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Best Oscars Dresses Of All Time - Top Red Carpet Looks

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From Audrey Hepburn to Cynthia Erivo, these Oscars gowns will go down in fashion history.

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.

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.
Madonna, 1991

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.

Winona Ryder, 1994

Who doesn't love a Gatsby-esque gown at the Oscars?
Elizabeth Hurley, 1995

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

Elizabeth Hurley in Versace.
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.
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.

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.
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.
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.

Queen Latifah, 2000

Blue is definitely Queen Latifah's color.

Queen Latifah in a blue dress.

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.

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.

Charlize Theron, 2004

Is Charlize Theron ever not glowing?

Charlize Theron in Dior.
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.
Michelle Williams, 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.
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.
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.

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.

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.

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.

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.

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.

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.

Olivia Wilde, 2016

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

Olivia Wilde in Valentino Haute Couture.

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.

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.

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.

Margot Robbie, 2018

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

Margot Robbie in Chanel.

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.

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.

Scarlett Johansson, 2020

It's the peek-a-boo corset for us.

Scarlett Johansson in Oscar de la Renta.

Beanie Feldstein, 2020

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

Beanie Feldstein in custom Miu Miu.

Regina King, 2021

According to styling duo Wayman Bannerman and Micah McDonald, Regina King's winged, custom Louis Vuitton gown includes 6,000 crystals. (Casual.)

Regina King in custom Louis Vuitton.

Zendaya, 2021

Between the midriff cut-out, the 183 carats of Bvlgari diamonds, and the homage to Cher, Zendaya's 2021 Oscars look will go down in history. Did we mention that it glows in the dark? Yeah, it's that good.

Zendaya in custom Valentino.

Ariana DeBose, 2022

Sure, a gown is all good. But Ariana DeBose challenged the award season dress code with this pantsuit and cape combo that made the Oscar winner a red carpet victor.

Ariana DeBose in Valentino.

Florence Pugh, 2023

Miss Flo's black shorts divided the internet. But they surely made a statement — and changed red carpet dressing in the process.

Florence Pugh in Valentino Couture.

Lily Gladstone, 2024

Lily Gladstone — the first Native American woman to be nominated for best actress — wore a custom Gucci gown that was made in collaboration with Indigenous artist Joe Big Mountain of Ironhorse Quillwork.

Lily Gladstone in Gucci.

Sandra Hüller, 2024

German actor Sandra Hüller – who starred in two Best Picture nominees, Anatomy of a Fall and The Zone of Interest — capped of her fashionable red-carpet season in a velvet hourglass gown with statement shoulders.

Sandra Hüller in Schiaparelli.

Da'Vine Joy Randolph, 2024

Supporting actress winner Da'Vine Joy Randolph made her Oscars debut in a show-stopping blue gown that had it all: sequins, ruffles, and a sheer train.

Da'Vine Joy Randolph in Louis Vuitton.

Emily Blunt, 2024

Oppenheimer nominee Emily Blunt shimmering floating-shoulder gown was a look to remember.

Emily Blunt in Schiaparelli.

Emma Stone, 2024

The Poor Things star picked up her second Oscar in a corseted peplum gown that featured a sleek skirt and short train.

Emma Stone in Louis Vuitton.