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.
How to style: Camel slip skirt, oversize blazer, and black ankle boots.
The Frankie Shop Bea Crepe Blazer
J.Crew Gwyneth Slip Skirt in Viscose Charmeuse
Michael Kors Maude Leather Boot
How to style: Ivory slip skirt, ’60s ruffled top, and brown knee-high boots.
Zara Ruffled Embroidered Shirt
Mango Midi Satin Skirt
Tony Bianco Fantasy Heeled Boot
How to style: Peony slip skirt, ribbed tank, and red ankle boots.
Favorite Daughter The Ribbed Tank
Nation LTD Gaia Bias Cut Maxi Skirt
Jeffrey Campbell No-Space Boots
How to style: White slip skirt, V-neck sweater, and slouchy black boots.
Mango Knitted Polo-Neck Sweater
Reformation Bella Satin Skirt
Reformation Rosie Mid Shaft Boot
How to style: Black slip skirt, textured knit sweater, and suede knee-high boots.
The Group Kerez Merino Wool Turtleneck
ZARA Satin Effect Midi Skirt
Reformation Remy Knee Boot
How to style: White slip skirt, gray cardigan, and black knee-high boots.
H&M Knit Cardigan
Mango Midi Satin Skirt
Sam Edelman Sylvia Knee High Boot
How to style: Black slip skirt, silk tie-front blouse, and heeled pointed-toe boots.
Reformation Rosina Silk Top
H&M Satin Slip Skirt
Tony Bianco Quest Boot
How to style: Leopard-print slip skirt, graphic tee, and combat boots.
GANNI Printed Organic Cotton-Jersey T-Shirt
Mango Leopard-Print Satin Skirt
Dr. Martens Jadon Boot
How to style: Printed slip skirt, leather jacket, and black chunky boots.
Lioness Kenny Bomber
Pucci Printed Semi-Sheer Maxi Skirt
Miu Miu Leather Harness Buckle Biker Ankle Boots