Lifestyle Beauty & Style Celebrity Fashion See All of Kylie Jenner's Most Iconic Halloween Costumes Through the Years From solo costumes to coordinating looks with her children, Stormi and Aire, Kylie Jenner raises the bar every Halloween By Ariana Quihuiz Ariana Quihuiz Ariana Quihuiz is a contributing writer at PEOPLE. She has been working at PEOPLE since 2022. Her work has also appeared in Brides. People Editorial Guidelines Updated on October 14, 2024 08:02AM EDT Kylie Jenner as Christina Aguilera's 'Dirrty' music video look for Halloween 2016; Kylie Jenner as a 'Playboy' bunny for Halloween 2019. Photo: Kylie Jenner/Instagram (2) Halloween is a monthlong affair in Kylie Jenner's household! Whenever the spooky holiday rolls around, the beauty mogul tends to go all out for costumes and decorations (as does the rest of her family). Every year, she decks out her house with festive décor on the first day of October, from transforming her home into a pumpkin patch in 2019 for a lavish kids' bash and including a towering skeleton to watch over her pumpkins and mums in 2024. Often turning out multiple costumes each year, Jenner spares no expense, tapping designers like Mugler and Bryan Hearns for custom looks. Ranging from classic horror to pop culture icons, her Halloween costumes run the gamut, whether she's flying solo or coordinating with friends. The reality star continues to outdo herself year after year, and even when she opts for a casual get-up on the holiday, it's never without a glamorous touch. Keep reading for a look at some of Kylie Jenner's best Halloween costumes so far. 01 of 21 Kylie Jenner as the Bride of Chucky in 2014 Tyga as Chucky and Kylie Jenner as Tiffany Valentine for Halloween 2014. Kylie Jenner/Instagram Jenner went for classic horror in 2014, rocking matching costumes with then-boyfriend Tyga. Dressing as Tiffany Valentine from Bride of Chucky (1998), she wore a white lace bodysuit, black leather jacket, white garters and black boots. She completed the character's look with fake tattoos, a choker and black lipstick. 02 of 21 Kylie Jenner as a snow princess in 2015 Kylie Jenner as a 'Frozen'-inspired snow princess for Halloween 2015. Kylie Jenner/Instagram Taking a completely different approach to her costume in 2015, Jenner channeled Elsa from Frozen (2013) in a snow princess get-up. The Kardashians star attended a pre-Halloween party in a white furry miniskirt, matching hooded crop top and white furry boots. She fully committed to the look, donning a straight blonde wig and white glitter eye shadow. 03 of 21 Kylie Jenner as an assassin in 2015 Kylie Jenner (center) as an assassin for Halloween 2015. Kylie Jenner/Instagram Transforming once again, Jenner dressed as a sexy assassin for her second costume of 2015. The intricate look included an embellished bralette and matching maxi skirt, which she accessorized with shoulder plates, wrist plates and a sword. She even had her friends dress up as ninjas in black bodysuits to complete the group costume. 04 of 21 Kylie Jenner as a skeleton in 2016 Tyga and Kylie Jenner as skeletons for Halloween 2016. Kylie Jenner/Instagram Hosting a "dead dinner" for her then-boyfriend Tyga and friends in 2016, Jenner went for a high-fashion skeleton look with the help of intricate makeup. She completed her costume with a sheer black dress that featured strategically placed floral appliqués. Letting her blood-red lips and skeletal contour take the spotlight, she styled her platinum blonde locks away from her face. 05 of 21 Kylie Jenner as Christina Aguilera in 2016 Kylie Jenner as Christina Aguilera's 'Dirrty' music video look for Halloween 2016. Kylie Jenner/Instagram Jenner threw it back to the early aughts in 2016 with one of her most memorable costumes. She recreated Christina Aguilera's "Dirrty" music video outfit, including every detail down to the nose ring and two-toned hair. She nailed the look, wearing a white-and-red striped bikini top, red shorts and black-and-red chaps. Her spot-on interpretation even got a shout-out from Xtina herself: “YAASSSSS…..Killin it @kyliejenner yes to dirrty 2016!! Get it girrrl!!!” the Grammy winner wrote on Instagram, per Billboard. Aguilera was so impressed with Jenner’s outfit that she invited her to her 36th birthday bash that December to wear another one of the singer’s vintage looks. 39 Times Celebrities Dressed Up as Others Stars for Halloween — and Nailed It 06 of 21 Kylie Jenner as an angel in 2017 Kylie Jenner as an angel for Halloween 2017. Kylie Jenner/Instagram Jenner famously kept her first pregnancy a secret, so she didn't show off her full angel costume from 2017 until a year later. The all-white ensemble consisted of a sequin minidress, lace-up heels, drop earrings and an icy makeup look. Of course, the standout accessory of the outfit was the pair of oversized wings she donned for the night. 07 of 21 Kylie Jenner as a butterfly in 2018 Stormi Webster and Kylie Jenner as pink-and-black butterflies for Halloween 2018. Kylie Jenner/Instagram Celebrating her first Halloween as a mom, Jenner twinned with her daughter, Stormi Webster, in matching pink butterfly costumes in 2018. While Stormi was dressed in a pink onesie with a butterfly hair clip, Jenner opted for an iridescent bodysuit and pink lace-up heels. Both sported pink-and-black butterfly wings to finish the look. 08 of 21 Kylie Jenner as a Victoria's Secret Angel in 2018 Kylie Jenner as a Victoria's Secret Angel for Halloween 2018. Kylie Jenner/Instagram In a dramatically different take on her previous angel costume, Jenner wore a look straight from the Victoria's Secret archives. She borrowed the sheer, embellished bodysuit Candice Swanepoel wore at the 2015 Victoria's Secret Fashion Show and a pair of massive Angel wings. The rest of the look included a nude Victoria's Secret bra, Rene Caovilla crystal sandals and bleached hair. All the Kardashian-Jenner sisters dressed as Victoria's Secret Angels in 2018, posing for a group shot before heading out to a Halloween party. 09 of 21 Kylie Jenner as a storm in 2018 Stormi Webster and Kylie Jenner as thunder and lightning for Halloween 2018. Kylie Jenner/Instagram Jenner and her daughter opted for another playful mommy-and-me costume in 2018, dressing up as a thunderstorm in custom Alejandro Collection ensembles. Stormi wore a gold three-piece set with a foam thunderbolt, while Jenner sported a puffy cloud-inspired minidress with matching ankle-strap heels and a short platinum wig. 10 of 21 Kylie Jenner as a Fanta Girl in 2018 Kylie Jenner as pineapple Fanta and Anastasia Karanikolaou dressed as grape Fanta for Halloween 2018. Kylie Jenner/Instagram For her final look of the year, Jenner kept it fun by recreating the Fantanas — spokesmodels for the Fanta soda brand — with four of her close friends. Representing the pineapple Fanta flavor, the socialite wore a yellow latex minidress with matching gloves, white ankle boots and a blonde wig. 11 of 21 Kylie Jenner as a Playboy Bunny in 2019 Kylie Jenner as a 'Playboy' bunny for Halloween 2019. Kylie Jenner/Instagram Jenner went all out in 2019, wearing at least five costumes. First, she flaunted a Playboy bunny look to BFF Anastasia "Stassie" Karanikolaou's Playboy-themed Halloween bash. The trendsetter went for a classic Playboy bunny costume, which included a black strapless bodysuit, sheer black tights, a black-and-white bowtie, wrist cuffs and the iconic black bunny ears. She kept her glam simple with a nude lip, winged eyeliner, bouncy waves and blue contacts. 12 of 21 Kylie Jenner as Madonna in 2019 Anastasia Karanikolaou as Britney Spears and Kylie Jenner as Madonna for Halloween 2019. Anastasia Karanikolaou/Instagram Portraying another pop culture icon, Jenner dressed up as the Madonna to Karanikolaou's Britney Spears, with the pair recreating the singers' outfits from their infamous 2003 VMAs performance. Jenner wore a blonde wig tied back in a sleek bun, a black tank top, form-fitting pants and a matching belt. She also sported a red lip and carried a black microphone prop to make the look even more spot-on. 13 of 21 Kylie Jenner as Ariel from The Little Mermaid in 2019 Kylie Jenner as Ariel from 1989's 'The Little Mermaid' for Halloween 2019. Kylie Jenner/Instagram Jenner put a sexy spin on a classic princess costume with her portrayal of Ariel from The Little Mermaid (1989). For the Disney-inspired ensemble, she wore a pearl-and-seashell strapless bra top, a green sequined skirt with a thigh-high slit and a white netted topper. The long red wig, pearl earrings and embellished clutch (shaped like Ariel's fish friend, Flounder) were the finishing touches to this creative look. 14 of 21 Kylie Jenner as her younger self in 2020 Young Kylie Jenner and Kendall Jenner wearing Halloween costumes; Kylie Jenner and Kendall Jenner recreating their childhood Halloween costumes for Halloween 2020. Kylie Jenner/Instagram (2) In the ultimate throwback Halloween look, Jenner and her sister Kendall recreated one of their childhood costumes in 2020. Jenner rocked a sexier version of her old costume in a custom Bryan Hearns ensemble: a light blue two-piece set with floral appliqués, ruffled leg warmers and a short pink wig. See All of Kendall Jenner's Best Halloween Costumes Through the Years 15 of 21 Kylie Jenner as a Power Ranger in 2020 Kylie Jenner, dressed as Red Ranger, and her friends as Power Rangers for Halloween 2020. Kylie Jenner/Instagram Jenner loves a group costume, and in 2020, it was all about the Power Rangers. She dressed up as the Red Ranger, modifying the superhero uniform to be a fitted two-piece ensemble. The red-and-white look featured Power Rangers decals, a fiery red wig and futuristic glasses. 16 of 21 Kylie Jenner as a black cat in 2021 Stormi as a mermaid, Travis Scott as Michael Myers and Kylie Jenner as a black cat for Halloween 2021. Kylie Jenner/Instagram Jenner kept it low-key for Halloween in 2021, with the businesswoman saying she was in "mommy mode" for that year's festivities. She donned a black jumpsuit, a leather trench coat, combat boots, black cat ears and cat makeup for a family outing with then-boyfriend Travis Scott and Stormi. 17 of 21 Kylie Jenner as a witch in 2022 Kylie Jenner as a green-skinned witch for Halloween 2022. Hailey Bieber Instagram Jenner celebrated Halloween early by dressing up as a green-skinned witch. The makeup mogul was photographed in a bathtub cuddling a skeleton while wearing all black, including black gloves and black tights. 18 of 21 Kylie Jenner as the Bride of Frankenstein in 2022 Kylie Jenner as the Bride of Frankenstein for Halloween 2022. Kylie Jenner/Instagram The cosmetics entrepreneur dressed as the Bride of Frankenstein from the 1935 film of the same name. She wore a custom Jean Paul Gaultier bandage gown, which included long sleeves and white cloth wrapped around her body. Jenner accessorized the dress with opera gloves, a prop knife and black hair with a white streak. In one photo shared on her Instagram Story at the time, Jenner wore her spooky outfit while strapped to an examination table like the one featured in Universal’s classic Frankenstein films. 19 of 21 Kylie Jenner as Elvira in 2022 Kylie Jenner as Elvira for Halloween 2022. Kylie Jenner/Instagram Jenner had another spooky costume for Halloween 2022: Elvira, or, as she called herself, "Kyvira." The Kylie Cosmetics founder posted photos of herself dressed as the Mistress of the Dark on Instagram, sporting a plunging black dress. 59 Last-Minute Halloween Costumes Inspired by Movie and TV Characters 20 of 21 Kylie Jenner as an angel in 2022 Aire Webster, Travis Scott, Kylie Jenner and Stormi Webster wearing all-white angel costumes for Halloween 2022. Kylie Jenner/Instagram After showing off her two solo costumes, the mom of two posted photos of her family's group costume in which Jenner, Scott and their two kids dressed as angels. In the photos, the four wore all-white outfits, with Jenner, Stormi and Aire all in angel wings. She completed her look with a white choker adorned with spikes. 21 of 21 Kylie Jenner as Spice in 2023 Kylie Jenner as Spice and Kendall Jenner as Sugar for Halloween 2023. images by photographer Greg Swales Kylie and Kendall brought the sweetness and sass with their Halloween costumes in 2023, going as “Sugar & Spice” from Batman Forever (1995). The younger Jenner went as Spice, donning an all-black leather bodysuit adorned with silver skulls, black leather gloves, black fishnet tights and a black-and-red bouffant wig. By her side was her model sister, whose Sugar costume consisted of a plunging white lace lingerie bodysuit and stockings, a feather-trimmed semi-sheer gown and a curly blonde wig à la Marilyn Monroe. Close