The Effortless Skirt-and-Boot Combo I'm Copying From People in Paris and Milan

By Shelley Larkin / April 14, 2025 / Fashion & Beauty / 2 minutes of reading

If there’s one thing Parisians and the Milanese actually agree on (besides espresso and expertly executed haircuts), it’s the unmatched chicness of a great skirt-and-boot combo. As a fashion editor, my work involves finding the best street style during fashion month, and frankly, if there’s one style formula I saw everywhere, it was a sleek slip skirt paired with the perfect boots. Whether it was ankle boots with an oversize blazer or knee-high boots with a slinky satin blouse, the streets were a master class in looking like you didn’t try… but definitely did.

Naturally, I’m now on a mission to re-create the magic without hopping on a flight to France or Italy. I’ve rounded up the best outfits to shop now, inspired by the cool girls effortlessly strutting through the arrondissements and cobblestone streets of Milan. Below, shop the best slip skirt and boots outfit ideas.

Street style photo of woman wearing slip skirt and boots. — How to style: Camel slip skirt, oversize blazer, and black ankle boots.

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The Frankie Shop

Bea Crepe Blazer

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J.Crew

Gwyneth Slip Skirt in Viscose Charmeuse

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Vagabond Shoemakers

Hedda Bootie

Street style photo of woman wearing slip skirt and boots. — How to style: Ivory slip skirt, ’60s ruffled top, and brown knee-high boots.

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Zara

Ruffled Embroidered Shirt

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Tony Bianco

Fantasy Heeled Boot

q8DUYXFBmJsGhvaMc9Xjgk 320 80 — How to style: Peony slip skirt, ribbed tank, and red ankle boots.

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Favorite Daughter

The Ribbed Tank

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Nation LTD

Gaia Bias Cut Maxi Skirt

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Jeffrey Campbell

No-Space Boots

Fbr455C4i3Fpke9tCbjz2m 320 80 — How to style: White slip skirt, V-neck sweater, and slouchy black boots.

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Mango

Knitted Polo-Neck Sweater

CeXGTwjtRjH2rEZgMjK6e4 320 80

Reformation

Bella Satin Skirt

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Reformation

Rosie Mid Shaft Boot

3oufApymGQtYqDYJZoMebk 320 80 — How to style: Black slip skirt, textured knit sweater, and suede knee-high boots.

How3CLEMEGDevBPvtmFHFQ 320 80

The Group

Kerez Merino Wool Turtleneck

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ZARA

Satin Effect Midi Skirt

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Reformation

Remy Knee Boot

xBZHTwS3zi2govZ2VuAssk 320 80 — How to style: White slip skirt, gray cardigan, and black knee-high boots.

sMtqXLpmZJ6C9NEKmDRBKc 320 80

WDDBhrarRD2r8ePpieHg9X 320 80

u5YbhgSHCmkGpAxqMVriJc 320 80

Sam Edelman

Sylvia Knee High Boot

Viu5NqVvjPxwRvUyGCz9zm 320 80 — How to style: Black slip skirt, silk tie-front blouse, and heeled pointed-toe boots.

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Reformation

Rosina Silk Top

dQgbnBsSZJpmUTkamM6sjd 320 80

tRwfAB3LvjNR9aQ2yPLcnd 320 80

9LZap5WdTwZVzJmFkyYmQo 320 80 — How to style: Leopard-print slip skirt, graphic tee, and combat boots.

PhB4XSezTvdzyD9nhZmgGF 320 80

GANNI

Printed Organic Cotton-Jersey T-Shirt

bPK4kQrWg9cfjj7dKeEtaJ 320 80

Mango

Leopard-Print Satin Skirt

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yGnSDSXJr7jjxA9YsbwrS 320 80 — How to style: Printed slip skirt, leather jacket, and black chunky boots.

FNMoh7G5B6FhR5oAk7PR4R 320 80

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Pucci

Printed Semi-Sheer Maxi Skirt

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Miu Miu

Leather Harness Buckle Biker Ankle Boots