Best Oscar Dresses Of All-Time

By:

December 10, 2019 5:29PM EST

1 of 25

Lady Gaga, 2019

Lady Gaga, 2019 — The Academy Awards are undoubtedly the most preistigious award show of the year. In addition to the show being about the honors in acting, directing, writing and more, the big night is also about the fashion. Over the years, some of the biggest stars in the entertainment industry have walked the Oscars red carpet in fabulous and glamorous looks.

Stars ranging from Angelina Jolie, to Emma Stone, Zendaya — and even Billy Porter — strutted down the red carpet at the Oscars over the years. In 2019, Lady Gaga channeled Aubrey Hepburn, the original ‘A Star is Born’ actress, when she was nominated twice for the remake of the classic film. Gaga, who wound up taking home the Oscar for Best Original Song, stunned in this chic, custom black dress from Alexander McQueen, paired with matching opera-length gloves. The drop waist gown was equal parts sexy and classy. To see more of the best Oscar dresses, scroll through this gallery!

2 of 25

Brie Larson, 2020

Brie Larson, 2020 — Brie Larson looks like an absolute vision while arriving at the 2020 Oscars. She wore a plunging, bejeweled gown, which featured a thigh-high leg slit and gorgeous cape.

3 of 25

Margot Robbie, 2016

Margot Robbie, 2016 — Margot Robbie looked like a bombshell while wearing a gold Tom Ford dress to the 2016 Academy Awards. Her gown featured a plunging neckline and hugged every inch of her body, from her arms to her legs.

4 of 25

Janelle Monae, 2020

Janelle Monae, 2020 — Janelle Monae was stunning in silver when she walked the red carpet at the 2020 Oscars. She wore a gown with matching headpiece on the red carpet.

5 of 25

Chrissy Teigen, 2017

Chrissy Teigen, 2017 — Chrissy Teigen showed some major leg in her gorgeous gown at the 2017 Oscars. She wore a white dress with silver embellishments and a sheer cutout in the center.

6 of 25

Jennifer Aniston, 2015

Jennifer Aniston, 2015 — Jennifer Aniston rocked a sexy strapless gown for her appearance at the 2015 Oscars. The dress sparkled on the red carpet and also featured a small leg slit.

7 of 25

Charlize Theron, 2020

Charlize Theron, 2020 — Charlize Theron was radiant in her black gown at the 2020 Oscars. The dress featured an off-the-shoulder style and a thigh-high leg slit, with a long, gorgeous train.

8 of 25

Gemma Chan, 2019

Gemma Chan, 2019 — Gemma Chan was pretty in pink while walking the red carpet at the 2019 Oscars. She wore a long, pink gown with a high neckline on the red carpet.

9 of 25

Scarlett Johansson, 2015

Scarlett Johansson, 2015 — Scarlett Johansson dazzled in an emerald, form-fitting dress while attending the 2015 Oscars. She paired the look with a slicked back hairstyle and a chunky necklace to match her dress.

10 of 25

Florence Pugh, 2020

Florence Pugh, 2020 — Florence Pugh shined bright at her first Oscars ceremony in 2020. She wore a gorgeous teal gown with a low-cut neckline and shoes to match.

11 of 25

Jennifer Lawrence, 2016

Jennifer Lawrence, 2016 — Jennifer Lawrence stuns in a black dress at the 2016 Oscars. The dress featured a sheer neckline that cut low, and Jen rocked it perfectly.

12 of 25

Billy Porter, 2019

Billy Porter, 2019 — Billy Porter came to SLAY at the 2018 Oscars, walking the red carpet in a custom Christian Siriano gown. He still gave a nod to traditional men’s red carpet fashion by wearing a tuxedo top with the ballgown skirt.

13 of 25

Nicole Kidman, 2018

Nicole Kidman, 2018 — Nicole Kidman has never met a red carpet she didn’t dominate. The Oscar-winner rolled up to the 2018 Oscars wearing a royal blue, Armani Privé gown adorned with a giant bow.

14 of 25

Jennifer Garner, 2018

Jennifer Garner, 2018 — Jennifer Garner wore the same shade of blue as Nicole Kidman to the 2018 Oscars, but her Atelier Versace dress couldn’t have been more different. She looked like a goddess in the one-shouldered, draped gown.

15 of 25

Taraji P. Henson, 2018

Taraji P. Henson, 2018 — Taraji P. Henson was a major standout at the 2018 Oscars in this custom Vera Wang dress that showed a whole lotta leg. She worked it too, waving her cape and sticking her leg out the whole time.

16 of 25

Emma Stone, 2017

Emma Stone, 2017 — Emma Stone took home the Best Actress award at the 2017 Oscars, and she came dressed like one herself. Emma looked like a flapper in a beaded Givenchy dress with a fringed skirt in a pretty gold hue.

17 of 25

Zendaya, 2015

Zendaya, 2015 — Zendaya looked like she was poured into this white satin Vivienne Westwood dress at the 2015 Oscars! She looked ultra cool with her hair in dreds and a smokey eye. The future MJ had one of the best looks of the night… even if Giuliana Rancic didn’t think so.

18 of 25

Amy Adams, 2013

Amy Adams, 2013 — Amy Adams channeled her inner Enchanted character with this romantic, fluffy gown at the 2013 Oscars. The baby blue Oscar De La Renta dress featured ruffles, tulle, and beads. Such a princess!

19 of 25

Jessica Chastain, 2012

Jessica Chastain, 2012 — Jessica Chastain’s hand-embroidered Alexander McQueen gown that she wore to the 2012 Oscars cost a whopping $28,950 — and she rocked the hell out of it. The gold and black look perfect with her red hair.

20 of 25

Angelina Jolie, 2012

Angelina Jolie, 2012 — Maybe the most iconic dress of the decade, if not one of the all-time greats! Angelina Jolie popped that leg all night at the 2012 Oscars while wearing this dramatic, Atelier Versace gown. The bow on the opposite hip gave it some major flair.

21 of 25

Mila Kunis, 2011

Mila Kunis, 2011 — Mila Kunis looked like a doll at the 2011 Oscars while wearing this romantic, floaty gown covered in lace and gauzy fabric. The pretty lavender color made the Elie Saab Haute Couture dress even better!

22 of 25

Cate Blanchett, 2011

Cate Blanchett, 2011 — Cate Blanchett knocked it out of the park at the 2011 Oscars by wearing this unique, Givenchy Couture gown. The dress featured intricate purple and yellow beading over the bodice, transforming the shape of the lavender gown into something futuristic.

23 of 25

Kristen Stewart, 2010

Kristen Stewart, 2010 — Kristen Stewart was still a Twilight star when she attended the 2010 Oscars, and looked the part of a young starlet. Her simple, but sexy black gown from celeb favorite Monique L’huillier suited her perfectly.

24 of 25

Zoe Saldana, 2010

Zoe Saldana, 2010 — Zoe Saldana was fearless in this ombré purple dress, covered in ruffles and glitter at the 2010 Oscars. She paired the Givenchy by Riccardo Tisci gown with Lorraine Shwartz jewels, and was (obviously) a total standout.

25 of 25

Beyonce, 2009

Beyonce, 2009 — Beyonce looked like Queen Bey at the 2009 Oscars in this dramatic, brocade mermaid gown from House of Deréon. Gold and black look SO good on her. We can’t wait to see what she wears to the 2020 show when she’s surely nominated.

Click to Subscribe to Get Our Free HollywoodLife Daily Newsletter to get the hottest celeb news.