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

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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.

Bea Crepe Blazer

The Frankie Shop Bea Crepe Blazer

New Gwyneth Slip Skirt in Viscose Charmeuse

J.Crew Gwyneth Slip Skirt in Viscose Charmeuse

Maude Leather Boot

Michael Kors Maude Leather Boot

Street style photo of woman wearing slip skirt and boots.

How to style: Ivory slip skirt, ’60s ruffled top, and brown knee-high boots.

Ruffled Embroidered Shirt

Zara Ruffled Embroidered Shirt

Mango, Midi Satin Skirt

Mango Midi Satin Skirt

Fantasy Heeled Boot

Tony Bianco Fantasy Heeled Boot

Street style photo of woman wearing slip skirt and boots.

How to style: Peony slip skirt, ribbed tank, and red ankle boots.

The Ribbed Tank

Favorite Daughter The Ribbed Tank

Gaia Bias Cut Maxi Skirt

Nation LTD Gaia Bias Cut Maxi Skirt

No-Space Boots

Jeffrey Campbell No-Space Boots

Street style photo of woman wearing slip skirt and boots.

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

Mango, Knitted Polo-Neck Sweater

Mango Knitted Polo-Neck Sweater

Bella Satin Skirt

Reformation Bella Satin Skirt

Rosie Mid Shaft Boot

Reformation Rosie Mid Shaft Boot

Street style photo of woman wearing slip skirt and boots.

How to style: Black slip skirt, textured knit sweater, and suede knee-high boots.

Aritzia, Kerez Merino Wool Turtleneck

The Group Kerez Merino Wool Turtleneck

Satin Effect Midi Skirt

ZARA Satin Effect Midi Skirt

Remy Knee Boot

Reformation Remy Knee Boot

Street style photo of woman wearing slip skirt and boots.

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

Knit Cardigan

H&M Knit Cardigan

Mango, Midi Satin Skirt

Mango Midi Satin Skirt

Sylvia Knee High Boot

Sam Edelman Sylvia Knee High Boot

Street style photo of woman wearing slip skirt and boots.

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

Rosina Silk Top

Reformation Rosina Silk Top

Satin Slip Skirt

H&M Satin Slip Skirt

Quest Boot

Tony Bianco Quest Boot

Street style photo of woman wearing slip skirt and boots.

How to style: Leopard-print slip skirt, graphic tee, and combat boots.

Printed Organic Cotton-Jersey T-Shirt

GANNI Printed Organic Cotton-Jersey T-Shirt

Mango, Leopard-Print Satin Skirt

Mango Leopard-Print Satin Skirt

Dr Martens Jadon Boot Smooth Leather Platforms

Dr. Martens Jadon Boot

Street style photo of woman wearing slip skirt and boots.

How to style: Printed slip skirt, leather jacket, and black chunky boots.

Kenny Bomber

Lioness Kenny Bomber

Printed Semi-Sheer Maxi Skirt

Pucci Printed Semi-Sheer Maxi Skirt

Leather Harness Buckle Biker Ankle Boots

Miu Miu Leather Harness Buckle Biker Ankle Boots

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