10 Best Oscar Dresses of the 2000s!

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9. Jessica Chastain – 2012 Academy Awards

Jessica Chastain looked exquisite at the 84^th Annual Academy Awards where she wore this strapless Alexander McQueen gown with $2 million worth of Harry Winston jewelry. The actress was nominated for Best Supporting Actress for her performance in “The Help” and, even though she didn’t take home an award, she definitely made it on many best-dressed lists for this black and gold number.

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8. Charlize Theron – 2004 Academy Awards

Charlize Theron shimmered in this dazzling beaded Gucci gown at the 76^th Annual Academy Awards where she took home Best Actress for her performance in “Monster.” Even though the actress had put on 30 pounds for her winning role, she looked beautiful and incredibly fit by the time she hit the red carpet.

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7. Amanda Seyfried – 2013 Academy Awards

Amanda Seyfried wore this custom Alexander McQueen halter gown to the 85^th Annual Academy Awards. The lilac organza gown covered in silver dragonfly embroidery with Lorraine Schwartz earrings and pastel make-up gave the “Les Misérables” actress an ethereal look.

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6. Jennifer Garner – 2006 Academy Awards

Jennifer Garner showed up at the 78^th Annual Academy Awards wearing this gorgeous Michael Kors gown with diamond chandelier earrings and a diamond bracelet. The “Alias” actress – who had recently gave birth to her first child – looked stunning in this shimmering dress.

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5. Cameron Diaz – 2007 Academy Awards

Cameron Diaz paired this white asymmetrical Valentino Couture design with dazzling Cartier emerald drop earrings and silver peep-toe shoes to the 79^th Annual Academy Awards. Even though she had not been nominated for any Oscars, she was well on her way to being one of the best-dressed actresses at the event.

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4. Penelope Cruz – 2009 Academy Awards

Penelope Cruz wore this vintage strapless Pierre Balmain gown with brocade-ish embroidery and a ruched dress skirt to the 81^st Annual Academy Awards where she won Best Supporting Actress for her role in “Vicky Cristina Barcelona.” According to Cruz, she saw this 60-year-old gown in a store several years back and promised herself that she would buy it. She went back a few weeks before the Oscar’s and decided that she would wear it to the ceremony.

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3. Marion Cotillard – 2008 Academy Awards

Marion Cotillard wore this mermaid-inspired Jean Paul Gaultier dress to the 80^th Annual Academy Awards where she won Best Actress for her performance in “La Vie en Rose.” This fishtailed frock was custom made for her based on a similar dress from Jean Paul Gaultier’s 2008 couture collection.

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2. Nicole Kidman – 2007 Academy Awards

Nicole Kidman looked elegant in this lipstick-red Balenciaga gown with a stunning halter and a dramatic bow at the 79^th Annual Academy Awards. She may not have been nominated for any awards that year, but this dress definitely got her noticed.

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1. Michelle Williams – 2012 Academy Awards

Michelle Williams looked radiant in this red Louis Vuitton gown at the 84^th Annual Academy Awards. The strapless dress had a peplum waist and a small bow at her right hip. The former “Dawson’s Creek” actress accessorized with a Fred Leighton Foervermark necklace. Williams was up for the Best Actress Oscar for her role in “My Week with Marilyn.” She didn’t take home the trophy for her category but she definitely takes home our award for best dressed that year!

Cate

Cate has a B.A. and an M.A. in English Literature and has been the Managing Editor of Fame10 for more than 6 years. Despite having a love for the works of Thomas Hardy, Leo Tolstoy and Lord Byron, she also has an intense fascination with pop culture. When she isn’t writing for Fame10, she’s planning her next big adventure in Southeast Asia.