Best Oscars Dresses Of All Time - Top Red Carpet Looks

From Audrey Hepburn to Queen Latifah, here are the best red carpet looks in Oscar history.
1954

It never took much to make the late Audrey Hepburn look glamorous, but in this Givenchy gown, Hepburn, glowing from winning an Oscar for Roman Holiday, is nothing short of perfection.

Audrey Hepburn in Givenchy.
1955

Designed by arguably the most famous costumier in history, Edith Head, Grace Kelly's Oscars look was, like most Grace Kelly looks, an absolute winner.

Grace Kelly in Edith Head.
1991

Arm-in-arm with Michael Jackson and dripping in Old Hollywood glamour, there's nothing we'd rather see Madonna wearing to the 63rd Annual Academy Awards than this Bob Mackie ensemble.

Madonna in Bob Mackie.
1995

Head-to-toe white? Sweetheart neckline? Floor-length sequins? Check! Check! Check!

Elizabeth Hurley in Versace.
1996

While we're used to seeing 90s-era Winona Ryder donning all black ensembles, this champagne-coloured vintage gown is an unexpected, and dazzling, switch-up.

Winona Ryder in a vintage champagne gown.
1997

The queen of grunge got all dolled up by Versace for the 1997 Academy Awards — and we support it 100%.

Courtney Love in Versace.
1998

We would normally advise against wearing the Gap at the Oscars— but when it's combined with Vera Wang and draped on Sharon Stone, it's hard not to be convinced that it's right where it belongs.

Sharon Stone in Gap and Vera Wang.
1999

A suit on the red carpet is hardly a nuanced idea in 2019, but in 1999, worn backwards of all things — let's just say our fashion minds were blown upon seeing Celine Dion in this John Galliano set.

Celine Dion in John Galliano.
1999

Pretty In Pink might have starred Molly Ringwald, but Gwyneth Paltrow (that year's Best Actress winner for Shakespeare in Love) looked the part in this bubblegum pink number by Ralph Lauren.

Gwyneth Paltrow in Ralph Lauren.
2000

Blue is definitely Queen Latifah's colour.

Queen Latifah in a blue dress.
2001

A long way from donning PJs all day and micro minis at work in her role as Bridget Jones, Renée Zellweger classed up for the red carpet in a vintage yellow frock by Jean Dresses.

Renée Zellweger in a vintage dress by Jean Dresses.
2002

A sheer gown and an Oscar? Becoming the first Black woman to win Best Actress, Halle Berry took down all the competition — both on the red carpet and the stage — in this Elie Saab frock.

Halle Berry in Elie Saab.
2004

Has there ever been a time when Charlize Theron isn't glowing?

Charlize Theron in Dior.
2005

There to perform not one, not two, but three songs, Beyonce went with a black velvet number that hugged her curves in all the right places. Thanks Atelier Versace!

Beyonce Knowles in Atelier Versace.
2006

Accompanying her then boyfriend, the late Heath Ledger, Michelle Williams was a shining ray of light in this yellow number by Vera Wang.

Michelle Williams in Vera Wang.
2007

Nicole Kidman in Balenciaga would hardly be our first choice, but after seeing the Oscar-winning Australian actress in this red hot gown, we promise to never doubt the combination again.

Nicole Kidman in Balenciaga.
2009

Is it just us, or does Anne Hathaway look like an actual Oscar in this fitted Armani Privé dress?

Anne Hathaway in Armani Prive.
2010

Let's get one thing straight: no one (and we mean no one) could pull off this dress other than Zoe Saldana.

Zoe Saldana in Givenchy Haute Couture.
2011

In this lavender haute couture gown by Givenchy, Cate Blanchett wasn't just an award-winning actress — she's a damn fashion icon.

Cate Blanchett in Givenchy Haute Couture.
2012

No one does a high slit quite like Mrs. Smith herself, Angelina Jolie, who generated one of the greatest Oscar memes ever with this pose.

Angelina Jolie in Atelier Versace.
2013

En route to accept her Oscar for Silver Linings Playbook, Jennifer Lawrence had all eyes on her in this pastel-coloured Dior gown. It was pretty chill, even for her.

Jennifer Lawrence in Dior.
2014

Lupita Nyong'o — she snagged an Oscar that night for Best Supporting Actress in 12 Years a Slave — lit up the sky in this baby blue Prada gown.

Lupita Nyong'o in Prada.
2015

For an Oscars newbie, Zendaya looked anything but out of place in this Vivienne Westwood stunner of a gown.

Zendaya in Vivienne Westwood.
2015

For his red carpet debut designing for Oscar de la Renta, Peter Copping made quite the impression with this bow-embellished, square neck gown on Sienna Miller.

Sienna Miller in Oscar de la Renta.
2016

Olivia Wilde going backless in Valentino Haute Couture? We'll take it.

Olivia Wilde in Valentino Haute Couture.
2017

Taraji P. Henson blew us back to the 1950s in this Alberta Ferretti Old Hollywood-esque velvet gown. And that necklace? Whew, we're getting excited just thinking about it.

Taraji P. Henson in Alberta Ferretti.
2017

Of the four Moonlight stars dressed by Raf Simons for Calvin Klein, this white sequin frock on Naomie Harris went home with the prize (for best dressed) in our book.

Naomie Harris in Raf Simons for Calvin Klein.
2018

A long way from dress shopping at a Sacramento thrift shop! This bubblegum pink frock on Lady Bird lead actress, Saoirse Ronan is one for the record books.

Saoirse Ronan in Calvin Klein By Appointment.
2018

Margot Robbie was a breathe of fresh air in this showstopping white gown courtesy of Chanel.

Margot Robbie in Chanel.

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