As the 91st annual Academy Awards approaches this weekend, take a look back at the best red carpet fashion over the last 20 years.

Over the last two decades, the Academy Awards have become the most important night in Hollywood fashion. Check out our favorite red carpet looks from the last 20 years.

• Gwyneth Paltrow, 1999

  Share

  Gwyneth Paltrow in Ralph Lauren, 1999 (photo by Newsmakers)

• Charlize Theron, 2000

  Share

  Charlize Theron in Vera Wang (Dave McNewOnline USA Inc.)

• 74th Annual Academy Awards

  Share

  Kate Winslet in Ben de Lisi (Photo by Vince Bucci/Getty Images)
• Halle Berry, 2002

  Share

  Halle Berry in Elie Saab (Photo by Vince Bucci/Getty Images)

• Beyonce Knowles, 2005

  Share

  Beyonce in Versace. (Photo by Frank Micelotta/Getty Images)

• Salma Hayek, 2005

  Share

  Salma Hayek in Prada in 2005 (Photo by Carlo Allegri/Getty Images)
• Michelle Williams, 2006

  Share

  Michelle Williams in Vera Wang (Photo by Frazer Harrison/Getty Images)

• Anne Hathaway, 2006

  Share

  Anne Hathaway in Armani Prive (Photo by Frazer Harrison/Getty Images)

• 81st Annual Academy Awards – Arrivals

  Share

  Sarah Jessica Parker in Dior Couture (Photo by Jason Merritt/Getty Images)
• Gallery: Happy Birthday, Mila Kunis

  Share

  Purple is definitely your color, Mila Kunis.(Photo by Frazer Harrison/Getty Images)

• Octavia Spencer, 2012

  Share

  Octavia Spencer in Tadashi Shoji. (Photo by Kevork Djansezian/Getty Images)

• Jessica Chastain, 2013

  Share

  Jessica Chastain in Armani Prive (Photo by Jason Merritt/Getty Images)
• Gwyneth Paltrow, 2012

  Share

  Gwyneth Paltrow in Tom Ford (Photo by Kevork Djansezian/Getty Images)

• Reese Witherspoon, 2013

  Share

  Reese Witherspoon in Louis Vuitton (Photo by Jason Merritt/Getty Images)

• Angelina Jolie, 2014

  Share

  Angelina Jolie in Elie Saab (Photo by Jason Merritt/Getty Images)
• Emma Stone, 2012

  Share

  Emma Stone in Giambattista Valli (Photo by Michael Buckner/Getty Images)

• Kerry Washington, 2014

  Share

  Kerry Washington in Jason Wu (Photo by Frazer Harrison/Getty Images)

• Kate Hudson, 2014

  Share

  Kate Hudson in Versace (Photo by Jason Merritt/Getty Images)
• Lupita Nyong’o, 2014

  Share

  Lupita Nyong'o in Prada (Photo by Jason Merritt/Getty Images)

• Jennifer Lopez, 2015

  Share

  Jennifer Lopez in Elie Saab (Photo by Jason Merritt/Getty Images)

• Rosamund Pike, 2015

  Share

  Rosamund Pike in Givenchy (Photo by Jason Merritt/Getty Images)
• 88th Annual Academy Awards – Arrivals

  Share

  Feb 2016: Gaga attends the 88th Annual Academy Awards in Brandon Maxwell. (Photo by Ethan Miller/Getty Images)

• Priyanka Chopra, 2016

  Share

  Priyanka Chopra in Zuhair Murad (Photo by Ethan Miller/Getty Images)

• Viola Davis, 2017

  Share

  Viola Davis in Armani. (Photo by Frazer Harrison/Getty Images)
• Lupita Nyong’o, 2018

  Share

  Lupita Nyong'o in Versace (Photo by Frazer Harrison/Getty Images)

Get The K Files Newsletter Delivered Directly To Your Inbox

You'll be in the know on music and entertainment news, exclusive giveaways, and what's happening in right here in Charlotte.

Email *

Subscribe

By clicking "Subscribe" I agree to the website's terms of Service and Privacy Policy. I understand I can unsubscribe at any time.