Kardashian Halloween Looks Over The Past Five Years

Everyone’s favorite stylish family slays their Halloween costumes every yearlet’s look back at some of their most iconic fits! 

There is no family more extravagant than the Kardashian/Jenner clan. For every event, holiday, vacation, or magazine shoot, we wait in awe for the glamorous fashion on display. As we approach Halloween, the question on everyone’s mind is, what will America’s royal family turn out this year?? To prepare ourselves, let’s look back at the most iconic Halloween looks the family sported in the last five years.

Kris Jenner

Matriarch Kris Jenner keeps up with her kids when dressing up. In 2016, Jenner took us down the rabbit hole with her sexy Alice in Wonderland look. In 2018, she popped off as golden Egyptian ruler, Cleopatra. Jenner’s glamorous head-to-toe bling portrayed the queen that she is.

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For 2019 Halloween, Kris dressed up as a character from Coco for her grandkids. Grandma, or as the kids call her, “Lovey,” Kris Jenner wanted to bring joy her family.

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Last year in 2020, Kris really popped off as Jack Skellington from The Nightmare Before Christmas, giving us all a fierce fright.

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Kourtney Kardashian

Kourtney Kardashian defies age with continuously fabulous and sexy looks. In 2016, Kourtney dressed up as a spooky undead bride.

In 2017, she went as Michael Jackson, with Kim as Madonna, from the 1991 Academy Awards.

In 2018, Kourtney portrayed pop star Ariana Grande, rocking a high pony, little dress, and thigh-high boots.

In 2019, Kourtney sported two looks that deserve recognition. First, she wore a space cowboy look that was tight and metallic.

Later, she brought us old-timey Vampira, straight out of a black and white film.

In 2020, Kourtney gave us camp as a cute “hot-dog-on-a-stick” girl.

Kim Kardashian

Kim Kardashian is the ultimate fashion queen, and I for one would absolutely love to live in her closet. Of course, Kim keeps us hooked on Halloween every year. In 2016, she dressed as Jasmine, from Aladin, with her young daughter North. The same year she also wore a purple belly dancing costume, allegedly at the request of three-year-old North. In 2017, Kim dressed as three female single-named divas, Selena, Cher, and Madonna (with Kourtney as Michael Jackson, see Kourtney’s section for photo).

In 2019, she embodied the role of Elle Woods from Legally Blonde. The two are both fashion-forward and fabulously pursuing careers as lawyers. Kim and her team even recreated Elle’s video essay application to Harvard.

The West family took on two group costumes that year, a creepier insect look entitled “West worms,” and the adorable Flintstones family!

Last year, the family rivaled the insect look with its prey, spiders. It’s nearly impossible to look away from the vibrant and fuzzy fabric. Kanye remains on brand, in incognito mode.

On trend, Kim and her kids also dressed as the stars turned memes of Netflix’s Tiger King, with Kim as Carol Baskin, best friend and “food god” Jonathan Cheban as Joe Exotic, and the four West kids as little tigers. All I can say is, they understood the assignment.

Khloe Kardashian

Khloe Kardashian loves Halloween and sported a futuristic look as the X-men’s Storm in 2016 with boyfriend Tristan Thompson.

She continued dressing up as fictional characters with Tristan in 2017, as the pair went as the “royal couple,” Khaleesi and Khal Drogo from Game of Thrones.

In 2018, after the birth of her daughter True, Khloe picked out many costumes to photograph her child in a lamb, panda, and unicorn, which she matched in an adult onesie. The mother-daughter duo also matched as tigers, with Khloe in a tight stylish tiger suit with shockingly realistic face paint.

In 2019, Khloe embodied the cutthroat Cruella de Vil, hired a group of cute little dalmatians, and even put True in the most adorable dalmatian get-up.

Last year, in 2020, the Kardashian Thompson clan looked godly as Egyptian rulers Cleopatra (throwback to Kris in 2018), Mark Antony, and “royal highness True.”

Kendall Jenner

Of all the Kardashian Jenner sisters, Kendall Jenner is known for being more laid back. As a world-renowned supermodel, however, Kendall knows how to bring a fashion-forward look. In 2016, she was seen leaving a Halloween party dressed as what appeared to be a dominatrix of sorts, with a tight leather dress, corset, and choker, among other accessories. In 2017, Kendall took on the grown-up version of Buttercup from The Powerpuff Girls, alongside then Hailey Baldwin, now Bieber, and Justine Skye. The following year, we saw all five sisters step into Kendall’s world as they dressed up as Victoria’s Secret angels and were sent real looks straight from the runway.

The same year, Kendall also dressed up as a Fembot from Austin Powers, with a little pink dress and tall wig.

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In 2019, she aligned with her editorial side, serving a magical and chic fairy look.

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In 2020, Kendall embodied sex as Pamela Anderson from the movie Barb Wire. She also used her platform as an opportunity to call her fans to vote in the coming 2020 presidential election.

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Kylie Jenner

The youngest sister, Kylie Jenner, is an entrepreneurial goddess who does not miss an opportunity to dress up and gag us all. In 2016, she dressed in an iconic and viral “Xtina” look.

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She also hosted a “dead dinner,” and we got to see Kylie wearing all black with spooky makeup in the spirit of the holiday.

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In 2017, we now know that Kylie was pregnant with her first child, Stormi. During her pregnancy, Kylie laid low on social media. That year, however, she dressed as fire and ice with ex-best friend Jordyn Woods.

In 2018, we saw her first costumes with baby girl Stormi. The pair dressed as “Stormi weather,” playing on the child’s name, and later as beautiful butterflies.

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Kylie also wore a Barbie costume and won the Halloween game with her photos in a faux-plastic box.

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To begin the 2019 Halloween season, Kylie’s Instagram followers saw daughter Stormi dress in as mother Kylie in a look she wore to that year’s Met Gala.

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For one night, she dressed as a purple fairy, the same year sister Kendall embodied a similar character.

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Next, she dressed up as the grown-up and sexy Little Mermaid, Ariel.

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Finally, with new best friend Stassie Karanikolaou, the pair threw on Playboy bunny costumes for a Playboy-themed party.

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In 2020, with slightly older Stormi, the mother-daughter duo dressed as minions, with Stormi as a delightful little purple minion, of course.

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With friends, Kylie embodied the red Power Ranger as the group took us back to the 2000s.

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Lastly, Jenner absolutely crushed the competition with her cobra look. She wore a tight suit with different snake patterns, airbrushed scales, a long-winged eyeliner, and a headpiece mimicking the head of the cobra, with long poisonous fangs.

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Will you mirror any of these costumes for your Halloween look this year? We’re so ready to see what the girls bust out for the 2021 spooky season!

About the Author

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Lily Block

Lily Block is a senior at the University of Wisconsin Madison, majoring in Economics with minors in Entrepreneurship, Digital Studies, and Photography. She is an intern at AfterBuzz TV and Better Together with Maria Menounos. Lily enjoys drag shows, etch-a-sketching, and all things reality tv!