20 Super Chic Halloween Costume Ideas

From fashion legends to pop culture icons, we've rounded up the best Halloween costume ideas.

These chic and iconic costumes will surely steal the show at any party.

Anna Wintour

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Be the fashion industry's most powerful woman for a night.

The essentials: Fringe bob wig, chunky crystal necklace, pitch-black sunglasses, and the Manolo Blahnik Callasli

Karl Lagerfeld

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Channel the Chanel creative director's edgy look.

The essentials: A powdered ponytail, thick aviator sunglasses, high starched collar, stacks of rings and necklaces, and Choupette

Iris Apfel

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Turn fashion fans' heads and dress up as the 96-year-old style icon.

The essentials: Short white wig, blue eyeshadow, red lipstick, and oversize everything!

Queen Elizabeth

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Why not be the longest-reigning monarch in British history?

The essentials: A satin dress, short white wig, sash with Royal Family Orders, and of course, jewels fit for a queen or a monotone outfit with a flower adorned hat

Holly Golightly

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Portray the romantically troubled protagonist and her nonchalant demeanor.

The essentials: A tiara-adorned updo, your best LBD, layered pearls, and a coffee-croissant combination


Marie Antoinette

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Transport yourself back to the Age of Enlightenment when extreme extravagance reigned supreme (at least in Versailles).

The essentials: A powdered wig and face, satin and pastel galore, and jewels the could cost you your head

David Bowie

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The rock legend's many personas make for a great costume.

The essentials: Some red hair spray, face makeup, and your craziest outfit

Margot Tenenbaum

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The adopted literary genius' sullen style is an easy pick for Halloween.

The essentials: A fur coat, Lacoste dress, red barrette, Hermès Birkin, and a cigarette


Elizabeth Talyor's 1963 portrayal of the Queen of the Nile is our favorite incarnation.

The essentials: Dramatic eye makeup, opulent fashion, and Liz's sultry demeanor

Andy Warhol

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Grab your 15 minutes of fame by dressing up as the pop art figure.

The essentials: Artfully messy white hair, Ray-Ban Wayfarers, a black turtleneck, and Campbell's Tomato Soup

Patrick Bateman

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Come as Bret Easton Ellis' ax-wielding yuppie murderer.

The essentials: Slicked back hair, a navy suit with a red tie, clear raincoat, and an ax

Indiana Jones

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Bring out that inner adventurer and dress up as archaeologist and college professor Indiana Jones.

The essentials: Fedora-style hat, brown leather jacket, a braided whip, and a relic of your choice

Ina Garten

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Dress up as the Hamptons' Barefoot Contessa. "Now, isn't that just fabulous?"

The essentials: Short black bob, oversize denim shirt, and definitely no store-bought items

Bonus: BYOJ = Bring Your Own Jeffrey

Violet Crawley

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Play Downton Abbey's sharp-tongued matriarch.

The essentials: All Victorian-violet everything and be ready with the Dowager Countess of Grantham's devilish oneliners.

Joan Holloway

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Come as Mad Men's feisty Sterling Cooper office manager.

The essentials: Red fringed updo, '60-inspired figure-hugging dress, and a commanding presence

Alex DeLarge

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Dress as the ultraviolent yet charming character from Stanley Kubrick's A Clockwork Orange.

The essentials: Bowler hat, false eyelashes, white shirt and pants, and a cane

Dorothy Gale

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All together now, "there's no place like home!"

The essentials: Braided pigtails, a gingham dress, sparkly ruby red shoes with socks, a wicker basket, and Toto


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Win Darla's heart and come as Alfalfa from The Little Rascals.

The essentials: Industrial-strength hair gel, button-up shirt, suspenders and a bow tie

Don Vito Corleone

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Dress as the founder and head of the Corleone family.

The essentials: A sharp black tuxedo with a rose

Frida Kahlo


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Immerse yourself in the colorful life of the Mexican self-portrait artist for a night.

The essentials: Rose-adorned braided hair, heavy amount of eyebrow pencil, and an eclectic combination of warm printed/colored clothes

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About The Author
Paolo Chua
Associate Style Editor
Paolo Chua is the Associate Style Editor at Esquire Philippines, where he writes about fashion and grooming. Before joining Esquire Philippines, he was a writer at Town & Country Philippines.
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