As Lana Del Rey prepares to headline the Lollapalooza Music Festival in Chicago this year, it is time to take a look at the singer’s most iconic fashion moments since her breakout in 2011.

The singer, who was born as Lizzy Grant, has always had a style all her own, being seen at events in anything from a custom Gucci gown to a $18 minidress she bought online, Del Rey has always been unapologetically herself.

Del Rey once dubbed her style as a “Gangsta Nancy Sinatra” but as W Magazine puts it, “she’s more of a cross between sultry, glamourous Priscilla Presley and casual California cool girl.”

2011: The Q Awards

The 2011 Q Awards was one of Del Rey’s first major appearances since her breakout and she was seen wearing a leather biker jacket with a floral Prabal Gurung resort 2012 dress as she accepted the award for “Next Big Thing.”

2012: BRIT Awards

In 2012, Del Rey matched her red hair to an off-the-shoulder Vivienne Westwood gown as she attended the BRIT Awards.

2012: Echo Awards

During the 2012 Echo Awards, Del Rey was seen wearing an icy blue Giorgio Armani spring 2012 gown, paired with a pair of ballet flats and her cellphone in hand.

2012: Impossible Conversations Met Gala

Del Rey attended her first Met Gala in a silver, hand-embroidered Altuzarra gown, which she wore with a black, silk cape.

2013: Golden Globes Party

Del Rey became a trendsetter at the 2013 Golden Globes Party, wearing a white suit featuring oversized trousers.

2013: BRIT Awards

Del Rey attended the 2013 BRIT Awards in a retro-chic Chanel shirt dress, opting for a more casual look.

2013: Cannes Film Festival

Del Rey took a break from big brands to rep the designer Lena Hoschek for the festival premiere of the 2013 film, “The Great Gatsby,” for which Del Rey had written a song for.

2015: Golden Globe Awards

Del Rey attended the 2015 Golden Globe Awards in a pleated turquoise gown designed by Decades.

2016: Vanity Fair Oscar Party

One of Del Rey’s most iconic and most elegant looks came from the 2016 Vanity Fair Oscar Party, where she wore a silver Vivienne Westwood, sleeved gown.

2017: Europe Music Awards

Enter, the Gucci era. Del Rey has always been known for her custom Gucci looks, which first began with this look from the 2017 Europe Music Awards. She wore a floral gown from the brand’s 2017 fall collection which included an intricate butterfly across the front.

2018: Grammy Awards

Del Rey attended the 2018 Grammys in none other than Gucci, wearing an embellished ivory gown with a star-adorned headpiece.

2018: Heavenly Bodies: Fashion & The Catholic Imagination Met Gala

Del Rey’s most iconic look comes from the 2018 Met Gala which she attended with Jared Leto and then-Gucci creative director Alessandro Michele. The singer wore a Gucci dress inspired by Our Lady of Sorrows with intricate details like the heart and swords metal piece and blue winged headpiece.

2018: LACMA Art + Film Gala

And again, Del Rey attended the 2018 LACMA Awards in a custom Gucci gown, channeling a bit of Madonna in a black gown with fingerless gloves.

2020: Pre-Grammy Gala

Del Rey attended the Pre-Grammy Gala looking more elegant than ever in a custom gown from Redemption.

2020: Grammy Awards

Unlike her custom Pre-Grammy Gala look, Del Rey attended the Grammy Awards in a silver, beaded Aidan Matrix dress which she had bought at the mall ahead of the ceremony.

“I had another dress, and then my boyfriend and I were getting a belt for him at the mall and I saw this and I loved it,” the singer told Entertainment Tonight on the red carpet.

2021: Variety Hitmakers Brunch

It wasn’t long after the 2021 Variety Hitmakers Brunch that fans found this green patterned dress for just $18 online.

2023: Billboard Women in Music

Del Rey attended the 2023 event in a pale yellow paisley Zimmerman resort 2023 dress with floral fringe adorning the hem and sleeves, one of Del Rey’s most extravagant looks.