20 epic chick flicks from the last 20(ish) years

Whether you’re having a solo night-in, you’re getting over a break-up or you’ve got your girlfriends coming over for a night of great banter and too many wines, you can’t go past putting on a good chick flick.

We’re partial to an early 2000’s throwback film (especially ones staring our teen BFF Kirsten Dunst), so break out the popcorn because we’ve put together our top 20 chick flicks from the last 20(ish) years.

Let us know in the comments what your fave chick flick is. Also, keep an eye out for our ultimate 80s movie list coming soon.

First Wives Club (1996)

What’s it about? Reunited by the death of a college friend, three divorced women seek revenge on the husbands who left them for younger women. It’s sisterhood at it’s finest and funniest.

Who’s in it? Diane Keating, Goldie Hawn, Bette Midler – the original #squadgoals

Favourite quote “It’s the 90s, plastic surgery is like good grooming.”

Bring it on (2000)

What’s it about? A champion high school cheerleading squad discovers its previous captain stole all their best routines from an inner-city school and must scramble to compete at this year’s championships.

Who’s in it? Kirsten Dunst, Gabrielle Union, Eliza Dushku, Jesse Bradford

Favourite quote “Courtney, this is not a democracy, it’s a cheerocracy. I’m sorry, but I’m overruling you.”

Clueless (1995)

What’s it about? A cult classic, Clueless follows a rich high school student who tries to boost a new pupil’s popularity while trying to survive high school politics and an unlucky romance.

Who’s in it? Alicia Silverstone, Brittany Murphy, Paul Rudd, Donald Faison, Stacey Dash

Favourite quote “Searching for a boy in high school is as useless as searching for meaning in a Pauly Shore movie.”

The Notebook (2004)

What’s it about? A poor yet passionate young man falls in love with a rich young woman, giving her a sense of freedom, but they are soon separated because of their social differences.

Who’s in it? Rachel McAdams, Ryan Gosling, Gena Rowlands, James Garner

Favourite quote “So it’s not gonna be easy. It’s going to be really hard; we’re gonna have to work at this everyday, but I want to do that because I want you. I want all of you, forever, everyday”

10 Things I Hate About You (1999)

What’s it about? A pretty, popular teenager can’t go out on a date until her ill-tempered older sister does.

Who’s in it? Heath Ledger, Julia Stiles, Joseph Gordon Levitt, Larissa Oleynik, Andrew Keegan, David Krumholtz

Favourite quote “And I’ll get to sleep at night. The deep slumber of a father whose daughters aren’t out being impregnated”

Mean Girls (2004)

What’s it about? Cady Heron is a hit with The Plastics, the A-list girl clique at her new school, until she makes the mistake of falling for Aaron Samuels, the ex-boyfriend of alpha Plastic Regina George.

Who’s in it? Lindsay Lohan, Rachel McAdams, Amanda Seyfried, Lacey Chabert, Tina Fey

Favourite quote “Gretchen, stop trying to make fetch happen! It’s not going to happen!”

Bridesmaids (2011)

What’s it about? Competition between the maid of honor and a bridesmaid, over who is the bride’s best friend, threatens to upend the life of an out-of-work pastry chef.

Who’s in it? Melissa McCarthy, Kristen Wiig, Maya Rudolph, Rose Byrne, Rebel Wilson

Favourite quotes “It’s coming out of me like lava!”

Romeo & Juliet (1996)

What’s it about? Shakespeare’s famous play is updated to the hip modern suburb of Verona still retaining its original dialogue.

Who’s in it? Leonardo DiCaprio, Claire Danes, John Leguizamo, Paul Rudd, Paul Sorvino

Favourite quote “For never was a story of more woe than this of Juliet and her Romeo”

Miss Congeniality (2000)

What’s it about? An F.B.I. Agent must go undercover in the Miss United States beauty pageant to prevent a group from bombing the event.

Who’s in it? Sandra Bullock, Benjamin Bratt, Heather Burns, William Shatner, Candice Bergen

Favourite quote “I am in a dress, I have gel in my hair, I haven’t slept all night, I’m starved, and I’m armed! Don’t *mess* with me!”

Pitch Perfect (2012)

What’s it about? Beca, a freshman at Barden University, is cajoled into joining The Bellas, her school’s all-girls singing group. Injecting some much needed energy into their repertoire.

Who’s in it? Anna Kendrick, Anna Camp, Brittany Snow, Rebel Wilson, Skylar Astin, Alexis Knapp

Favourite quote “You guys are gonna get pitch-slapped so hard, your man boobs are gonna concave”

Legally Blonde (2001)

What’s it about? Elle Woods, a fashionable sorority queen is dumped by her boyfriend. She decides to follow him to law school, while she is there she figures out that there is more to her than just looks.

Who’s in it? Reese Witherspoon, Luke Wilson, Selma Blair, Matthew Davis, Ali Larter

Favourite quote “Exercise gives you endorphins. Endorphins make you happy. Happy people just don’t shoot their husbands, they just don’t”

Never Been Kissed (1999)

What’s it about? A newspaper reporter enrolls in high school as part of research for a story and finds more than she bargains for.

Who’s in it? Drew Barrymore, David Arquette, Michael Vartan, Molly Shannon, Jessica Alba, Leelee Sobieski

Favourite quote “I’m not Josie Grossie anymore!”

The House Bunny (2008)

What’s it about? After Playboy bunny Shelley is kicked out of the playboy mansion, she finds a job as the house mother for a sorority full of socially awkward girls.

Who’s in it? Anna Faris, Emma Stone, Colin Hanks, Kat Dennings, Katharine McPhee

Favourite quote ” The eyes are the nipples of the face”

Maid in Manhattan (2002)

What’s it about? A Senatorial candidate falls for a hotel maid, thinking she is a socialite, when he sees her trying on a wealthy woman’s dress.

Who’s in it? Jennifer Lopez, Tyler Posey, Ralph Fiennes, Natasha Richardson, Stanley Tucci

Favourite quote “Come on, who’s kidding who here? Do you think you would have taken a second look at me if you knew I was the maid?”

Charlie’s Angels (2000)

What’s it about? Three women, detectives with a mysterious boss, retrieve stolen voice-ID software, using martial arts, tech skills, and sex appeal.

Who’s in it? Drew Barrymore, Cameron Diaz, Lucy Liu, Bill Murray

Favourite quote ” They don’t call me balls out Natalie for nothing”

How to be single (2016)

What’s it about? A New York-set not-quite-rom-com about two pals trying to figure out the best way to be single in a city that never sleeps (but often sleeps around).

Who’s in it? Rebel Wilson, Dakota Johnson, Leslie Mann, Alison Brie, Anders Holm

Favourite quote “It’s like Gandalf is staring right at me. ‘No penis shall pass!'”

How to lose a guy in 10 days (2003)

What’s it about? 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. Andie Anderson covers the “How To” beat for “Composure” magazine and is assigned to write an article on “How to Lose a Guy in 10 days.” They meet in a bar shortly after the bet is made.

Who’s in it? Kate Hudson, Matthew McConaughey, Kathryn Hahn, Adam Goldberg

Favourite quote ” Benny boo boo… boo boo boo!”

Romy & Michele’s High School Reunion (1997)

What’s it about? Two dim-witted, inseparable friends hit the road for their ten-year high school reunion and concoct an elaborate lie about their lives in order to impress their classmates.

Who’s in it? Lisa Kudrow, Mira Sorvino, Janeane Garofalo, Alan Cumming

Favourite quote “For me, it’s like I’ve just given birth to my own baby girl, except she’s like a big giant girl who smokes and says “shit” a lot. You know?”

The Wedding Planner (2001)

What’s it about? 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.

Who’s in it? Jennifer Lopez, Matthew McConaughey, Bridgette Wilson-Sampras, Judy Greer, Justin Chambers

Favourite quote “Love cant always be perfect. Love is just love”

Sweet Home Alabama (2002)

What’s it about? A young woman who’s reinvented herself as a New York socialite must return home to Alabama to obtain a divorce from her husband, after seven years of separation.

Who’s in it? Reese Witherspoon, Patrick Dempsey, Josh Lucas, Melanie Lynskey, Mary Lynn Rajskub

Favourite quote “You’re the first boy I ever kissed, Jake, and I want you to be the last”



  1. Kym Moore April 1, 2018 at 2:37 pm - Reply

    Quite a few great movies here. Clueless was really good. I loved How to Be Single. Especially Rebel Wilson in that. She was awesome. A few I haven’t seen. I might have to organise myself to do a movie marathon!

  2. Vikki Sainsbury March 29, 2018 at 10:03 am - Reply

    I think I have seen almost all of these movies!! Hahaha – so funny seeing them on here and definitely brings back some memories 🙂

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