Grace Kelly took home the Oscars for Best Actress in Country Girl wearing an Edith Head gown.
Barbra Streisand opted for a mod-chic look by Arnold Scaasi at the 41st Academy Awards.
Farah Fawcett wore a slinky Stephen Burrows gown matched with a quintessentially ’70s blowout hairdo.
Cher made quite an entrance in a showgirl-inspired ensemble by Bob Mackie.
While it may’ve been considered a fashion faux-pas back in the day, Demi Moore‘s DIY ensemble now mirrors the Bridgerton trend, with the renaissance-inspired corset mixed with a dash of atheleisure with the spandex bike shorts.
Madonna performed Sooner or Later (I Aways Get My Man) at the Academy Awards in a swoon-worthy Bob Mackie that channelled old Hollywood glamour. This song also won the Best Original Song that year.
Uma Thurman dazzled at the 67th Academy Awards in a Prada gown that designer Barbara Tfank collaborated with the Italian fashion house.
Winona Ryder stayed true to her signature style and wore a vintage gown to the 68th Academy Awards.
Nicole Kidman wore Christian Dior Couture on the red carpet.
Salma Hayek channelled princess vibes in an Armani gown, complete with a tiara and up-do.
Sharon Stone went the unconventional route and opted for a Gap shirt and Vera Wang skirt.
Gwyneth Paltrow won the Oscars for Best Actress in Shakespeare In Love wearing a pink taffeta gown from Ralph Lauren.
Cate Blanchett had a Y2K moment on the red carpet wearing black Jean Paul Gaultier gown with an open-back and ornate gold antique Mughal jewels from head-to-toe.
Julia Roberts won the Oscars for her performance in Erin Brockovich wearing a vintage Valentino gown.
Björk made history on the red carpet with her tulle swan dress by Marjan Pejoski, a tribute to the Busby Berkeley musicals and swimmer/actress Esther Williams.
Renee Zellweger wore a chic yellow number from Jean Dessès to the 73rd Academy Awards.
Halle Berry brought home the Oscars award for Best Actress (Monster’s Ball) wearing a ravishing Elie Saab gown that featured a sheer-mesh, embroidered top and wine red skirting.
Nicole Kidman opted for a bold, asymmetrical black gown from Jean Paul Gaultier Couture.
Charlize Theron looked exquisite in a glittering gown by Gucci.
Angelina Jolie wore a figure-hugging, satin Marc Bouwer gown.
Beyonce wore a black velvet, vintage Versace gown on the red carpet of the 77th Annual Academy Awards.
Reese Witherspoon won the Oscars for Best Actress in Walk The Line wearing a vintage Christian Dior gown from 1957, together with a pair of chandelier-style earrings and a romantic up-do. Till this day, she still reminisces about the iconic sparkly red carpet look.
Jessica Alba dazzled the crowd in a bustier gown from Versace.
Anne Hathaway wore Valentino to the 79th Academy Awards and this look in particular stuck in our minds because of the hilarious moment while presenting the award for Best Costume Design together with fellow Devil Wears Prada co-star, Emily Blunt.
Emily Blunt made an entrance to the red carpet with former beau, Michael Bublé, in a sapphire-blue gown by Calvin Klein.
Anne Hathaway wore a one-shoulder Oscar De La Renta gown on the red carpet.
Penelope Cruz worked the red carpet in a vintage Balmain gown.
Vanessa Hudgens attended the carpet in a Marchesa gown with then-boyfriend and High School Musical sweetheart, Zac Efron.
Angelina Jolie caught the eyes of netizens in this Atelier Versace look that inspired lots of memes as the result of her constant power stance in the gown.
Gwyneth Paltrow dressed to the nines in a gown with a cape by Tom Ford.
Michelle Williams wore a flattering peplum gown by Louis Vuitton to the 84th Academy Awards.
All that glitters is gold and Meryl Streep shone in a metallic Lanvin gown.
Jennifer Lawrence took her infamous fall and stood right back up in this glamorous Christian Dior Couture gown.
Lupita Nyong’o had an glamorous Cinderella moment in a Prada gown.
Hailey Steinfeld dressed for the awards ceremony in a Marchesa gown.
Remember the candid Oscars selfie? Well, this was the stunning red Dior gown that Jennifer Lawrence wore in all its glory.
Lady Gaga exuded elegance in an Alaïa gown with red statement gloves.
Dakota Johnson donned a one-shoulder gown by Saint Laurent at the 87th Academy Awards.
Zendaya wore an off-shoulder Vivienne Westwood gown.
Cate Blanchett wore a pastel blue Armani Privé gown.
Rooney Mara opted for a cut-out gown from Givenchy Haute Couture.
Alicia Vikander wore a Louis Vuitton gown to the 88th Academy Awards.
Emma Stone shone in a flapper-inspired dress by Givenchy.
Gal Gadot brought wonder to the red carpet in a Givenchy gown.
Lady Gaga scored a win as Best Actress for her role in A Star Is Born wearing a sophisticated Alexander McQueen gown together with a Tiffany & Co. 128-carat yellow-diamond necklace estimated to cost approximately US$30 million.
Who can forget this iconic moment when Billy Porter stepped onto the red carpet rocking a custom Christian Siriano tuxedo-gown.
Gemma Chan made an entrance at the 92nd Academy Awards in a vibrantly pink voluminous Valentino gown.
Saoirse Ronan took to the red carpet in a Gucci gown.
Margot Robbie wore vintage Chanel at the red carpet last year.
While still looking glamorous, Natalie Portman took a political yet fashionable approach in custom Dior gown and a cape that featured the last names of the several female directors who were snubbed by the Academy last year.