Angelina Jolie’s Best Outfits Through the Years, Photos

Red carpet fixture Angelina Jolie has made spectacular arrivals in style over the years. Here, we look at some of the Oscar-winner’s best outfits.

1999

Image Credit: UPI

Angelina Jolie in March 7, 1999 at the SAG Awards in a white sheath gown.
2000

Image Credit: © 2000 Ramey Photo Agency (310

Angelina Jolie (L) in gray tee and black leather pants with boots at the Los Angeles premiere of “Gone In 60 Seconds on June 5, 2000.
2001

Image Credit: ©2004 RAMEY PHOTO 310-828-3445

Angelina Jolie at the 73rd Annual Academy Awards in a white pantsuit and white boots in 2001.
2002

Image Credit: ©2002 RAMEY PHOTO 310-828-3445

Angelina Jolie (L) wearing a black ball gown with pearls at the Golden Globe Awards in 2002.
2007

Image Credit: ©2007 RAMEY PHOTO 310-828-3445

Angelina Jolie (L) wearing a satin bodycon dress with mesh inserts and satin peep toe pumps at the “Oceans 13” premiere in 2007.
2009

Image Credit: JPI Studios / MEGA

Angelina Jolie at the “Inglourious Basterds” Premiere wearing cream crystal gown in Cannes, France on May 20, 2009.
2009

Image Credit: Lumeimages / MEGA

Angelina Jolie at the 14th Annual Critics’ Choice Awards in a gray asymmetrical dress and peep toe pumps on 08 Jan 2009.
2010

Image Credit: MEGA

Angelina Jolie (R) in satin pants and velvet blazer at the ‘The Tourist’ premiere in Rome, Italy on Dec. 15, 2010.
2012

Image Credit: MEGA

Angelina Jolie wearing a white gown with a split seam and satin peep toe heels at the Golden Globes in Los Angeles on Jan 15, 2012.
2014

Image Credit: Xavier Collin/Image Press Agency/MEGA

Brad Pitt and Angelina Jolie (R) wearing a crystal Elie Saab dress and Ferragamo shoes at the 86th Annual Academy Awards on March 2, 2014.
2017

Image Credit: MEGA

Angelina Jolie wearing a black one shoulder dress and stilettos at the ‘First They Killed My Father’ premiere on September 11, 2017 in Toronto, Canada.
2018

Image Credit: Phil Loftus/Capital Pictures / MEGA

Angelina Jolie at The EE British Academy Awards on February 18, 2018 in a black velvet split hem gown and pointed toe pumps.
2019

Image Credit: Xavier Collin/Image Press Agency / MEGA

Angelina Jolie wearing metallic Atelier Versace gown with Cartier scorpion brooch at the World Premiere Of Disney’s ‘Maleficent: Mistress Of Evil’ on September 30, 2019.
2019

Image Credit: ZUMAPRESS.com / MEGA

Angelina Jolie in a pleated ruffle top and black trousers with pointed toe pumps at the “Maleficent” photocall in Rome, Italy on Oct. 7, 2019.
2021

Image Credit: MEGA

Angelina Jolie wears a black dress with strappy sandals at a photocall for “Eternals” in Rome, Italy, on Oct. 25, 2021.