The 40+ Most Iconic Celebrity Halloween Costumes

Halloween gives us all a chance to become something we’re not. As the main part of the holiday is to don a costume and become someone else, the possibilities are endless. The benefit of being rich is that you have the money to really go all out. From Harry Styles as Dorothy to Nicky Hilton as her own sister, these are some of the most iconic celebrity Halloween costumes.

Harry Styles Channels Rocketman

Elton John has always been known for his flamboyant costumes. He's a man who isn't afraid to express himself and to dress up in whatever way he sees fit. So, it's not surprising that other celebrities would channel that energy on Halloween.

Harry Styles wore a version of the sparkly Dodgers uniform that Elton John wore when he performed at Dodger Stadium, and topped it off with fabulous gemstone glasses. We love it when men pull off some sparkle.

Maitreyi Ramakrishnan as Princess Peach

If you're a fan of teenage coming-of-age television, then you have to watch Netflix's Never Have I Ever. Maitreyi Ramakrishna stars as young Devi, who hilariously has to navigate life as a teenager with some massive crushes.

On Halloween, she stepped away from portraying Devi and went for an iconic video game character - Princess Peach from the Mario Bros games. It's a perfect way to live out your princess dreams without going the old Disney route, as many do.

Kendall Jenner as a Fembot

Kendall Jenner is a queen when it comes to iconic fashion, and that power extends to her Halloween costumes. In the Austin Powers movie series and The Bionic Woman, fembots refer to female robots dressed in provocative outfits.

While we doubt Kendall Jenner has actual weapons in the same place that fembots do, she pulls off the look really well while still looking classy. She also looks great with blonde hair, which is a hair color that isn't flattering on everyone.

Lupita Nyong’o as Dionne Davenport

Clueless is more than just a cheesy '90s film. It inspired a lot of fashion trends at the time, as well as gave us quotable lines like "As if!" and calling someone "ensemble-y challenged." To this day, people still recreate those looks.

Lupita Nyong'o channeled Dionne Davenport one Halloween, and she absolutely rocked the plaid and silly hats. Our favorite part, though, is the massive phone. Thank goodness we don't have to carry those clunky things around anymore.