Skip to main contentSkip to footer

24 of the most memorable Oscar dresses of all time

Expect some nostalgic moments…

February 12, 2019
Share this:

The Oscars is undoubtedly one of the biggest occasions in Hollywood's calendar and this means one thing - the dress has to be right on the night. Indeed, the rich and famous will speed dial the hottest designers of the moment for custom made gowns to walk down the red carpet in and over the years, there have been some absolute treasures. From Gwyneth Paltrow's unforgettable Ralph Lauren gown to Halle Berry's see-through Elie Saab outfit and that swan dress Bjork showcased back in 2001 - we count the most memorable Oscar dress moments of all time. Expect to feel pretty nostalgic…

Gwyneth Paltrow: 1999

Ah, Gwyneth and THAT pink Ralph Lauren showstopper. Why go understand when you can go full-out gown?


Angelina Jolie: 2012

Right leg. Enough said.


Halle Berry: 2002

Arguably one of the most iconic Oscar dresses of all, Halle Berry's 2002 Elie Saab gown with sheer panelling, embroidery and silk won the praise of critics around the world. So did her performance in Monster's Ball which resulted in her becoming the first woman of colour to win the Academy Award for Best Actress.


Bjork: 2001

Ask anyone 'what's the most memorable Oscars dress you can think of?', and we guarantee they'll say 'that swan dress'. Indeed, this Marjan Pejoski dress, created for the Icelandic singer, went down not just in Oscars history but in the entirety of red carpet dress history.


Cameron Diaz: 2002

This Emmanuel Ungaro Couture dress gives us such Charlie's Angels vibes, don't you think?


Cate Blanchett: 2016

Cate Blanchett has been attending the Academy Awards since the 1990s and always serves serious style goals but this Armani dress has proved to be a standout moment. Isn't it breathtaking?


Charlize Theron: 2004

Is this not the perfect dress to win an Oscar in? Lucky Charlize did that night for her performance in Monster then, eh?


Drew Barrymore: 1998

Does just looking at this photograph of Drew Barrymore at the Oscars in 1998 make you feel nostalgic? You're not alone. We still have big love for that daisy.


Lady Gaga: 2016

You can always rely on Lady Gaga to step things up on the glamour front and her Brandon Maxwell suit-dress for the 2016 Academy Awards did not disappoint.

jennifer aniston

Jennifer Aniston: 2000

If there's anyone that proves that you don't need to be OTT to be noticed, it's Jennifer Aniston. To the 2000 Oscar after party she wore this simple deep-v black halterneck dress and simply added a diamante choker for a little pizazz. The look was 'peak Brad and Jen' era and she was accompanied by her then-husband that night.

jennifer lawrence

Jennifer Lawrence: 2013

As the face of Miss Dior, it was obvious that Lawrence would wear one of Raf Simons' designs to the Academy Awards in 2013 but we couldn't have predicted just how beautiful it was. The perfect dress to pick up her Best Actress award for Silver Lining Playbook, right?

jennifer lopez

Jennifer Lopez: 2003

A Grecian goddess indeed, Jennifer Lopez looked unforgettable when she turned up to the 2003 Oscars in this mint green Valentino Sari-style dress that she paired her eyeshadow to.


Jessica Biel: 2017

Another outfit to give the statue a run for its money was Jessica Biel's show stopping choice for the 2017 Academy Awards.

julia roberts

Julia Roberts: 2001

Fitted, romantic yet classic, this Valentino dress that Julia selected for Oscars night remains a hit today. That night she scooped up the gong for Best Actress for her performance in Erin Brockovich.


Keira Knightley: 2006

Keira looked sumptuous in this burgundy silk Vera Wang creation when she walked the Academy Awards red carpet in 2006. This was the then 21-year-old's Oscars debut and she was nominated for her performance in Pride & Prejudice.


Lupita Nyong'o: 2014

This sky blue, pleated Prada dress was the perfect gown for a crowning winner. Lupita picked up her first Oscar for Best Supporting Actress for 12 Years a Slave that evening and won praise from fashion critics around the world.

reese dior

Reese Witherspoon: 2006

Many more people were looking at Reese Witherspoon's dress than she probably anticipated would be after she won Best Actress that night for Walk the Line. Luckily she'd selected the perfect vintage Dior number from 1995.


Margot Robbie: 2018

Margot Robbie in all-white Chanel = perfection.


Marion Cotillard: 2008

2008 was Marion's Oscar year. Not only did she win Best Actress for La Vie en Rose, she also won the title of Best Dressed in this unbelievable ivory mermaid-esque gown by Jean Paul Gaultier.


Meryl Streep: 2012

Meryl Streep gave the Oscars statue a run for its money in all the right ways dressed in this incredible Lanvin metallic wrap dress.


Michelle Williams: 2006

The combination of the canary yellow and statement red lips was just stunning on Michelle Williams. In fact, this might be our favourite ever look on the actress.


Nicole Kidman: 2007

Rumour has it this Balenciaga scarlett creation by Nicolas Ghesquiere was the only dress she considered for the Oscars that year and we can totally see why.


Sienna Miller: 2004

Peak Boho Sienna! The look the national fell in love with her for. She walked the red carpet alongside then-boyfriend Jude Law in this unforgettable Matthew Williamson dress in 2004.


Penelope Cruz: 2007

Utter princess perfection came in the form of Penelope Cruz's champagne 2007 dress designed by Atelier Versace. That feather trail is truly something else.

More Hello! Fashion

See more