Top 30 Chick Flicks of All Time

Indulging all your dreams and fantasies – check. Happy, fuzzy, unrealistic ending – check. Lots of emotions and relationships based themes – check. It’s chick flick time!

That’s not entirely fair. ‘The Hunger Games’ and ‘Thelma and Louise’ count as chick flicks and they’re pretty bad assed. So no need for apologies in highlighting the best of the best here. Just remember, if you are looking for the equivalent Guy Flicks, it’s probably heavy on Rambo and Vin Diesel, so who says stereotypes don’t rub both ways.


30. Legally Blonde (2001)

You might be worried that anything that has Reese Witherspoon in a Play Bunny costume might lose points on the seriousness stakes but ‘Legally Blonde’ surprises by steering away from the obvious dumb blonde cliches & Reese Witherspoon won a Golden Globe for her spot on comic performance.


29. Titanic (1997)


Hard to believe now that there were serious fears this was going to bomb at the box office but helped by a memorable Céline Dion theme song this one launched the career of Kate Winslet and went “on and on” to be one of the all-time top grossing movies.


28. Pretty Woman (1990)

Given the hard-hitting subject matter at its heart, it’s a surprise this movie gets away with being so utterly charming. It’s a total fairytale and the fact that Julia Roberts is so adorable from start to finish does a lot to help.


27. Bridesmaids (2011)

Sure, group toilet accidents at a bridal fitting might be going too far for some people, but the fact that ‘The Hangover’s’ Judd Apatow was involved should have warned you this wasn’t going to be some rom-com cliche.


26. Dirty Dancing (1987)

Something must have been in the stars for this movie that went on to be a global smash hit. Not only did on screen couple Patrick Swayze and Jennifer Grey intensely dislike each other in real life, initial test audiences hated the movie and it almost went straight to VHS.


25. Sleepless in Seattle (1993)

Sure it’s a highly unlikely romantic odyssey that could only happen in a movie but this retelling of the Cary Grant classic ‘An Affair to Remember’ has the perfect casting in Tom Hanks and Meg Ryan and totally sweeps you along.


24. Sixteen Candles (1984)

One of a string of John Hughes penned 80’s teen comedies, Molly Ringwald never looked better and the jokes still hold up really well.


23. Breakfast at Tiffany’s (1961)

Marilyn Monroe was originally slated to play Holly Golightly, but it became Audrey Hepburn’s most famous role. Like ‘Pretty Woman’ there is a sordid undertow to the protagonists stories in this movie, but it’s huge charm utterly carries us along.


22. The Ugly Truth (2009)

‘Sparta’ Gerard Butler surprises with his great comic timing and Katherine Heigl is no slouch in that department either, but this film really succeeds by avoiding just the right amount of rom-com cliches but still manages to milk the formula.

21. When Harry Met Sally (1989)

Meg Ryan is flawless in this, but it’s also one of Billy Crystal’s best performances. Dialogue set pieces and some hilarious writing make this one of the all-time classic romantic comedies. I’ll have what she’s having.


20. He’s Just Not that Into You (2009)

Great writing keeps the action moving in this comedy ensemble piece.  Despite not being universally acclaimed by critics, this Drew Barrymore produced movie performed well at box offices around the world.


19. Crazy, Stupid Love (2011)

Another movie that takes the best of rom-com avoids the cliches and comes out winning. The great on-screen chemistry between Julianne Moore and Steve Carell helps.


18. A Walk to Remember (2002)

Although it wades close, this movie never steps into tear jerker mode and manages to tick boxes for the guys as well as the girls.


17. Gone with the Wind (1939)

Probably the defining classic movie of them all and even in one of the cinema’s greatest years in 1939 it swept the boards at the Oscars. Clocking in at four hours this is certainly the longest film on the list, but worth every minute.


16. 27 Dresses (2008)

Yes, the romance sub plot is predictable but Katherine Heigl knows how to do comedy and James Marsden is her perfect cynical foil in this outing.


15. Sex and the City (2008)

One of the defining TV shows of the 21st century the movies became less successful as they franchise moved on but for their first big screen outing, the four girls shine and deliver the goods we’ve come to expect.


14. How to lose a guy in 10 Days (2003)

Sure it’s a reworking of screwball and battle of the sexes themes that have been done over and over in the movies from the 1930’s onwards, but even though you can see exactly where this Kate Hudson and Matthew McConaughey movie is going from the very start, it’s an enjoyable and fun ride getting there.


13. The Parent Trap (1998)

Surprisingly winning considering it can be considered a kid’s movie and a child Lindsay Lohan also surprises with her acting chops, switching accents neatly on split screens to play two roles at once in this tale of reunited twins.


12. Friends with Benefits (2011)

Justin Timberlake and Mila Kunis manage to poke fun at themselves and the rom-com genre they are satirizing, but it all ends ups in the rom-com finishing line you’d expect.


11. No Strings attached (2011)

After the heavy duty ‘Black Swan’ Natalie Portman must have wanted a break. Its light sketch comedy all the way here, but she and Ashton Kutcher keep the laughs coming.


10. Valentine’s Day (2010)

Everyone working in Hollywood seems to pop up this ensemble piece, which fortunately has laughs to counteract the syrup.


9. The Holiday (2006)

Mixing rom-com with Christmas and A-List stars, it would seem this movie has it all and indeed it rarely puts a foot wrong and satisfyingly delivers exactly what it says on the box.


7. Sweet Home Alabama (2002)

Reese Witherspoon plays a sassy blonde, where could it go wrong? In fact, it doesn’t and some great supporting performances, especially from ex-boyfriend Josh Lucas and a memorable engagement scene make this one to remember.


6. Miss Congeniality (2000)

Playing to all of Sandra Bullocks strengths this movie never puts a foot wrong and the fact it became a franchise says something about its popularity.

5. 10 Things I Hate About You (1999)

Teen movie meets Shakespeare’s ‘The Taming of the Shrew’ yet it all works very well and was a stand out early role for the late Heath Ledger.


4. Romy & Michelle’s High School Reunion (1997)

As silly and fluffy as they come, but the laughs never let up. Lisa Kudrow in her first post-Friends outing is as equally ditzy as Mira Sorvino, and all they want to do is triumph just once at school, even if it’s ten years after they left.


3. Mean Girls (2004)

A teen movie that manages to be funny for people of all ages. Tina Fey penned the laughs, but Rachel McAdams as Queen Bee of ‘The Plastic’s & Lindsay Lohan as the home schooled girl first encountering regular school make this by turns both bitingly sharp and hilarious.


2. Clueless (1995)

Beloved 90’s teen classic with some of the most quotable lines around. An updating of Jane Austen’s ‘Emma’ it’s the laugh out loud lines that really add to the winning formula here.


1. The Notebook (2004)

Based on a hugely popular novel of the same name, this movie makes it to number one, as although initially receiving mixed reviews from critics it went on to be a huge hit with audiences worldwide and has since become a cult classic.

Like this post? Then you might like –  ‘Top 10 Comedy Movies of 2015’ – check it out.

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