, Maybe, 10 year old Maya grills her divorcing dad for information on her conception after her first sex ed class. He tells her the story but changes the names of the women who were in his life at the time to keep her guessing which is her mom. Was it Emily, his college girlfriend when he came to New York from Wisconsin for Clinton's '92 campaign; April who is edgy, a little cynical, and misses her father; or Summer, a writer attracted to older, established men? In demanding the story, Maya's motivation is clear, to get her dad to fall in love with her mom again.

Definitely, Maybe (Widescreen)

Definitely, Maybe Trailer

Definitely, Maybe (2008) - Trailer
by ccrtrailers | video info
4,246 ratings | 4,089,764 views
curated content from YouTube

20. Laws of Attraction

Two Divorce Lawyers Find Love

Laws of Attraction tells the story of two high powered divorce attorneys whose in-court conflicts give rise to sparks of an entirely different nature. While in Ireland in order to determine which of their clients in a high-profile rock-star divorce deserves their swank castle, the attorneys "accidentally" get married. When back in New York, they agree to keep up the facade of the marriage, so that a quickie divorce does not make them the laughingstocks of the legal community. In faking their marriage, they may just have found their perfect fit.

Laws of Attraction

Laws of Attraction Trailer

Laws of Attraction 2004
by goran2705 | video info
61 ratings | 68,125 views
curated content from YouTube

Check out what chick flicks are playing in a movie theater near you on Fandango!

More pages about great chick flicks!

Loading

Which of The Top 20 Chick Flicks is Your Favorite?

Vote Below!

Loading
Embed

Great Chick Flick Actresses!

Loading

Even More Pages About Chick Flicks

Best Chick Flicks
A guide to some of the best chick flicks of all time.
Top Chick Flicks
A guide to some of the top chick flick movies.
Good Chick Flicks
A list of some really good chick flicks.
Chick Flicks for Guys--Chick Flicks Guys Will Watch & Enjoy
Chick flicks that guys will watch and actually enjoy!

Bonus: 5 More Great Chick Flicks!

Titanic (Four-Disc Combo: Blu-ray 3D / Blu-ray / Digital Copy)

Titanic (Four-Disc Combo: Blu-ray 3D / Blu-ray / Digital Copy)

One of the highest grossing films of all time and by far the highest grossing chick flick of all time, Titanic, takes the real story of the sinking of the Titanic and includes a touching love story. At this point, nearly everyone knows the story and has seen the film, but this is a must have movie for your DVD collection.

Please bookmark if you enjoyed this Top 20 Chick Flicks page.

Bookmark and Share

Add this to your lens

If you enjoyed this lens, please like it!

This module only appears with actual data when viewed on a live lens. The favorite and lensroll options will appear on a live lens if the viewer is a member of Squidoo and logged in.

Add this to your lens »

Articles About Popular Chick Flick Actresses

Jennifer Aniston Romantic Comedies
Jennifer Aniston's "chick flicks"
Sandra Bullock Romantic Comedy Movies
Sandra Bullock's "chick flicks"
Top Meg Ryan Romantic Comedies
Meg Ryan's "chick flicks"
Top Julia Roberts Romantic Comedies
Julia Roberts' "chick flicks"

What is Your Favorite Chick Flick?

  • Missed my favorite Chick Flick: Practical Magic.
  • Finally! Someone else who loves it!
  • Um, Dirty Dancing is way above the rest!!!
  • Have no idea of what might be added, but there's definitely lots of High Grant here:)...
  • The Last Song!
  • Load More

by

vbchica14

I am an attorney by day, writer by night. I make extra money online by writing articles on sites like Squidoo. I document my journey in my blog, http://paid2writeonline.blogspot.com.... more »

Feeling creative? Create a Lens!