Cindy Crawford's best beauty looks over the years – from chic 90s hairstyles to understated glam

Cindy Crawford has been a beauty inspiration since the 80s - so we'll be replicating these classic looks

three images of Cindy Crawford attending different events across the years, on a purple watercolour background
(Image credit: Future)

One of the fashion industry's most high-profile supermodels across the 80s and 90s, Cindy Crawford has been a style inspiration for decades.

With her signature brunette hairstyle, the star has always looked elegant and chic, regardless of the beauty look she chose.

From glossy hair and glowy skin to the model's smoky eye and peach lip staple, these are Cindy Crawford's best beauty looks over the years.

Cindy Crawford's best beauty looks over the years

Gloss and Glow

Cindy Crawford attending an event

(Image credit: Getty Images)

Crawford has always been known for her supermodel features, and this look really brings them out. The soft, wavy styling of the hair accentuates its glossy finish, while the smoky gold shimmer on the eyes and shiny peachy nude on the lips bring out the glow on the face.

Sleek 90s chic

Cindy Crawford attending an event

(Image credit: Getty Images)

Giving off 90s supermodel, this look is achievable and so stylish. We love the tousled, choppy styling of the side bangs and the glossy finish mid-length cut, but it's the warm brown lip that really gives it that 90s feel.

Loose waves

Cindy Crawford attending an event

(Image credit: Getty Images)

Loose waves are always a good option for a chic hair look, and these look gorgeous on the star as she steps out for an event. We love how the styling accentuates the honey tones in her highlights, while giving a relaxed feel.

Brown pinky glow

Cindy Crawford attending an event

(Image credit: Getty Images)

A gorgeous natural-looking look, making the most of the star's natural brunette hair, which is complemented by the browns and dark shades in the eye makeup look. Softened by the glow on her cheeks and petal pink on the lips, it's a great look for an evening occasion.

90s daytime casual

Cindy Crawford attending an event

(Image credit: Getty Images)

A casual look that has such a nostalgic feel to it, we love this 90s hairdo on the model. With a textured but choppy mid-length cut and a swept across styling, it's a look that suits most. Add a touch of salt spray to make this hairdo really work for you.

Soft peach swish

Cindy Crawford attending an event

(Image credit: Getty Images)

Swishy and glossy, this is an elegant look on the ever-elegant supermodel. With a relaxed blow-dry that sports a soft wave, it's great for everything from dressy events to the everyday, and the pop of soft peach on the lips adds a lighter, more fun touch to the look.

Windswept bronze

Cindy Crawford attending an event

(Image credit: Getty Images)

Giving off a windswept impression, the swept-back waves here give a power look feel, with their set styling. Having the hair out of her face also gives Crawford's makeup a moment in the spotlight, with the bronzed look giving a radiant finish.

90s casual chic

Cindy Crawford attending an event

(Image credit: Getty Images)

With minimal makeup and a casual hairdo, this is giving off casual chic in spades. With a soft finish on the hair that can only come from that freshly-washed feel, this is best achieved on a wash day. Add a touch of oil to the hair to smooth any frizz and keep this looking shiny.

Nude monochrome elegance

Cindy Crawford attending an event

(Image credit: Getty Images)

An utterly elegant look on the star, this is all about sophisticated simplicity. With a soft smoky black on the eye, minimal face makeup and a satin nude on the lip, it gives off a monochrome feel, while the soft curl to the hair adds a pop of colour through accentuating the highlights.

Bouncy glam - with a pop of pink

Cindy Crawford speaking at an event

(Image credit: Getty Images)

These bouncy waves look so glamorous but elegant on the star, with the side parting adding an extra sweep of drama along the frame of the face. We love the pop of pink on the lips that adds a softer, more playful feel to this chic look.

Half-up, half-down volume

LOS ANGELES, CA. Cynthia Ann "Cindy" Crawford (born February 20, 1966) is an American supermodel and actress. Known for her trademark mole just above her lip, she has adorned more magazine covers than any model in history. Photographed here arriving at the Academy Awards.

(Image credit: Getty Images)

A star that knows how to do a red carpet well, Cindy wowed here with her dramatic half-up, half-down hair look that is all about volume and height. Paired with a peachy nude on the lips and soft curls down the back of her hair, it's elegant but fun.

Smoky, glowy allure

attends a private dinner celebrating the opening of the OMEGA Oxford Street boutique at Aqua Shard on December 10, 2014 in London, England.

(Image credit: Getty Images)

We love this look for an evening event. With a soft curl to the ends of the hair, side-parting to add some extra shape and a reflectively glossy finish, the hair is elegant and glamorous, while the smoky eye and glossy blush on the lips bring out the glow on the face.

Business glamour

Cindy Crawford attends her book signing for "Becoming Cindy Crawford" at Barnes & Noble at The Grove on October 15, 2015 in Los Angeles, California.

(Image credit: Getty Images)

Going hand in hand with the business-casual look of the star's outfit, this beauty look is all about making business glamorous. With shiny loose curls, a good amount of mascara and a soft peachy gloss on the lips, it's a great look for a daytime event.

Dark lip and smoky eye

Cindy Crawford attending an event

(Image credit: Getty Images)

An easy look to replicate and one that is great for evening events or any occasion when you want to make a bit more of an impression, the faded smoky eye with the dark mauvey-red lip is a classic.

Cool shimmer

Cindy Crawford Presents Re/Done Collection At Colette as part of the Paris Fashion Week Womenswear Spring/Summer 2018 on September 30, 2017 in Paris, France.

(Image credit: Getty Images)

Nailing the cooler tones here, Cindy adds a touch of glam to her casual outfit with all-over muted shimmery eyeshadow. Paired with shiny, mauve lips and a glowy face, this looks cool and glamorous.

Sunkissed

Cindy Crawford attending an event

(Image credit: Getty Images)

This look is all about the hair. Adding a summery twist to her usually naturally dark brown hair, the honey balayage and blonde face-framing highlights are a great choice for brightening things up.

Glossy glow

Cindy Crawford attending an event

(Image credit: Getty Images)

A look that's all about the gloss and glow, the touch of light brown highlight in the hair emphasizes the glossy finish, while the glow veil on the face makes for a glamorous look.

Classic early 90s blowout

THE TONIGHT SHOW STARRING JOHNNY CARSON -- Pictured: Model Cindy Crawford arrives on May 14, 1991 -- (Photo by: Joseph Del Valle/NBC/NBCU Photo Bank)

(Image credit: Getty Images)

A look recognizable for being big in the early 90s, this classic blowout is elegant but glamorous. With a soft curl at the bottom, it makes the hair look healthy and swishy while creating shape with the volume at the crown.

All about the blowout

Cindy Crawford attending an event

(Image credit: Getty Images)

A look that really is all about the blowout, the straight styling with a touch of wave at the bottom and a voluminous swish at the top is elegant and stylish. Paired with peach makeup with a touch of blush on the cheeks, slightly brighter lip, and a dab of sparkle on the eye, it's great for making a chic impression at any event.

Edgy lob

Exhibition Hosted by Acne Studios featuring Cindy Crawford, Sam Abell and Amarrillo on at Galerie Edouard Escougnou on September 28, 2018 in Paris, France.

(Image credit: Getty Images)

While we're used to seeing the model with long hair, this shorter look is a gorgeous option for her, too. With choppy styling, haphazard waves and flicks around the face, it gives off an edgy feel that's emphasized by her smoky eye.

Smoky rose

Cindy Crawford attending an event

(Image credit: Getty Images)

A soft but dramatic look that's perfect for a black-tie event, we love how the model takes a dark - but shimmery - smoky eye and softens it with the touch of pink on the cheeks and lips.

Warm pastel

Cindy Crawford attending an event

(Image credit: Getty Images)

A look that screams 90s, this one takes a cool pastel eyeshadow look and layers it over warm pinks, reds and oranges across the face and lips. With a touch of gloss on the lips, it's a great high-fashion look from the model.

Warm brunette glow

Cindy Crawford attends the Saint Laurent show as part of the Paris Fashion Week Womenswear Spring/Summer 2019 on September 25, 2018 in Paris, France.

(Image credit: Getty Images)

A gorgeous look for everyday or a dressy event, we love the warm tones across the hair and the face here - from the warm brunette hue in the hair, to the soft peachy glow on the cheeks.

Soft glam

Cindy Crawford attending an event

(Image credit: Getty Images)

Mauves, purples and pinks on the face can make for a really flattering but impactful makeup look - especially when paired with brunette hair - and we love how Cindy makes it work here with a shimmer on the eye and soft balmy finish on the lip.

Messy catwalk updo

Cindy Crawford on a catwalk

(Image credit: Getty Images)

We love the out-there style of a catwalk beauty look, and this one is both dramatic and low-key at the same time. Piling hair up into an updo at the back of the crown, the head full of tendrils pulled out of the updo at the sides gives it a fun, messy feel.

Big lashes

Cindy Crawford attending an event

(Image credit: Getty Images)

The model is not usually one to go big with lashes, but we love this look on her. It's softened by a light lilac on the eyelids and muted peach on the lips, but still dramatic enough to make an impact.

Laidback pink

attend the 8th Annual "Big Fighters, Big Cause" Charity Boxing Night at the Loews Santa Monica Beach Hotel on May 24, 2017 in Santa Monica, California.

(Image credit: Getty Images)

An easy look to replicate for events and even day-to-day, this look is all about soft hues and textures. The use of mascara here emphasizes the effect, with just a light swipe to finish off the look.

Brunette monochrome glow

Cindy Crawford attends Marie Claire's Image Maker Awards 2017 at Catch LA on January 10, 2017 in West Hollywood, California.

(Image credit: Getty Images)

A sophisticated but glamorous look for an evening event, this look has a monochrome feel about it, with a white, sparkly shimmer and black smoky eye, paired with a glossy nude lip. We love how the star's brunette locks at left down but unassuming to soften the look without disrupting it.

Dark cherry glamour

at the 2017 InStyle Awards presented in partnership with FIJI WaterAssignment at The Getty Center on October 23, 2017 in Los Angeles, California.

(Image credit: Getty Images)

A glamorous but elegant look, Crawford swaps her usually highlighted brunette locks for a dark, mahogany-esque hue that looks almost cherry in the light of the glossy finish. With the touch of dark berry on her lips and cheeks, it's chic and alluring.

Light brown spectrum

at the Loews Santa Monica Beach Hotel on May 23, 2018 in Santa Monica, California.

(Image credit: Getty Images)

Showing off a spectrum of light brown hues here, this look makes the most out of the star's natural coloring. We love the touch of light caramel framing her face, while the nude lip barely stands out from the model's skin tone.

80s movie glam

Cindy Crawford on a photoshoot

(Image credit: Getty Images)

Giving off an 80s movie star feel, this look takes a bold eye look with the slate smoky eye and adds a stylish clash with a just as bold metallic orange lip look. Paired with the soft, voluminous, blown-out curly bob, it's an 80s Hollywood staple.

Loose and glossy

Cindy Crawford on September 7, 2016 in New York City.

(Image credit: Getty Images)

Crawford takes loose, almost beachy, waves and adds a touch of glamour here with the extra glossy finish and the glowy makeup. With a touch of smoke and shimmer on the eye and a shiny finish on the lips, it makes an impression for an evening event.

Aleesha Badkar
Beauty eComm Editor, woman&home

Aleesha is Beauty eComm Editor at woman&home, where she gets to share her expertise into all the best techniques, sharpest tools and newest products—with a particular savvy in skincare and fragrance.

Previously, she was Deputy Editor and Beauty & Fashion Editor for My Imperfect Life, where she headed up the beauty, fashion and eCommerce pages. In the past, she has contributed to a number of women's lifestyle publications, including Women's Health and Stylist, and has earned an MA in Magazine Journalism from City, University of London and an AOP awards nomination for her past work on woman&home's news team.

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