Cindy Crawford Through the Years: Photos of the Supermodel From the ’80s to Today

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July 11, 2024 9:00PM EDT
Cindy Crawford
P Gould/Image/Getty Images

Get ready to be blown away by the ageless beauty and unstoppable career of none other than the iconic Cindy Crawford!

With almost four decades in the spotlight, Cindy Crawford has never lost her stunning glow or her fabulous sense of style. Cindy first made waves as a cover model, gracing the pages of Elle, Vogue, W Magazine, Allure, and so many other prestigious publications. But that was just the beginning!

From there, she conquered the runway, strutting her stuff for fashion giants like Michael Kors, Chanel, and Versace. And who could forget her marriage to heartthrob Richard Gere in 1991? Although they divorced in 1995, Cindy continued to capture the world’s attention with her high-profile marriage to Rande Gerber in 1998 and the birth of their two children, Presley and Kaia Gerber.

Some of Cindy’s red carpet appearances are truly iconic. To keep your jaw dropping, be sure to check out the rest of the gallery for more photos of this timeless beauty.

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Cindy Crawford Walks Michael Kors

Cindy Crawford Walks Michael Kors
Fairchild Archive/Penske Media/S

Cindy Crawford models for Michael Kors’ Spring 1991 Sportswear Collection Fashion Show in New York  on Oct. 31, 1990. She looked truly stunning. 

May 18, 2020, 1:18PM
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Cindy Crawford Walks the Donna Karan Spring 1991 show

Cindy Crawford Walks the Donna Karan Spring 1991 show
Fairchild Archive/Penske Media/S

Cindy Crawford on the runway during the Donna Karan fall 1992 ready to wear show. She looked gorgeous in this ensemble. 

May 18, 2020, 1:18PM
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Cindy Crawford Smiles

Cindy Crawford Smiles
Mark Richards/Daily Mail/Shutter

Cindy Crawford poses for a photo. She gave the cameras a big smile! 

May 18, 2020, 1:18PM
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Cindy Crawford at Paris Fashion Week

Cindy Crawford at Paris Fashion Week
Ken Towner/Evening Standard/Shut

Cindy Crawford modeling during Paris Fashion Week. Here, she poses on the catwalk for the Herve Leger show.

May 18, 2020, 1:18PM
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Cindy Crawford in Lingerie

Cindy Crawford in Lingerie
Neville Marriner/Daily Mail/Shut

Cindy Crawford models lingerie. She looked stunning in the monochromatic getup. 

May 18, 2020, 1:18PM
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Cindy Crawford in a Chanel Bikini

Cindy Crawford in a Chanel Bikini
Steve Wood/Shutterstock

Cindy Crawford on the runway for the Spring and Summer Fashion Shows in Paris, France  in October 1996. She wore this slinky Chanel number. 

May 18, 2020, 1:18PM
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Cindy Crawford at the Premiere of ‘Striptease’

Cindy Crawford at the Premiere of ‘Striptease’
Shutterstock

Cindy Crawford at the Striptease film premiere in Los Angeles in 1996. She looked great in her all black ensemble. 

May 18, 2020, 1:18PM
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Cindy Crawford at the 1998 Fire and Ice Ball

Cindy Crawford at the 1998 Fire and Ice Ball
Bei/Shutterstock

Cindy Crawford and Rande Gerber attend the 1998 Fire and Ice Ball on December 9, 1998 in Los Angeles. The pair looked so good together! 

May 18, 2020, 1:18PM
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Cindy Crawford in Red

Cindy Crawford in Red
Matt Baron/BEI/Shutterstock

Christie Hefner Hosts a Party for Cindy Crawford at the Whiskey Bar in New York City on September 14, 1998. Cindy stunned in her red dress!

 

May 18, 2020, 1:18PM
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Cindy Crawford at WE Channel Press Conference

Cindy Crawford at WE Channel Press Conference
Bei/Shutterstock

Cindy Crawford at WE Channel Press Conference on Nov. 29, 2000 in Los Angeles. She answered questions. 

May 18, 2020, 1:18PM
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Cindy Crawford at the 7th Annual Run/ Walk in LA

Cindy Crawford at the 7th Annual Run/ Walk in LA
Peter Brooker/Shutterstock

Cindy Crawford at the 7th annual Run/Walk in Los Angeles to raise awareness and funds for women’s cancer research and prevention in 2000. 
She wore a Revlon top and gave the camera two thumbs up. 

May 18, 2020, 1:18PM
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Cindy Crawford Launches Her Fitness Video

Cindy Crawford Launches Her Fitness Video
Tony Kyriacou/Shutterstock

Cindy Crawford at the launch of her new fitness video. She beamed at cameras while holding a tape of the film! 

 

May 18, 2020, 1:18PM
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Cindy Crawford at a Party for Conde Nast Traveler

Cindy Crawford at a Party for Conde Nast Traveler
Matt Baron/BEI/Shutterstock

Cindy Crawford at the Conde Nast Traveler party at the W Hotel Times Square in New York City on May 1, 2002. She gave the camera a smile! 

 

May 18, 2020, 1:18PM
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Cindy Crawford at the Premiere of ‘The Matrix Revolutions’

Cindy Crawford at the Premiere of ‘The Matrix Revolutions’
Jim Smeal/BEI/Shutterstock

Cindy Crawford at the The Matrix Revolutions film premiere in Los Angeles on Oct. 27, 2003. She looked lovely in this blue and lace top. 

May 18, 2020, 1:18PM
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Cindy Crawford at the Roberto Cavalli Store Opening

Cindy Crawford at the Roberto Cavalli Store Opening
Jim Smeal/BEI/Shutterstock

Cindy Crawford attends the store opening of Roberto Cavalli in Beverly Hills on Feb. 15, 2005. She stunned in this floral getup. 

May 18, 2020, 1:18PM
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Cindy Crawford at the Omega Boutique Grand Opening

Cindy Crawford at the Omega Boutique Grand Opening
BEI/Shutterstock

Cindy Crawford at the Omega Boutique Grand Opening in Los Angeles on March 23, 2006. She stood by her own portrait for a photo. 

May 18, 2020, 1:18PM
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Cindy Crawford at the Premiere of ‘Ocean’s Thirteen’

Cindy Crawford at the Premiere of ‘Ocean’s Thirteen’
Kevork Djansezian/AP/Shutterstoc

Cindy Crawford and her husband Rande Gerber arrive at the premiere of Ocean’s Thirteen held at Grauman’s Chinese Theater in Los Angeles. the two posed for photos and looked so excited to be there! 

May 18, 2020, 1:18PM
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Cindy Crawford at a Party Hosted by George Clooney

Cindy Crawford at a Party Hosted by George Clooney
Nikos Vinieratos/Shutterstock

Cindy Crawford attends a party hosted by George Clooney in London on Dec. 4, 2008. George Clooney hosted a fund-raising party at the Mayfair home of one of the City’s highest earners Roger Jenkins. 

May 18, 2020, 1:18PM
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Cindy Crawford at the Premiere of ‘Up in ihe Air’

Cindy Crawford at the Premiere of ‘Up in ihe Air’
Matt Baron/BEI/Shutterstock

Cindy Crawford at the Up in the Air film premiere in Los Angeles on Nov. 30, 2009. She posed for photos prior to the screening. 

May 18, 2020, 1:18PM
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Cindy Crawford at DIFFA’s Dining by Design Gala

Cindy Crawford at DIFFA’s Dining by Design Gala
Amanda Schwab/Starpix/Shuttersto

Cindy Crawford attends DIFFA’s Dining by Design gala dinner in New York on March 22, 2010. DIFFA: Design Industries Foundation Fighting AIDS Dining by Design brings together some of the most talented and celebrated individuals in the worlds of fashion, interior design, art and architecture to create spectacular over-the-top dining environments.

May 18, 2020, 1:18PM
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Cindy Crawford at the Premiere of ‘Iris, A Journey Into The World of Cinema’

Cindy Crawford at the Premiere of ‘Iris, A Journey Into The World of Cinema’
Jim Smeal/BEI/Shutterstock

Cindy Crawford at the Iris, A Journey Into The World Of Cinema premiere by Cirque du Soleil in Los Angeles on Sept. 25, 2011. She looked gorgeous in her plum-hued top. 

May 18, 2020, 1:18PM
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Cindy Crawford at a Store Launch

Cindy Crawford at a Store Launch
Felipe Trueba/EPA/Shutterstock

Cindy Crawford poses for a photograph durign the opening of a new luxury watch store at Santiago De Chile mall in Chile on Oct. 16, 2013. She dazzled in this classic dress. 

May 18, 2020, 1:18PM
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Cindy Crawford at the Premiere of ‘The Great Gatsby’

Cindy Crawford at the Premiere of ‘The Great Gatsby’
Villard/Pdn/Sipa/Shutterstock

Cindy Crawford attends The Great Gatsby film premiere at the 66th Cannes Film Festival on May 15, 2013. She dazzled in this white and gold gown.

May 18, 2020, 1:18PM
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Cindy Crawford at an OMEGA Boutique Opening

Cindy Crawford at an OMEGA Boutique Opening
David Fisher/Shutterstock

Cindy Crawford at the OMEGA boutique opening in London on Dec. 10, 2014. She is the brand ambassador for the collection.

May 18, 2020, 1:18PM
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Cindy Crawford at the Yves Saint Laurent Show

Cindy Crawford at the Yves Saint Laurent Show
Julien de Rosa/EPA-EFE/Shutterst

Cindy Crawford arrives for the Women Spring/Summer 2019 collection show by Belgium designer Anthony Vaccarello for Yves Saint Laurent fashion house during the Paris Fashion Week in Paris on Sept. 24, 2017. She looked ready to hit the runway herself! 

May 18, 2020, 1:18PM
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Cindy Crawford at the 2017 InStyle Awards

Cindy Crawford at the 2017 InStyle Awards
Matt Baron/Shutterstock

Cindy Crawford at the InStyle Awards in Los Angeles on Oct. 23, 2017. She wore Versace and looked absolutely gorgeous!

May 18, 2020, 1:18PM
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Cindy Crawford at the 2018 Met Gala

Cindy Crawford at the 2018 Met Gala
David Fisher/Shutterstock

Cindy Crawford at The Metropolitan Museum of Art’s Costume Institute Benefit celebrating the opening of Heavenly Bodies: Fashion and the Catholic Imagination in New York on May 7, 2018. She wore Versace and looked stunning in the fiery red color.

May 18, 2020, 1:16PM
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Cindy Crawford at the Empire State Building

Cindy Crawford at the Empire State Building
Kristin Callahan/ACE Pictures/Sh

Cindy Crawford poses at the lighting of The Empire State Building. She looked positively ageless. 

May 18, 2020, 1:18PM
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Cindy Crawford Lights the Empire State Building

Cindy Crawford Lights the Empire State Building
Stephen Lovekin/Shutterstock

Cindy Crawford poses before she lights The Empire State Building in New York on March 3, 2020. She wore jeans, a white blouse, an olive green blazer and a brown belt. 

May 18, 2020, 1:19PM
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Cindy Crawford Looks Windswept

Cindy Crawford Looks Windswept
Stephen Lovekin/Shutterstock

Cindy Crawford lights The Empire State Building in New York on March 3, 2020. She participated in the ceremonial lighting of the Empire State Building in celebration of International Women’s Day (3/8) and highlights nonprofit Delivering Good.

May 18, 2020, 1:19PM
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Cindy Crawford in Malibu

Cindy Crawford in Malibu
BACKGRID

Cindy Crawford picks up dinner in Malibu as she runs errands in pretty blouse and blue jeans on May 17, 2020. She looked comfy and casual in her outfit while enjoying the malibu sun!

May 18, 2020, 1:14PM
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Cindy Crawford & Daughter Kaia at the 2021 InStyle Awards

Cindy Crawford & Daughter Kaia at the 2021 InStyle Awards
Image Press Agency/NurPhoto/Shut

Like mother, like daughter! Cindy Crawford and gorgeous daughter Kaia Gerber cuddled up during the 6th Annual InStyle Awards on Nov. 15, 2021. The lavish event was held at Los Angeles’ Getty Center.

February 20, 2022, 1:26PM
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Cindy Crawford at Celine

Cindy Crawford at Celine
Tim Regas / SplashNews.com

Still sparkling! Cindy Crawford showed off her legendary legs during Celine’s Dec. 9, 2023 fashion show at LA’s Wiltern theater. She wore a metallic gunmetal minidress and high boots to support daughter Kaia Gerber on the runway.

February 20, 2023, 9:56AM