Celebrities love Halloween. Every year we see some of our favorite musicians, actors, and athletes up the ante with more detailed costumes and full-fledged production value to show off their looks on Instagram. Halloween has become a branding moment and plenty of stars spare no expense to win the annual social media costume contest.
With Halloween just a few days away, we got to thinking about some of our favorite celeb costumes from across the last decade. Now, not all of us have the funds and time needed to execute some of these incredibly detailed costumes and photo shoots. But maybe they could serve as some last-minute inspiration for a fun DIY project if you’ve procrastinated finding an outfit for that costume party this weekend. If not, it’s still just fun to reminisce on some of these executions of nostalgic shows and movies like the Proud Family and The Nutty Professor.
Check out some of our favorites below.
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Drake as His Dad
When: 2019
Like father, like son. Drake decided to dress up like his father Dennis Graham in 2019. The white linen. The bushy mustache. The crochet cap. The resemblance is uncanny. And this costume probably wasn’t too hard to pull together. Simplicity at its finest.
Tyla as Miss Sharon Stone
When: 2024
Tyla’s Miss Sharon Stone costume far from the only example of a celebrity paying homage to Halle Berry for Spooky Season 2024, but her recreation of the character from 1994’s Flintstones live action movie was the best of the bunch. Berry took to X to give all of the costumes her stamp of approval that year. “Best compliment ever,” she wrote.
LeBron James as Pennywise
When: 2017
The fact that this is LeBron James still makes us laugh. LeBron must really love Halloween because why the hell did he go this hard in 2017 with his Pennywise costume? We aren’t just talking about the masks you can get at your local Spirit Halloween store. One of the greatest basketball players to ever live looked like he sat down in the makeup chair on a movie set. To make things even more memorable, we have this incredible video of him dancing to “Bitches Ain’t Shit” at a Halloween party. Just absolute ridiculousness.
North West as Natalie Nunn
When: 2026
North West has made a habit of dressing up in memorable Halloween costumes in recent years. Past examples have included Tyler, the Creator’s Igor and Stacey Dash’s character from Clueless. None have been better than her hilarious Natalie Nunn costume, “Baddie” chain and chin included.
The Carters as the Proud Family
When: 2022
Did you know that Beyoncé’s sister Solange and Destiny’s Child sang the theme song for the Proud Family? Beyoncé was clearly feeling nostalgic in 2022 when she, Jay-Z, Blue Ivy, Sir, and Rumi decided to dress up like the lovable family from the classic Disney cartoon. Beyoncé even performed double duty dressing up as Suga Mama and Trudy Proud.
Cardi B as Marge Simpson
When: 2022
Cardi B certainly isn’t the first person to ever paint themselves yellow and put on a tall blue wig, but what took her Marge Simpson costume over the top were all of the photos. To celebrate the holiday back in 2022, she posted a collection of photos on her Instagram dressed in the costume. The backdrops were edited to look like the iconic Simpsons living room and Homer’s favorite bar, Moe’s. We wonder if Cardi marathons all of the Treehouse of Horror episodes during spooky season? She’s clearly a big fan for committing to the character this much.
The Weeknd as The Nutty Professor
When: 2020
The Weeknd spares no expense when it comes to putting together his annual Halloween costumes. There have been some usual suspects like The Godfather and Jack Nicholson’s Joker over the years. We prefer the more slightly more niche nod to Eddie Murphy’s The Nutty Professor. All of the prosthetics made the singer completely unrecognizable.
Janelle Monae as E.T.
When: 2024
Janelle Monae has always been known for her style throughout her career. From her on-stage looks to her standout moments on the Met Gala carpet. Unsurprisingly, she also takes Halloween incredibly seriously. In 2024, she was totally unrecognizable when she decided to dress up as E.T. the extraterrestrial from the Steven Spielberg classic. She told Vogue that the costume, which shifted between multiple outfits and settings from the movie, took an entire team just to execute.
Heidi Klum as Medusa
When: 2025
Heidi Klum is widely considered to be the queen of Halloween. From worms to peacocks, every year she seems to up the ante. The most impressive and elaborate costume from the super model to date was her execution of Medusa in 2025. Klum said that the ultra-detailed look took five months to make and required 10 hours of hair and makeup. Klum is clearly committed.
Rihanna as Gunna
When: 2021
Whether Gunna’s Dior and Rick Owens ensemble from New York Fashion Week in 2021 was good or not can be debated. But when Rihanna decides to dress up like you for Halloween, your fit reaches hall of fame status. RiRi perfectly mimicked Gunna’s infamous outfit for her Halloween costume, down to the diamond chains around her neck. This one is legendary.
