Here They Are: The Best Oscars Looks Of All Time

Here They Are: The Best Oscars Looks Of All Time


The finish line is in sight! A-listers have glammed up for the Golden Globes, mellowed out for the SAGs, and pulled out almost all the stops for the Grammys (albeit mostly from the comfort of their homes). But the mother of all award shows will always be the Oscars, and it’s but a few short days away.

The sartorial brainstorming has begun for who’s going to be wearing what on Sunday night: Will Cynthia Erivo arrive in Valentino Haute Couture? Will we get another Vanessa Kirby in Gucci moment for the record books? Is it Oscar de la Renta for Mank‘s Amanda Seyfried? All we can do is wait and see.

In an effort to help pass the time between now and Sunday night, we’re taking a trip down memory lane and reminiscing on the best red carpets of Oscars past. See which celebrities made the cut by clicking through the throwback looks ahead.

Here They Are: The Best Oscars Looks Of All Time

Audrey Hepburn, 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.Photo: NBCU Photo Bank/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Grace Kelly, 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. Photo: Silver Screen Collection/Hulton Archive/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Madonna, 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.Photo: Ron Galella/WireImage/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Winona Ryder, 1994

Who doesn’t love a Gatsby-esque gown at the Oscars? Photo: Ron Galella Collection/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Elizabeth Hurley, 1995


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

Elizabeth Hurley in Versace.Photo: Jim Smeal/WireImage/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Winona Ryder, 1996


While we’re used to seeing ’90s-era Winona Ryder donning all-black ensembles, it was an unexpected surprise to see her donning this champagne-colored vintage gown.

Winona Ryder in a vintage champagne gown. Photo: Jim Smeal/WireImage/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Courtney Love, 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. Photo: Jim Smeal/WireImage/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Sharon Stone, 1998

We would normally advise against wearing 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 the casual brand right where it belongs.

Sharon Stone in Gap and Vera Wang.Photo: Mychal Watts/WireImage/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Celine Dion, 1999

A suit on the red carpet is hardly a nuanced idea in 2021. But, in 1999, and worn backward of all things, well, let’s just say our fashion minds were blown upon seeing Celine Dion in this John Galliano set.

Celine Dion in John Galliano.Photo: SGranitz/WireImage/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Gwyneth Paltrow, 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. Photo: Frank Trapper/Corbis/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Queen Latifah, 2000

Blue is definitely Queen Latifah’s color.

Queen Latifah in a blue dress. Photo: Steve Granitz/WireImage/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Renée Zellweger, 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.Photo: Chris Weeks/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Halle Berry, 2002

To become the first Black woman to win Best Actress, Halle Berry eliminated her competition — both on the red carpet and the stage — in this Elie Saab gown.

Halle Berry in Elie Saab.Photo: Kevin Mazur/WireImage/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Charlize Theron, 2004

Is Charlize Theron ever not glowing?

Charlize Theron in Dior.Photo: Jeff Kravitz/FilmMagic/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Beyoncé Knowles, 2005


There to perform not one, not two, but three songs, Beyoncé went with a black velvet number that was made for her. Thanks, Atelier Versace!

Beyonce Knowles in Atelier Versace. Photo: ROBYN BECK/AFP/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Michelle William, 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.Photo: Frazer Harrison/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Nicole Kidman, 2007


Nicole Kidman in Balenciaga would hardly be our first choice in 2021, 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.Photo: Frazer Harrison/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Anne Hathaway, 2009


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

Anne Hathaway in Armani Privé.Photo: John Shearer/WireImage/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Cate Blanchett, 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.

Here They Are: The Best Oscars Looks Of All Time

Michelle Williams, 2012

Wearing red on the red carpet isn’t for the faint of heart. Nonetheless, Michelle Williams, nominated for her role as Marilyn Monroe in My Week With Marilyn, made it look like the easiest task in the world, thanks to one hell of a pixie cut and 300 hours of work in the Louis Vuitton Paris atelier.

Michelle Williams in Louis Vuitton.Photo: Bob Riha, Jr./Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Angelina Jolie, 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. Photo: Donato Sardella/WireImage/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Jennifer Lawrence, 2013

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

Jennifer Lawrence in Dior. Photo: Gregg DeGuire/WireImage/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Lupita Nyong’o, 2014

Lupita Nyong’o — who won Best Supporting Actress for her role in 12 Years a Slave — lit up the sky in this baby blue Prada gown.

Lupita Nyong’o in Prada.Photo: Axelle/Bauer-Griffin/FilmMagic/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Zendaya, 2015

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

Zendaya in Vivienne Westwood.Photo: Dan MacMedan/WireImage/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Sienna Miller, 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.Photo: Gregg DeGuire/WireImage/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Olivia Wilde, 2016

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

Olivia Wilde in Valentino Haute Couture.Photo: Steve Granitz/WireImage/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Taraji P. Henson, 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. Photo: Frazer Harrison/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Naomie Harris, 2017

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

Naomie Harris in Raf Simons for Calvin Klein.Photo: George Pimentel/FilmMagic/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Saoirse Ronan, 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.Photo: Jeff Kravitz/FilmMagic/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Margot Robbie, 2018

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

Margot Robbie in Chanel.Photo: Neilson Barnard/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Gemma Chan, 2019

Hot pink came out running at the 91st Annual Academy Awards. But if you ask us, Gemma Chan won the marathon in this neon, tiered Versace dress.

Gemma Chan in Versace. Photo by Frazer Harrison/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Cynthia Erivo, 2020

From the extra-high slit to the asymmetric neckline, this custom Versace gown includes everything that’s good in the world.

Cynthia Erivo in custom Versace.Photo: Rick Rowell/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Scarlett Johansson, 2020

It’s the peek-a-boo corset for us.

Scarlett Johansson in Oscar de la Renta. Photo: Amy Sussman/Getty Images.

Here They Are: The Best Oscars Looks Of All Time

Beanie Feldstein, 2020

We’ll never grow tired of Beanie Feldstein wearing Miu Miu on the red carpet.

Beanie Feldstein in custom Miu Miu. Photo: Amy Sussman/Getty Images.

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