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    1. Fashion
    2. Winter Fashion

    How to Style Chelsea Boots, According to a Stylist

    Alexandra Imgruth weighs in on the fall fashion favorite.

    Gabrielle Ulubay#039;s avatar
    By Gabrielle Ulubay
    Last updated 13 September 2023 In How-to

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     Xiayan Guo wearing a red short dress with floral design and white mesh and white leather Chelsea boots outside Stella McCartney during Paris Fashion Week on March 07, 2022 in Paris, France.
    (Image credit: Getty/Jeremy Moeller)
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    Chelsea boots, one of fashion's most beloved staples, hearken back to Queen Victoria—for whom the very first pair was made in 1837. Since then, the style, differentiated by an elastic side panel, has become one of the most popular types of boots for fall weather in England and worldwide. While ankle boots and thigh-high boots have grabbed the spotlight lately, celebrity stylist and costume designer Alexandra Imgruth says Chelsea boots should be a fall (wardrobe) staple to add to your boots rotation. 

    If you're left wondering how to style Chelsea boots, we've tapped Imgruth to share her professional tips on how and what to pair with an array of Chelsea boot styles. Read on for valuable, vintage-inspired Chelsea boots outfits for autumn and beyond.

    Style Your Chelsea Boots With Skirts and Tights

    Selena Gomez is seen on set for quot;Only Murders in the Buildingquot; in the Upper West Side on March 30, 2021 in New York City.

    (Image credit: Gotham/GC Images)

    I love wearing short skirts with tights to the office or on a night out with friends, and Imgruth agrees. "I mainly wear my Chelsea boots with sheer black tights and a mini skirt or mini dress," she says. "Pairing the boots with a skirt or dress makes them easy to transition from day to night, and the short length gives a mod, 60's feeling." For that fun, English mod vibe, check out some of our top picks below.

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    Madewell Buckle-Belt Wrap Mini Skirt in Plaid
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    Thursday Boots Dreamer Bootie
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    Style Your Chelsea Boots With Mini Dresses and Tights

    Maria Wos wearing black dress with embroidery and blue bag and Petra Henriette Rufi wearing long white dress, black vest with embroidery, grey coat, grey bucket hat and Ganni bag outside A. Roege Hove in Copenhagen fashion week Autumn/Winter 2022 on February 02, 2022 in Copenhagen, Denmark.

    (Image credit: Raimonda Kulikauskiene/Getty Images)

    As mentioned, the short skirt/dress-and-tights look pairs fabulously with Chelsea boots, and a dress is a nod back to the boots' English roots." A mini dress is at the core of the iconic 1960s London mod style," says Imgruth. Add a print or pattern to complete the look.

    colorful patterned mini dress

    Free People Mira Mini
    $148 AT FREE PEOPLE

    white minidress

    English Factory Mixed Media Mini Dress
    $60 AT NORDSTROM

    black tights

    Wolford Tummy Control Top 20 Denier Tights
    $70 AT NET-A-PORTER

    black tights

    Spanx Luxe Leg High-Rise 60 Denier Shaping Tights
    $38 AT NET-A-PORTER

    black Chelsea boots

    Blondo USA Hallie Waterproof Bootie
    $150 AT DSW

    mahogany Chelsea boots

    Softwalk Indy Chelsea Boot
    $150 AT DSW

    Style Your Chelsea Boots With Jeans

    Influencer Nadine Tosun wearing a blue patchwork denim jeans jacket by Topshop, blue denim jeans pants by Isabel Marant, a grey pullover by Edited, a grey Balaclava by Nadine Tosun the Label, grey boots by Copenhagen Studios, a grey bag by Balenciaga ans sunglasses by The Attico during a street style shooting on January 27, 2022 in Munich, Germany.

    (Image credit: Getty/Streetstyleshooters)

    I love a good pair of jeans for their ability to match almost anything, so donning denim is the perfect opportunity to experiment with Chelsea boot materials and styles. While Imgruth prefers a classic leather Chelsea boot, she says that a beautiful suede can work too, and she suggests an animal print if you're more experimental. Ahead, check out some suede options from Imgruth's go-to Chelsea boot brand, Crockett and Jones.

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    blue jeans

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    brown suede chelsea boots

    Crockett and Jones Bonnie
    $730 AT CROCKETT AND JONES

    Ganni black boots with white stitching

    Ganni Topstitched Leather Chelsea Boots
    $430 AT FARFETCH

    Style Your Chelsea Boots With a Suit

    Nathalie Larche wearing full black and white Dior look during Paris Fashion Week on January 20, 2022 in Paris, France.

    (Image credit: Getty/Jeremy Moeller)

    Who says your fashion inspiration needs to be limited by gender? Imgruth says that Chelsea boots are an excellent pairing for a suit if you're feeling a little more formal. Take a note from one of the most famous bands of all time and pair your favorite Chelsea boots with a sleek, head-turning suit. "Think of The Beatles crossing Abbey Road," Imgruth says. 

    navy blazer

    Theory Carissa Blazer in Good Wool
    $315 AT THEORY

    velvet blazer

    Kate Spade Jewel Button Velvet Blazer
    $381 AT KATE SPADE

    navy dress pants

    Theory Demitria Pant in Good Wool
    $215 AT THEORY

    velvet pants

    Kate Spade Velvet Pants
    $281 AT KATE SPADE

    white chelsea boots

    Sam Edelman Laguna Chelsea Boot
    $170 AT SAM EDELMAN

    black Chelsea boots

    Banana Republica Hudson Tall Leather Chelsea Boot
    SHOP NOW

    Meet the Expert

    Alexandra Imgruth
    Alexandra Imgruth
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    Stylist

    Alexandra Imgruth is a fashion stylist and style consultant who works with celebrities and priavte clients alike. She is currently based in New York City.

    Marie Claire Newsletter

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    Gabrielle Ulubay
    Gabrielle Ulubay
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    Former Beauty Writer

    Gabrielle Ulubay is a Former Beauty Writer at Marie Claire. She has also written about sexual wellness, politics, culture, and fashion at Marie Claire and at publications including The New York Times, HuffPost Personal, Bustle, Alma, Muskrat Magazine, O'Bheal, and elsewhere. Her personal essay in The New York Times' Modern Love column kickstarted her professional writing career in 2018, and that piece has since been printed in the 2019 revised edition of the Modern Love book. Having studied history, international relations, and film, she has made films on politics and gender equity in addition to writing about cinema for Film Ireland, University College Cork, and on her personal blog, gabrielleulubay.medium.com.

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