20 Most Memorable Oscar Dresses Of All Time


There is no red carpet event that is more anticipated than the annual Academy Awards and luckily, the wait is nearly over! Although the glamorous event is intended to honor Hollywood’s brightest accomplishments, some would argue that the red carpet fashion is an even larger part of the appeal. Stars such as Audrey Hepburn and Halle Berry have graced the Oscar’s red carpet in some of the most striking gowns that fans can still recall with clarity even decades later. For those who just can’t wait until the awards show, in the meantime, follow along for 20 of the most memorable Academy Award dresses from year’s past:

20. Grace Kelly — 1955

Grace Kelly is one of Hollywood’s most elegant icons, but her look from the 1955 Oscars was especially remarkable. The pale ice blue dress designed by Edith Head featured a dainty double strap and a luxurious silk texture that hugged her body perfectly. Suited for the classy woman she is, Kelly wore a pair of sleek white gloves as accessories and delicate pearl earrings. She quaffed her hair into an updo which was topped with romantic rosebuds throughout.

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19. Audrey Hepburn — 1964

Audrey Hepburn was another Hollywood icon that looked absolutely striking whenever she stepped onto the red carpet! Hepburn’s floral look from the 1964 Academy Awards was definitely one of her most memorable. The Givenchy number was the epitome of old Hollywood glam with it’s A-line shape and couture detailing. The dress flattered her tiny figure and the belt-detailing around her waist further emphasized her petite frame.

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18. Julia Roberts — 2001

Julia Roberts’ Valentino number from 2001 was one of her most breathtaking looks to date! The vintage gown featured a dainty halter neckline and a sleek, body-hugging shape that definitely stole the show. The vintage number was fitted and sophisticated but still romantic, especially with the glamorous train that cascaded behind her as she walked. The smooth updo definitely softened the entire look and added a touch of old Hollywood glamour.

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17. Jennifer Lopez — 2003

Jennifer Lopez stepped out in 2003 wearing a mint green Valentino number that was the perfect color selection to flatter her bronzed complexion. The gown featured a stunning one shoulder neckline that had soft, sparkling embellishment around the edges. The look was definitely one of Lopez’s best of all time and although it was relatively clean and simple, it definitely made a lasting impression for years to come following the event.

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16. Hilary Swank — 2005

Hilary Swank’s Guy Laroche navy number from the 2005 Oscars made one of the biggest fashion statements in red carpet history! At the time, a completely backless look like this was revolutionary, but it went on to inspire generations of designers for years to come. The stunning sapphire number proves that it doesn’t take embellishment or glitter to make a fashion statement and that often the cut of the dress is what makes the biggest impact.

Photo: ABC/Craig Sjodin/Courtesy Everett Collection.

15. Reese Witherspoon — 2006

Reese Witherspoon looked absolutely dreamy on the 2006 red carpet when she stepped out wearing a vintage 1955 Dior number. Rumor has it that Reese discovered the hidden gem tucked away in a Paris vintage boutique! She initially had trouble convincing the shop owner to part with it because, according to her, it had once belonged to royalty. Clearly, Reese won in the end and the result was an absolutely enchanting red carpet fashion moment.

14. Sandra Bullock — 2010

Sandra Bullock absolutely dazzled back in 2010 when she took to the Oscar’s red carpet wearing this glittering champagne number. The Marchesa garment featured a sheer bodice that had strategically placed embellishment and beading throughout. The gown flourished into a full glitter skirt that hugged her figure and trailed gracefully behind her as she walked. Bullock is hardly one to opt for sparkle on the red carpet which made this look all the more striking and notable.

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13. Mila Kunis — 2011

Mila Kunis’ 2011 Academy Awards look definitely generated quite a bit of buzz! The eye-catching lavender number was designed by Ellie Saab and featured a chiffon texture, tiered lace detailing and a flattering ribbon which tied around the waist. We absolutely love the whimsical, romantic feel of this feminine gown and the soft purple color was striking against Mila’s dark features and hair.

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12. Lupita Nyong’o — 2014

Lupita Nyong’o was a red carpet newbie when she stepped out at the Oscar’s back in 2014! She clearly knew how to make an impact and opted for a powder blue Prada gown that looked absolutely stunning on her. At the time, Nyong’o divulged that she picked the color specifically because it reminded her of her home, Nairobi. The pleated gown featured an elegant drop-style neckline and a full skirt which was completely glamorous, especially when topped with the sparkling diamond headband.

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11. Taraji P. Henson — 2017

Taraji P. Henson turned heads when she stepped onto the 2017 Academy Awards red carpet wearing this luxurious velvet number. The Alberta Ferretti design featured an elegant off-the-shoulder neckline, which she topped with a chunky diamond necklace for added glamour. The cut of the dress was relatively simple, but the combination of the rich velvet with the thick diamonds was a display of Hollywood glitz at its finest.

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10. Cher – 1988

Cher has always had a reputation for pushing the limits, but especially when it comes to fashion! In 1986, she attended the Academy Awards wearing a midriff-bearing two-piece outfit that would go down in history as one of the quirkiest red carpet looks ever. Two years later, she took the bold look up to another level when she attended the Oscars wearing a completely sheer dress that featured beading, embellishment, ruching and a sparkling scarf.

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9. Gwyneth Paltrow – 1999

At the 1999 Academy Awards, Gwyneth Paltrow showed up wearing a pink taffeta Ralph Lauren gown, which featured V-shaped neckline and a long, wide skirt. Although some people criticized the dress because it wasn’t properly tailored, overall, it has been remembered as one of the greatest dresses ever worn on the Oscar’s red carpet and Paltrow was credited for bringing pink back in style.

8. Priyanka Chopra — 2017

No one could possibly forget Priyanka Chopra’s statement look from the 2017 Oscar red carpet! The crisp column-style dress was designed by Ralph & Russo and featured a geometric pattern throughout and a sharp square-shaped neckline. The look was a little avant-garde but still flattering and totally elegant. She topped the look with sparkling diamonds and sleeked her straight hair behind her ears.

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7. Halle Berry – 2002

Halle Berry wore an Elie Saab dress to the 2002 Academy Awards that was definitely one of her most memorable looks ever. The top of the dress was made of mesh with some strategic embroidering over the chest with a maroon colored satin skirt. It’s considered one of the greatest Oscar dresses of all time because it was edgy and revealing, but at the same time left a lot to the imagination.

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6. Michelle Williams – 2006

Michelle Williams didn’t win the Oscar for Best Supporting Actress in this saffron yellow Vera Wang gown, but she did receive critical acclaim for her bold fashion choice. While the color was initially panned, it became one of the hottest hues in Hollywood. The style of the dress combined with Williams’ bright red lips and wispy hair, she looked like she came out of an old Hollywood film.

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5. Nicole Kidman – 2007

Nicole Kidman has attended so many Academy Award ceremonies over the years and she almost always lands on the best-dressed lists; however, there is one dress, in particular, that is by far the most memorable. In 2007, she wore a red eye-catching Balenciaga gown with a dramatic bow at the neck. Although she initially received a lot of flack for sporting a bow bigger than her head, all agreed that the dress was beautiful. It even sported a copycat at the 2012 Oscars with Emma Stone’s red Giambattista Valli gown.

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4. Penelope Cruz – 2007

Penelope Cruz wore a stunning dusty pink feathered Versace number to the 2007 Academy Awards. The strapless gown flattered her hourglass figure flawlessly with its fitted bodice and long feathery train. Given the couture details on the dress, we’re not at all surprised that it is considered one of the most beautiful and iconic Oscar dresses of all time. She added a polished spin to the dramatic number by pulling her hair back into an elegant updo and showing off her chiseled collarbone.

3. Jessica Chastain – 2012

On the red carpet, Jessica Chastain’s fashion has been a hit or miss, but at the 2012 Oscars, she hit it out of the ballpark with this daring Alexander McQueen number. She looked absolutely regal in the black strapless gown, which featured a silk organza corset and gold beaded embroidery. This was definitely one of the more memorable of her gowns and it featured just the right amount of embellishment to be glamorous yet still tasteful.

2. Amy Adams – 2013

Amy Adams looked absolutely heavenly at the 2013 Academy Awards in this silver strapless Oscar de la Renta gown. The look featured a feathery tulle skirt and a flattering sweetheart bodice that ruched across the front. This dress was definitely memorable because it was sophisticated and sharp yet still made a statement. We love that Adams opted for a wispy updo with this look to truly allow the gown to steal the show.

1. Jennifer Lawrence – 2013

Jennifer Lawrence’s pale pink Christian Dior Couture gown that she wore to the 2013 Oscars was definitely the most dramatic dress choice at the event. With its strapless silhouette and ultra-voluminous skirt, she looked like she came straight from a Disney movie where she played the princess. It’s no wonder her outfit was so memorable – she was styled by none other than celebrity stylist Rachel Zoe!