Best Ever Oscar Dresses, According To Pinterest

Alice Duthie
on 16 February 2022

With the Oscars only a month away, Women Love Tech looks at the most dazzling red carpet dresses from over the years.

Every year celebrities work hard to out-do one another, crafting iconic looks with bold silhouettes and expensive bling to match.

This year, the team at Betway have used data available on Pinterest to reveal which Oscars looks stole the show and received the most saved pins.

Here are the most popular looks:

  • Billy Porter (2112 pins)
  • Scarlett Johansson (2001 pins)
  • Jessica Chastain (1987 pins)
  • Emma Stone (1865 pins) 
  • Lupita Nyong’o (1840 pins)
  • Cate Blanchett (1787 pins)
  • Florence Pugh (1698 pins)
  • Zendaya (1650 pins)
  • Natalie Portman (1532 pins)
  • Regina King (1446)

Let’s take a closer look at some of the most iconic Oscars fashion moments, as approved by Pinterest users!

1. Billy Porter’s show-stopping black velvet gown (2112 pins)

Billy Porter

Pins: 1004

Event: Oscars 2019

Designer: Christian Siriano

With over 2000 pins, American actor, singer and author Billy Porter stepped out with arguably the most iconic look in Oscars history. This black velvet Christian Siriano ball gown and matching tuxedo jacket back in 2019 remains the most popular Oscars look on Pinterest.

Not to be outdone by his own look, later that year, the star also made headlines with an incredible Gold sequinned bodysuit at the Met Gala. 

2. Scarlett Johansson in stunning Oscar de la Renta dress (2001 pins) 

Scarlett Johansson

Pins: 2001

Event: Oscars 2020

Designer: Oscar de la Renta

In second place, Black Widow star and actress Scarlett Johansson won audiences over with this figure hugging and perfectly draped Oscar de la Renta dress in 2020. 

Johansson is known for being one of the best dressed, working with designers such as Givenchy, Dolce and Gabbana and Alaïa.

3. Jessica Chastain’s elegant Givenchy gown (1987 pins)

Jessica Chastain Oscars Look

Pins: 1987

Event: Oscars 2015

Designer: Givenchy

Jessica Chastain wore this effortlessly chic and classic navy Givenchy dress to the Oscars back in 2015. This timeless look remains a hit with 1987 pins on Pinterest. 

The star of Interstella and Dark Phoenix also wore a custom Armani gown to the Academy Awards back in 2013, further cementing her style icon status.

4. Emma Stone in beaded Ellie Saabe (1865 pins) 

Emma Stone Oscars Look

Pins: 1865

Event: Oscars 2015

Designer: Ellie Saabe

In what was a show stopping moment, actress and star of La La Land Emma Stone glided down the red carpet in this stunning beaded Ellie Saabe gown back in 2015, remaining popular with Pinterest users with over 1800 saved pins.

The star gave the 2021 Oscars a miss as she welcomed a new daughter with her partner Dave McCary the following month, we can’t wait to see what she steps out in this year.

5. Lupita Nyong’o dazzles in Prada (1840 pins)

Lupita Oscars Look

Pins: 1840

Event: Oscars 2014

Designer: Prada

2014’s breakout star Lupita Nyong’o was ethereal in this plunging Prada gown. Nothing could have been more perfect for her first ever awards speech after she won the Oscar for Best Supporting Actress for her role in 12 Years A Slave.

6. Cate Blanchett’s expensive ensemble (1787 pins)

Cate Blanchett Oscars Look

Pins: 1787

Event: Oscars 2014

Designer: Armani Privé

Cate Blanchett never fails to deliver a chic style moment, which is exactly what this is! Her dress in 2014 designed by Armani Privé, dripping in Chopard jewellery which altogether cost $18 million. Wow.

Vogue listed her Oscars look as the most expensive ensemble of the night.

7. Florence Pugh in statement Louis Vuitton (1698 pins)

Florence Pugh Oscars Look

Pins: 1698

Event: Oscars 2020

Designer: Louis Vuitton 

Something a bit of fun and youthful, Florence Pugh wore this ruffled Louis Vuitton ensemble for her very first Oscars in 2020.

The British actress has gone on to be a bit of a style icon for her generation, dressed in everything from Versace to Miu Miu. 

8. Zendaya in stunning yellow Valentino dress (1650 pins)

Zendaya Oscars Look

Pins: 1650

Event: Oscars 2021

Designer: Valentino

Zendaya is an absolute vision in this gorgeous canary yellow Valentino gown, paired with $6 million worth of Bulgari jewels.  

The Dune star also received the Fashion Icon Award at the CFDA Awards in 2021.

9. Natalie Portman wears sophisticated Dior Haute Couture (1532 pins)

Natalie Portman

Pins: 1532

Event: Oscars 2020

Designer: Armani Privé

Black Swan star Natalie Portman is a grecian goddess in this moody black and gold Dior Haute Couture cape in 2020. Never one to shy away from having an opinion and taking a stance, the cape was embroidered with the names of female directors who were snubbed of Oscars nominations that year. 

10. Regina King’s wins Best Supporting Actress in Oscar de la Renta gown (1446)

Regina King

Pins: 1446

Event: Oscars 2019

Designer: Oscar de la Renta

And finally, Regina King not only won the Oscar for Best Supporting Actress in 2019, but she also wore this Oscar de la Renta gown that spoke to the stature of her artistry as an actress…and the draping is also to die for.

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