The 45 Best Oscars Looks Of All Time

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If awards season is a fashion extravaganza, the Oscars red carpet is the main event. While it's a spectator sport for fashion enthusiasts, even the most laid-back onlooker will remember a standout outfit.

Oscar—just moments before brushing off an unwanted smooch from Adrien Brody? (We can only imagine her blood was boiling as much as the fashion world was going wild.)

Bring their own drama and outdo the nominated movies. Björk's Icelandic singer Marjan Pejoski swan dress caused a stir when she wore it to the Oscars in 2001, with some people thinking it was a joke and others praising its artistic style. Meanwhile, in 1969, Barbra Streisand shocked viewers with her sheer Arnold Scaasi pantsuit – a bold move that, unbeknownst to her, showed more than she meant to under the stage lights. A controversy at the time, now it’s a fashion look we'd wear to dinner without a second thought.

As we look ahead to the 2025 Academy Awards red carpet, we're thinking back on the top Oscars fashion moments of all time – the gowns that are etched in our memories for free.

Quannah Chasinghorse in Red Berry Woman

2024 Oscars

Jennifer Lawrence in Dior

2024 Oscars

Danai Gurira in Jason Wu and Messika.

2023 Oscars

Jessie Buckley in Rodarte

2023 Oscars

Zendaya in Custom Valentino

2022 Oscars

Janelle Monáe in Ralph Lauren's 2020 fashion campaign, 'A New American Woman', celebrated the designer's 50th anniversary.

2020 Oscars

Gemma Chan in Valentino

2019 Oscars

Saoirse Ronan for Calvin Klein

2018 Oscars

Margot Robbie in Chanel

2018 Oscars

Ruth Negga in Valentino

2017 Oscars

Cate Blanchett in Armani Privé

2014 Oscars

Lupita Nyong’o in Prada

Jennifer Lawrence in Christian Dior

2013 Oscars

Anne Hathaway in Valentino

2013 Oscars

Diane Kruger in Chanel

2010 Oscars

Sarah Jessica Parker in Chanel

2010 Oscars

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2008 Oscars

Penelope Cruz in Atelier Versace

2007 Oscars

Gwyneth Paltrow at Zac Posen

2007 Oscars

Michelle Williams in Vera Wang

2006 Oscars

Hilary Swank in Guy Laroche

2005 Oscars

Charlize Theron in Gucci

2004 Oscars

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2004 Oscars

Jennifer Lopez in Valentino

2003 Oscars

Halle Berry at Elie Saab

2002 Oscars

Björk in Marjan Pejoski

2001 Oscars

Renée Zellweger in a vintage Jean Dessès

2001 Oscars

Gwyneth Paltrow in Ralph Lauren

1999 Oscars

Sharon Stone at Gap and Vera Wang

1998 Oscars

Cher in Bob Mackie

1998 Oscars

Courtney Love in Versace

1997 Oscars

Nicole Kidman in a John Galliano for Christian Dior

1997 Oscars

Winona Ryder in Chanel

1997 Oscars

Kate Winslet with Vivienne Westwood

1996 Oscars

Claudia Schiffer in Versace

1994 Oscars

Winona Ryder in Badgley Mischka

1996 Oscars

Cindy Crawford in Hervé Léger

1993 Oscars

Juliette Lewis in a vintage-style gown

1992 Oscars

Martha Plimpton in a classic evening gown

1989 Oscars

Jamie Lee Curtis as Marlene Dietrich

1983 Oscars

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1978 Oscars

Cher in Bob Mackie

1973 Oscars

Elizabeth Taylor, as designed by Edith Head

1970 Oscars

Barbra Streisand in Arnold Scaasi

1969 Oscars

Grace Kelly in Edith Head

1955 Oscars

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