Olivia Rodrigo's Best Outfits: Her Most Iconic Looks Yet

Olivia Rodrigo's Black Minidress in Mexico

Olivia Rodrigo's Black Dress at the 2023 Grammys Afterparty

As Rodrigo attended Universal Music Group’s Grammys afterparty in February 2023, she wore a slinky little black dress with a cutout on the front. Naturally, she paired the look with her signature platform heels.

Olivia Rodrigo's Thom Browne Gown at the 2023 Met Gala

For the 2023 Met Gala, which honored Karl Lagerfeld, Rodrigo adhered to the theme with a custom black and white gown by Thom Browne with flower detailing.

Olivia Rodrigo's Vintage Chanel Dress at the 2023 Met Gala Afterparty

Rodrigo donned a vintage Chanel cocktail dress from 1994 as she attended the Met Gala afterparty in May 2023.

Olivia Rodrigo's White Minidress at BBC Radio 1 in London

The singer went monochromatic as she paired a white Patou minidress with matching LOQ boots in London in August 2023.

Olivia Rodrigo's Black Outfit at the HSMTMTS Season 3 Premiere

At the HSMTMTS season 3 premiere, where Rodrigo reunited with costar and rumored ex Joshua Bassett, the actress sported a Nensi Dojaka bodysuit with a matching mini skirt. She accessorized with some chunky jewelry by Dior and Bebe platform heels.

Olivia Rodrigo's Versace Gown at the 2022 Met Gala

At the 2022 Met Gala, the singer dazzled in a sparkling purple Versace gown, complemented with matching Jennifer Behr x Betsey Johnson butterflies in her hair and De Beers Jewellers diamonds, as a tribute to the silent film stars of the Gilded Age.

Olivia Rodrigo's Feather Dress

During an appearance on The Late Late Show With James Corden, Rodrigo sported a feathery AREA dress in bright neon colors.

Olivia Rodrigo's Dress at Billboard Women in Music in 2022

In March 2022, Olivia Rodrigo wore an Area maxi dress with huge black boots as she attended the Billboard Women in Music event, where she was honored with woman of the year and gave a special performance of "Deja Vu."

Olivia Rodrigo's Alexandre Vauthier Gown at the 2022 BRIT Awards

Rodrigo wowed at the 2022 BRIT Awards as she wore a silver gown by Alexandre Vauthier paired with black Giuseppe Zanotti wedge sandals.

Olivia Rodrigo's Saint Laurent Gown at the Opening Gala for the Academy Museum of Motion Pictures

Rodrigo turned heads as she attended the Opening Gala for the Academy Museum of Motion Pictures in this strapless Saint Laurent column dress (which was also seen on Emily in Paris season 2). From the plunging neckline to the high slit, it was certainly one of her most daring looks yet.

Olivia Rodrigo's Lace Saint Laurent Catsuit at the 2021 Met Gala

In yet another bold look, Rodrigo wore this sheer black lace off-the-shoulder Saint Laurent catsuit as she attended her very first Met Gala in 2021.

"I think Saint Laurent does a great job of making punk rock feminine, so that is what I was going for," Rodrigo told Vogue on the red carpet.

Olivia Rodrigo's David Koma Dress at the 2021 American Music Awards

The High School Musical: The Musical: The Series star looked like a Disney princess (Ariel to be exact) as she sported this sequinned purple dress by David Koma at the 2021 American Music Awards, which she attended with singer and close friend Conan Gray.

Olivia Rodrigo's Versace Gown at the 2021 MTV VMAs

As Rodrigo walked the red carpet at the 2021 MTV VMAs, she looked stunning in a Versace gown with pink detailing. She accented the bright colors in the dress with pink lipstick and butterfly earrings, a nod to the imagery featured in her Sour album.

Olivia Rodrigo's Heaven by Marc Jacobs Dress at the 2021 MTV VMAs

As Rodrigo performed "Good 4 U" at the 2021 MTV VMAs, she sported a custom Heaven by Marc Jacobs lilac dress paired with matching gloves and butterfly clips in her hair. Going full riot grrl for the performance look, she pulled the entire ensemble together with fishnet tights and black Doc Martens.

Olivia Rodrigo's Pink Mini Dress at an MTV VMAs Afterparty

The star's VMA afterparty look was equally eye-catching. She attended a party with friend Iris Apatow in a floaty pink mini dress paired with pink heels. In a separate image, she paired the look with some extravagant purple platform boots.

Olivia Rodrigo's Black Beret and Corset Top

In an Instagram post, Rodrigo seemed to channel her American Girl character, Grace Thomas, as she wore a black beret. She pulled the whole look together with some graphic pants and a bustier corset.

Olivia Rodrigo's Calvin Luo Slip Dress at Variety's Hitmakers Brunch

When Rodrigo was honored with the the Songwriter of the Year award at Variety's Hitmakers Brunch in December 2021, she kept things relatively simple with a black slip dress featuring a big green bow by Calvin Luo, strappy heels, and black stockings.

Olivia Rodrigo's Vintage Chanel Skirt Suit at the White House

Rodrigo looked like Elle Woods herself as she wore a vintage plaid pink tweed skirt suit from Chanel during her 2021 visit to the White House. Of course, she made it perfectly Gen Z with towering Giuseppe Zanotti platforms.

Olivia Rodrigo's Custom Dior Haute Couture Outfit at the 2021 BRIT Awards

For Rodrigo's debut performance of "Drivers License" at the BRIT Awards in 2021 (where she met music idol Taylor Swift backstage), the singer wore a custom Dior Haute Couture ensemble.

Olivia Rodrigo's Saint Laurent Dress at Saint Laurent Rive Droite Art Basel

When Rodrigo attended the Saint Laurent Rive Droite Art Basel in Miami Beach in November 2021, she played up her little black dress with some playful braids and silver jewelry.

Olivia Rodrigo's Ashley Williams Dress

Rodrigo looked pretty in pink as she sported this off-the-shoulder dress from Ashley Williams. She pulled the whole look together with a heart necklace by Stinky Jewelz.

Olivia Rodrigo's DSQUARED2 Dress

Rodrigo looked like the sixth member of the Spice Girls as she wore this mini plaid dress by DSQUARED2 paired with buckled platform boots and pigtails.

Olivia Rodrigo's Vintage Betsy Johnson at Sour Prom

For the celebration of her Sour Prom concert, Rodrigo wore a vintage Betsey Johnson pink lace slip dress paired with glittery blue sandals, pearl necklaces, and bubble braids.

Olivia Rodrigo's Réalisation Par Dress

Further proving that she's a style icon in training, this Réalisation Par dress, the item quickly began selling out online after Rodrigo shared a photo of her wearing it online. Giving us major early 2000s vibes, she even paired the outfit with a vintage Twilight bag and some edgy jewelry.

Olivia Rodrigo's Vivienne Westwood Set on Saturday Night Live

It was only fitting that for the debut performance of her punk rock hit "Good 4 U" on Saturday Night Live, Rodrigo wore an equally edgy outfit. She seemed to channel pop icons Avril Lavigne and Gwen Stefani as she sported a plaid corset top and trousers by Vivienne Westwood.

Olivia Rodrigo's Floral Yellow Set at a HSMTMTS Press Conference

Proving that she has always had a major eye for fashion, Rodrigo wore this cute yellow floral oversized suit as she attended a press conference for High School Musical the Musical the Series season 1 in 2019.

Olivia Rodrigo's Cardigan on People Now

When Rodrigo and the rest of the HSMTMTS cast stopped by People Now in 2019, the singer seemed to channel her inner Wildcat as she wore this cute red and black cardigan with flared jeans and red heels.