Kiernan Shipka’s Complete Style Evolution

From her CAOS to her Mad Men days.

January 24, 2020

The witching hour is upon us yet again. From today, January 24, part three of The Chilling Adventures of Sabrina is officially here, and while we get ready to binge-watch Sabrina’s descent into hell this weekend, we can’t help but think about CAOS’s lead actor and our personal style inspiration Kiernan Shipka.

She first came to our attention on Mad Men, where she played the young, minidress-and-knee-sock-wearing Sally Draper. But even off-screen, her looks always slayed. Kiernan could rock everything from strapless evening gowns to straight-off-the-runway looks and look totally flawless. Today, her style has only gotten better, even managing to land her a Fendi campaign at the end of 2019. In celebration of CAOS’s return, we’ve gathered some of our favorite looks from the 20 year old. Keep scrolling to see them all!

Charley Gallay/Getty Images for Netflix
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November 2019
Kiernan went for this sequined, snowy look for the premiere of Netflix’s Let It Snow — bringing the heat to winter in style!
Steve Granitz/Getty Images
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November 2019
The actor donned this star-studded LBD to the Let It Snow photo-call back in November 2019. And what can we say? Stars for a star.

Daniele Venturelli/Getty Images for Fendi
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July 2019
Kiernan kept things haute couture with this stunning coral at the Fendi show.
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May 2019
Kiernan mixed patterns like a boss for the 2019 Billboard Music Awards.

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April 2019
Kiernan went for white on white and stripes on stripes on stripes for a day out in New York City. The chicness jumped out!
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October 2018
The actor went for a dark and bewitching look for the CAOS premiere — as it was only fit!

Gotham/Getty Images
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October 2018
Kiernan kept things adult up top with a youthful twist in the socks. #Inspo for sure.
Samuel de Roman/Getty Images for Netflix
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October 2018
The layers are beautiful, but the shoulders knock this look out of the park.

Amanda Edwards/Getty Images
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September 2017
Kiernan kept it simple and elegant for the 2017 Emmys. Note the tiny floral detailing!
Steve Granitz/Getty Images
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September 2017
This green-and-black pop art look really pops out in our memory!

Jason LaVeris/Getty Images
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September 2017
Color-blocking skirt with a flower across the chest — who says you always have to be subtle?
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September 2017
We’ll file this ensemble Kiernan rocked in Venice under “must have summer looks.”

JC Olivera/Getty Images
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April 2017
Wearing Erdem and giving us a little bit of a pink overload.
Rob Kim/Getty Images
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March 2017
Green and black is a classic mix and she totally nailed it.

Dimitrios Kambouris/Getty Images
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March 2017
No one can rock florals like Kiernan and this is the perfect proof!
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May 2016
Making menswear feminine with a perfectly tailored black-tie suiting look.

Getty Images for Harper's Bazaar
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April 2016
Channeling her inner Mad Men character with a strapless tea-length dress.
Getty Images for A-OK Collective, LLC.
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April 2016
She perfects the art of high-low dressing by styling a sundress with sneakers.

Getty Images for POPSUGAR
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April 2016
Making the Canadian tuxedo her own with an embellished top-and-shorts set.
Getty Images for Fendi
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March 2016
Proving a matching set is anything but conservative.

Getty Images for POPSUGAR
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April 2016
Going sheer without revealing too much.
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February 2016
This is how you make shorts work for after-hours.

FilmMagic
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February 2016
Keeping the midiskirt and cardigan set youthful.
Barcroft Media via Getty Images
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February 2016
Looking like a modern-day princess.

Getty Images for CFDA/Vogue
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October 2015
It’s all about the details, like these oversized ruffle shoulders.
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January 2016
Giving us major pinup girl vibes with this modern-day take on the retro trend.

Getty Images for W Magazine
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January 2016
Keeping us on our toes with a vest styled as a dress.
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January 2016
Black and white will forever be classic.

Getty Images for The Hollywood Reporter
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November 2015
Her LBD is anything but boring.
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December 2015
Adding a little extra shimmer with an allover silver pattern on her simple black frock.

Born and bred in NYC, Avery Matera has worn many creative hats since studying English and Visual Arts at Tufts University. Not only is Avery a fashion and style writer, but she’s also a jewelry designer and photographer. Beyond Teen Vogue, her work has appeared in Glamour, Popsugar, Bustle, HuffPost ... Read More

Freelance Fashion News Writer

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Video

Kiernan Shipka and The Cast of 'Let It Snow' Play I Dare You

Kiernan Shipka, Isabela Merced, Shameik Moore, and the rest of the cast of 'Let It Snow' sat down to play a hilariously cute game of I Dare You. What is the most cringeworthy thing Odeya Rush has posted on social media? What Disney character does Shameik Moore identify with most? Can Kiernan Shipka dish out compliments starting with the first letter of all her castmate's names on the spot?

By Teen Vogue