The 16 Most Iconic Oscars Gowns Of All Time

Oscars fever has hit tinsel town and with the awards airing on Monday, we’re counting down our top 16 Red Carpet wins of all time. From Nupita to Audrey who’s your favourite?

Lupita Nyong’o

in Prada at the 2014 Academy Awards


MediaNot only did she take home the Oscar for Best Supporting Actress, Nupita’s dreamy Prada gown quickly became the stuff of red-carpet legend. Who could forget that the way her sky-blue gown billowed in the wind? Everyone fell head over heels for Nupita,


Jennifer Lawrence 

in Dior Haute Couture


No-one will forget the time JLaw fell on her face at the Academy Awards. The culprit? The princess train on her Dior gown . In a fit of laughter the actress graciously dusted herself off and accepted the award for Best Actress. Queue the moment the world fell in love with JLaw.


Angelina Jolie 

in Versace at the 2012 Academy Awards


Forget the dress, it was the pose that launched a thousand memes. Thigh-high splits will never be the same.


Marion Cotillard 

in Jean Paul Gaultier at the 2008 Academy Awards


Fish scales on the red carpet? It sounds like a disaster waiting to happen but Marion managed to pull it off in a way that only a french woman could- in the chicest way imaginable.

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Michelle Williams 

In Vera Wang at the 2006 Academy Awards


Almost 10 years after Williams broke onto our TV screens in ‘Dawson’s Creek’, she reemerged as a glamorous and talented Oscar-nominee. The then-partner of Heath Ledger, welcomed much praise her performance in the ground-breaking film ‘Brokeback Mountain’, but it was her canary yellow Vera Wang gown that stole the show on Oscars night.

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Hilary Swank 

In Guy Laroche at 2005 at the Academy Awards


Hilary Swank dared to bare in this navy blue backless gown. Praised for her modern take on red-carpet style, the actress broke the princess-style mould with her sultry flair.


Charlize Theron 

in Gucci at the 2004 Academy Awards


Charlize’s stunning looks almost outshone her Oscar win for best actress in ‘Monster’. The model-turned-actress famously became ‘ugly’ for the role in which she was a lesbian serial killer. For most, it was difficult to believe Theron’s siren-like looks were one in the same as her on-screen persona.


Halle Berry 

in Ellie Saab at the 2002 Academy Awards


Berry’s nearly-nude Ellie Saab gown was utterly show-stopping on the red carpet. Taking out the best actress gong for her role in ‘Monster’s Ball’, she made history as the first African American woman to win the award.



in Marjan Pejoski at the 2001 Academy Awards


The first and only woman to wear a swan dress to the Oscars. Love it or hate, the singer’s individualist choice has gone down in fashion history.


Julia Roberts 

in Valentino at the 2001 Academy Awards


The leading lady demonstrated classic glam in this simple, yet unique black and white gown. It represented everything that Julia is, beautiful, one of a kind, and totally swoon worthy.


Gwyneth Paltrow 

in Ralph Lauren at the 1999 Academy Awards


If her pink gown wasn’t a bold statement, the actress’ oscar win for ‘Shakespeare In Love’, certainly was. For the first time, the budding actress could break away from her family’s shadow and steal the show.


Sharon Stone

in Vera Wang at the 1998 Academy Awards


Stone famously paired her violet Vera Wang skirt with a shirt she borrowed from her boyfriend’s closet. Very cheeky, but oh so chic.


Nicole Kidman 

in Christian Dior at the 1997 Academy Awards


Kidman stole the spotlight from her famous husband in a oriental inspired gown which fitted her statuesque frame flawlessly. There was no hiding behind Cruise’s shadow in this one.



In Bob Mackie at the 1986 Academy Awards


When was the last time you saw an Oscar nominee rock up in mid-drift and a feathered head-dress? Cher’s bold fashion statements have become synonymous with her name.


Barbara Streisand 

In Arnold Scaasi at the 1969 Academy Awards


Before Beyonce hit the met gala in her nearly nude dress, Barbara rocked the Oscars in her peek-a-boo Scassi gown. The actress-on-the-rise sparked intrigue and outrage when she dared to bare more than most had at the time. A fitting choice for the ‘Funny Girl’ actress.


Audrey Hepburn 

in Givenchy at the 1954 Academy Awards


Hepburn’s waisted Givenchy dress wasn’t the only winner of the night, the actress managed to pick up an Oscar for her performance alongside Gregory Peck in ‘Roman Holiday’. Her style of choice embodied the aura of beauty and affluence that Audrey became so loved for.


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