Shiloh Jolie-Pitt’s Style Evolution: Photos of Her Best Looks

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December 15, 2023 12:09PM EST
Shiloh Jolie-Pitt
Lisa O'Connor/Shutterstock

She may just be a teenager, but Shiloh Jolie-Pitt is one stylish young lady and you can see Shiloh’s best looks, here.

Shiloh Jolie-Pitt, daughter of Brad Pitt and Angelina Jolie, has developed a unique fashion sense over the years, and she’s turned into quite the fashionista. Shiloh was the pair’s first biological child, and the fourth oldest kid they have.

As a pre-teen and young teenager, we often saw Shiloh out and about in casual looks with her mom and her siblings. Now that she’s a bit older, Shiloh has been experimenting with her fashion a bit more, and we’ve seen her wear gorgeous dresses while walking red carpets with her famous mom. There have been many more fashionable moments from this youngster. Keep clicking through the gallery to check out her best outfits over the years.

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Shiloh Jolie-Pitt wore an all-black outfit for a grocery run

Shiloh Jolie-Pitt wore an all-black outfit for a grocery run
SL, Terma / BACKGRID

Shiloh was spotted on a quick grocery run in Los Feliz, California, in July 2023.  

July 25, 2023, 5:16PM
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Shiloh Jolie-Pitt, Angelina Jolie & Zahara

Shiloh Jolie-Pitt, Angelina Jolie & Zahara
Christopher Peterson / SplashNew

Angelina Jolie took her kids: Shiloh, Zahara, and Pax, to dinner in NYC. The proud mom looked elegant in a white coat and black dress, while Shiloh opted for a black hoodie and jeans. Zahara looked chic in a little black dress.

June 26, 2023, 9:47PM
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Shiloh Jolie-Pitt runs errands solo

Shiloh Jolie-Pitt runs errands solo
SL, Terma / BACKGRID

Shiloh Jolie-Pitt keeps it cool and casual in a sweatshirt and sneakers as she runs errands on Jan. 31, 2023. She showed off her newly shaved head on the outing.

February 1, 2023, 8:36AM
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Shiloh Jolie-Pitt in a hoodie and shorts

Shiloh Jolie-Pitt in a hoodie and shorts
SL. Terma / BACKGRID

Sisters Shiloh Jolie-Pitt and Zahara Jolie-Pitt are all smiles as they go shopping at Home Depot together. Shiloh showed off a new buzcut much like the one mom Angelina Jolie sported in her 1997 film ‘Gia.’

January 8, 2023, 10:19AM
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Shiloh Jolie-Pitt in sweats

Shiloh Jolie-Pitt in sweats
SL, Terma / BACKGRID

Shiloh Jolie-Pitt rocked an all-black outfit as she headed to 7/11 in November 2022. She wore a hoodie and a pair of sweatpants.

November 22, 2022, 8:37AM
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Shiloh Jolie-Pitt in a red sweater

Shiloh Jolie-Pitt in a red sweater
Bruce/Javiles / BACKGRID

Shiloh Jolie-Pitt went on a shopping trip to Target and wore short shorts. She also wore a red crewneck sweater.

August 4, 2022, 7:29PM
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Shiloh Jolie-Pitt in overalls

Shiloh Jolie-Pitt in overalls
Cobra Team / BACKGRID

Taking a break from her directorial duties on set for her new project ‘Without Blood’, Angelina Jolie enjoyed an ice cream out in the eternal city of Rome. Her daughters, including Shiloh, seen here, joined her.

July 5, 2022, 6:08PM
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Shiloh Jolie-Pitt goes shopping in Rome

Shiloh Jolie-Pitt goes shopping in Rome
Cobra Team / BACKGRID

Shiloh Jolie-Pitt spends the day shopping and sightseeing in Rome with a friend. Shiloh wore a black zip up sweatshirt and a pair of denim shorts.

June 27, 2022, 11:12AM
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Shiloh Jolie-Pitt shopping in London

Shiloh Jolie-Pitt shopping in London
Beretta/Sims/Shutterstock

Shiloh Jolie-Pitt joins her mom Angelina Jolie and siblings Zahara and Knox for a fun-filled shopping day in London on October 28, 2021. Shiloh rocked a “Italia Roma” black sweatshirt, denim shorts and black boots for the family outing.

October 28, 2021, 3:42PM
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Shiloh Jolie-Pitt at the Rome ‘Eternals’ film premiere

Shiloh Jolie-Pitt at the Rome ‘Eternals’ film premiere
Marco Provvisionato/IPA/Shutters

Shiloh Jolie-Pitt proudly stands with her mother Angelina Jolie and her sister Zahara Jolie-Pitt at the ‘Eternals’ film premiere in Rome, Italy on Oct. 24, 2021. Shiloh looked gorgeous in a black dress and yellow sneakers. 

October 28, 2021, 12:55PM
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Shiloh Jolie-Pitt at the London ‘Eternals’ film premiere

Shiloh Jolie-Pitt at the London ‘Eternals’ film premiere
David Fisher/Shutterstock

Shiloh Jolie-Pitt joins four of her siblings and mom Angelina for the ‘Eternals’ film premiere in London on Oct. 27, 2021. For this event, Shiloh wore a black and white dress with straps.

October 28, 2021, 12:55PM
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Angelina Jolie & Shiloh Jolie-Pitt at the ‘Eternals’ party

Angelina Jolie & Shiloh Jolie-Pitt at the ‘Eternals’ party
Beretta/Sims/Shutterstock

Angelina Jolie and Shiloh Jolie-Pitt at the ‘Eternals’ party in London. Shiloh wore a sheer blue shirt that looked like a jean jacket over a black top and shorts as well as sneakers.

October 27, 2021, 9:33PM
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Angelina Jolie goes on a sightseeing tour of Rome with her kids

Angelina Jolie goes on a sightseeing tour of Rome with her kids
Cobra Team / BACKGRID

Angelina Jolie takes time out in the eternal city of Rome, pictured with her children on a sightseeing tour. Shiloh was there and wore a black top and white sweatpants.

October 25, 2021, 3:27PM
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Shiloh Jolie-Pitt heads to a dance studio

Shiloh Jolie-Pitt heads to a dance studio
Bruce/Javiles / BACKGRID

Shiloh Jolie-Pitt rocks a super caual look as she arrives at a dance studio in Studio City, California on Aug. 29, 2021. The teenager wore black sweatpants and a grey hoodie and also carried a backpack for the outing.

August 30, 2021, 8:48AM
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Shiloh Jolie-Pitt attends a dance class

Shiloh Jolie-Pitt attends a dance class
Terma,SL / BACKGRID

Shiloh Jolie-Pitt is spotted at a dance studio in Pasadena, California on Feb. 25, 2021. She had her hair pulled back into a bun for the activity.

February 25, 2021, 11:42PM
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Shiloh Jolie Pitt goes shopping

Shiloh Jolie Pitt goes shopping
BACKGRID

How fast they grow up! 13-year-old Shiloh Jolie-Pitt hit up a Gelsons Market in Los Angeles in August 2019. She’s shopping for herself now. Awesome. 

August 17, 2019, 12:39PM
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Shiloh Jolie-Pitt & Angelina Jolie

Shiloh Jolie-Pitt & Angelina Jolie
4CRNS, SL, Terma / BACKGRID

Shiloh Jolie Pitt rocks gray shorts, along with a brown vest and sneakers while out with mom Angelina Jolie. Her sister, Zahara, also joined the duo on the outing.

August 6, 2019, 10:33AM
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Shiloh Jolie-Pitt in a baseball jersey

Shiloh Jolie-Pitt in a baseball jersey
Broadimage/REX/Shutterstock

Shiloh Jolie-Pitt keeps it cool and casual in a baseball jersey, baggy shorts and flip flops while out with Angelina Jolie. Plus, we’re loving her sunglasses, of course!

August 6, 2019, 10:33AM
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Shiloh Jolie-Pitt at TIFF

Shiloh Jolie-Pitt at TIFF
Invision/AP/REX/Shutterstock

Shiloh Jolie-Pit rocks black trousers and a plaid shirts while attending the premiere of ‘The Breadwinner’ with her siblings and mom, Angelina Jolie. The group was shephereded into the event together.

August 6, 2019, 10:33AM
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Shiloh Jolie-Pitt on a red carpet

Shiloh Jolie-Pitt on a red carpet
Matt Baron/REX/Shutterstock

Shiloh Jolie-Pitt hits the red carpet with her gorgeous mom, Angelina Jolie. She looked quite stylish in a black suit for the occasion.

 

August 6, 2019, 10:33AM
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Shiloh Jolie-Pitt at an airport

Shiloh Jolie-Pitt at an airport
Broadimage/REX/Shutterstock

Shiloh Jolie-Pitt rocks some super cool airport style in a pair of denim shorts and an athletic jacket. She also wore sneakers to complete the comfy look.

August 6, 2019, 10:33AM
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Shiloh Jolie-Pitt with Angelina Jolie

Shiloh Jolie-Pitt with Angelina Jolie
Gregory Pace/REX/Shutterstock

Angelina Jolie and Shiloh Jolie-Pitt attend the 2018 National Board of Review Awards Gala. Shiloh looked great in her white shirt and black blazer on the carpet.

August 6, 2019, 10:33AM
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Shiloh Jolie-Pitt at TIFF

Shiloh Jolie-Pitt at TIFF
Invision/AP/REX/Shutterstock

Shiloh Jolie-Pitt attends a premiere for ‘First They Killed My Father’ on day 5 of the Toronto International Film Festival in 2017. She wore a stylish necklace, black vest and white shirt.

August 6, 2019, 10:33AM
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Shiloh Jolie-Pitt at the ‘Unbroken’ Premiere

Shiloh Jolie-Pitt at the ‘Unbroken’ Premiere
Matt Baron/BEI/REX/Shutterstock

Shiloh jolie-Pitt matches her older brothers, Pax and Maddox, in a sleek suit on the red carpet for their mom’s movie,’Unbroken.’ Dad Brad Pitt joined them or photos.

August 6, 2019, 10:33AM
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Shiloh Jolie-Pitt in an Einstein sweatshirt

Shiloh Jolie-Pitt in an Einstein sweatshirt
Broadimage/REX/Shutterstock

Shiloh Jolie-Pitt wears a collared shirt under her t-shirt, paired with khaki pants, while walking through the airport. So cute!

August 6, 2019, 10:33AM
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Shiloh Jolie-Pitt at the ‘Kung Fu Panda 3’ Premiere

Shiloh Jolie-Pitt at the ‘Kung Fu Panda 3’ Premiere
Eric Charbonneau/Invision/AP/REX

Shiloh Jolie-Pitt attends the ‘Kung Fu Panda 3’ premiere with her mom and siblings. She wore a gray vest, along with matching pants and sneakers.

August 6, 2019, 10:33AM
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Shiloh Jolie-Pitt walking through an airport

Shiloh Jolie-Pitt walking through an airport
Broadimage/REX/Shutterstock

Shiloh Jolie-Pitt holds her brother, Knox’s, hand while walking through the airport. She looked cool and stylish in a baseball cap and all navy outfit.

August 6, 2019, 10:33AM
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Shiloh Jolie-Pitt at the Kids’ Choice Awards

Shiloh Jolie-Pitt at the Kids’ Choice Awards
MediaPunch/REX/Shutterstock

Shiloh Jolie-Pitt supports mom, Angelina Jolie, at the Kids’ Choice Awards. She rocked a gray hoodie for the occasion.

August 6, 2019, 10:33AM
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Shiloh Jolie-Pitt in all black

Shiloh Jolie-Pitt in all black
Masatoshi Okauchi/REX/Shuttersto

Shiloh Jolie-Pitt rocks a casual all black outfit while waking through the airport in Tokyo. She also wore comfy sneakers with the look.

August 6, 2019, 10:33AM
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Shiloh Jolie-Pitt in a Star Wars shirt

Shiloh Jolie-Pitt in a Star Wars shirt
Mick Tsikas/Epa/REX/Shutterstock

Shiloh Jolie-Pitt rocks a red Star Wars shirt and black slacks while walking with her siblings, Zahara and Knox. Mom, Angelina Jolie, followed close behind.

August 6, 2019, 10:33AM
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Shiloh Jolie-Pitt in Jeans

Shiloh Jolie-Pitt in Jeans
Masatoshi Okauchi/REX/Shutterstock

Shiloh Jolie-Pitt wears jeans and a gray hoodie while walking through the Tokyo airport. And how cool are her orange and black sneakers?!

August 6, 2019, 10:33AM
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Shiloh Jolie-Pitt in a polo shirt

Shiloh Jolie-Pitt in a polo shirt
Masatoshi Okauchi/REX/Shutterstock

Shiloh Jolie-Pitt wears a yellow polo shirt and khaki pants whil walking through the airport with mom, Angelina Jolie. Even at such a young age, she was still stylin’!

August 6, 2019, 10:33AM
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Shiloh Jolie-Pitt in shorts

Shiloh Jolie-Pitt in shorts
Martin Karius/REX/Shutterstock

Shiloh Jolie-Pitt wears a sweater and cargo shorts after seeing a movie with her siblings and their parents. She was so cute!

August 6, 2019, 10:33AM