Top Chick Flicks of all time

I thought about putting some action flicks in here with a romantic kind of twist like Mr. and Mrs. Smith, but I thought the better of it and stuck to the ‘classics’ of what I like to watch over and over again.

Did it in chronological order.

The Sound of Music (1965)

Something about this singing nun gets me. That, and falling in love with the master of the house, being the governess is such a tried and true formula to love, don’t you think?

When Harry Met Sally (1989)

It has Billy Crystal and Meg Ryan, who meet 12 years ago, and occasionally bump into each other through different parts of their life and end up with each other in the end. The whole film is centered around whether or not men and women could be friends, and introduced a lot of concepts like the high-maintenance girlfriend, or transitional friend (a.k.a. fuck buddy or rebound boyfriend in today’s terms).

For me, the best scene has to be where Meg Ryan fakes an orgasm in the restaurant. It was amazing.

Pretty Woman (1990)

Ah. The whore who became a lady. It’s like My Fair Lady! Anyway, love this movie because my favourite part has to be when she goes shopping for clothes, they snub her on Rodeo Drive and she comes back all dressed up and rubs it into the shop attendants’ faces.

Note: I’ve just noticed that 1998 was a BLOCKBUSTER year for romantic comedies.

Ever After (1998)

A true Cinderella story. ’nuff said.

You’ve Got Mail (1998)

Meg Ryan is like the queen of romantic comedies. This is my favourite one that she’s done (the other one is Sleepless in Seattle). It’s just grabs at your heart without even knowing it. Especially the ending.

Shakespeare in Love (1998)

Very romantic and chick flick worthy. The tortured artist falls for the upper class noblewoman. So sweet!

The Wedding Singer (1998)

Adam Sandler makes me laugh! And Drew is incredibly cute in this movie planning her wedding, then realizing that he’s the one.

Amelie (2001)

This is an odd choice for a chick flick, I know, but I really think the movie has a kind of complex romance. Amelie is just one of those movies that makes you feel so good about the world and about the goodness in people. Audrey Tatou is a FANTASTIC actress in this. Even better, watch it in French with English subtitles.

Love Actually (2003)

This movie went through all the different lives, thoughts and emotions of all the characters. It was just so sweet, uplifting, heartbreaking but sad in some parts. Humour of course, plays a role throughout the movie, but the real theme of it is that Love is all around. It’s a good Christmas movie actually, because it’s set around that time and it brings out a lot of the same emotions.

Pride & Prejudice (2005)

I love, love, LOVED Jane Austen’s book. It was just such a rollercoaster of emotions for me with all the relationships of each of the Bennett sisters. And my favourite relationship of course, was with Darcy and Elizabeth.

I almost want to watch it again right now.

Sex and the City (2008)

Clearly one of my favourite movies now because it really shows that girlfriends are really there for you when you need them. The worst and best part of the movie was Charlotte getting mad at Big, and Carrie smashing those flowers all over his head in the middle of NY. And all the girls were helping hold Carrie to get her into the limousine and took her on her trip to make her feel better and to heal the wounds. So sweet.


These may seem like unusual choices, but I see them as empowering chick flicks and not your usual “boy meets girl, boy and girl cannot be together, girl finds boy in the end”…

With a lot of gore and realism. Quentin really knows how to bring out raw emotion in a film and these are quite graphic, but so very well done.

Grindhouse: Death Proof (2007)

It’s a story about 4 girls in the beginning who were brutally murdered (quite graphic) and the second set of girls who wreak revenge on the guy who kills girls with his car for kicks.

Sounds weird, but it’s a well done movie and one of my favourites because the dialogue is amazing.

Kill Bill 1 & 2 (2003)

I just love her yellow jumpsuit. I think this movie is what started my love affair with the colour yellow.

I think we all know the plot, girl (Uma Thurman) is brutally assaulted at the altar where she was about to marry a man while pregnant, and they leave her for dead, but she ends up in a coma, and comes alive near the end to seek revenge on the ones who set out to kill her and her baby girl inside.

AWESOME movie. My favourite scenes are too numerous to count, but I liked the whole storyline with Lucy Liu in it, and when Uma fights Copperhead in the kitchen.

About the Author

Just a girl trying to find a balance between being a Shopaholic and a Saver. I cleared $60,000 in 18 months earning $65,000 gross/year. Now I am self-employed, and you can read more about my story here, or visit my other blog: The Everyday Minimalist.