10 Leather Outfit Ideas That Are Effortlessly Cool | Vogue

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Few pieces are as luxe in a transitional wardrobe than a buttery-soft piece of leather. When it comes to navigating this in-between period from fall to winter, it feels natural to reach for our go-with-everything leather jackets. That said, a high-quality leather jacket isn’t the only leather outfit idea to try—consider building a look around ’90s style trousers from St. Agni, Theory’s leather midiskirt, or a sharp leather blazer. Treat your new leather choice as the ultimate investment item—one that’s meant to last decades in your wardrobe and not just seasons. Even better, its presence makes any look instantly cool.

At Vogue, we understand that a little leather goes a long way, so we’ve mapped out ten outfit ideas where leather just happens to be the hero piece of the puzzle, surrounded by other closet classics we know and love. Starting off strong with a sleek leather midiskirt: this must-have item of the season transforms any look from casual to cool. Toteme’s minimalist leather jacket is the definition of an elevated essential, especially when paired with a monochromatic maxi. Equally as timeless in a wardrobe is Bally’s leather mini—it’s part of a trend we’ve seen from the runways to the streets. There are also leather options outside of the classic black, like The Frankie Shop’s burgundy bomber and a skirt from Co in the same shade. And contrary to popular belief, a leather jacket doesn’t have to break the bank in order to be considered high-quality; Mango has a fantastic leather trench coat that’s a great example.

Find out why we’re nominating a luxe piece of leather as the ultimate transitional wardrobe staple. Below, shop ten leather outfit ideas for the season ahead.

Midi skirts are a must-have item for the season ahead, perfect for looking chic and keeping warm as we head into winter. Pair yours with a cozy sweater and sleek black boots.

Theory

paneled leather midi skirt

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Alex Mill

Marylebone sweater jacket

ALEX MILL

Aeyde

Henry leather knee boots

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Mansur Gavriel

Everyday Cabas tote

SHOPBOP

Vince

mid-rise leather pencil skirt

MYTHERESA

NORDSTROM

SHOPBOP

Co

pencil leather midi skirt

BERGDORF GOODMAN

We love a leather miniskirt dressed down a bit with tomboy staples like a barn jacket, polo sweater, and moccasins.

Bally

embellished leather mini skirt

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Everlane

The Barn jacket

EVERLANE

Buck Mason

Idyllwild cashmere polo

BUCK MASON

The Row

Mabel suede loafers

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J.Crew

mini leather skort

J.CREW

The Frankie Shop

Mary faux leather miniskirt

MYTHERESA

Lean into the minimalist vibes of this Toteme jacket by pairing it with a monochromatic maxi skirt, classic knit, and Mary Janes.

Toteme

Hourglass leather jacket

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Helmut Lang

fluid jersey maxi skirt

BERGDORF GOODMAN

Acne Studios

sweater

FWRD

Emme Parsons

Tramonto Mary Jane ballet flats

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Loewe

glossed-leather jacket

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Massimo Dutti

nappa leather jacket

MASSIMO DUTTI

It doesn’t get more classic than a leather jacket and jeans, but sometimes it’s fun to play with silhouettes—try baggier denim contrasted with ballet flats.

Lemaire

faux leather bomber jacket

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House of Dagmar

Rigid high-rise jeans

MODA OPERANDI

Éterne

fitted jersey top

MODA OPERANDI

Loeffler Randall

Leonie leather ballet flats

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Anine Bing

Kelanie jacket

ANINE BING

The Frankie Shop

Viper leather jacket

MYTHERESA

A trench coat outfit can carry you through any day—a go-to look is trousers and a simple white T-shirt styled under a cropped knit. Add sneakers and a poppy scarf for a cozy, casual weekend look.

Róhe

belted leather trench coat

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Nili Lotan

Adriel wide-leg pants

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Loewe

mohair-wool leather patch scarf

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Junya Watanabe

x New Balance mixed leather sneakers

BERGDORF GOODMAN

Madewell

The Signature trench coat

MADEWELL

Mango

leather trench coat

MANGO

Pair a super sleek overcoat with a dress and lean boots for a look that can effortlessly take you from the office to the after-party.

Loulou Studio

leather knee-length coat

SAKS FIFTH AVENUE

Burberry

wool dress

BURBERRY

Gimaguas

mini Annamaria bag

SSENSE

Jil Sander

point-toe knee boots

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Nour Hammour

Birthday paneled leather coat

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nappa leather oversized coat

LAFAYETTE 148

Leather pants feel less Bike Riders and more fashion when teamed up with a colorful knit and cozy slides.

Proenza Schouler White Label

Maxine paneled leather pants

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Christopher John Rogers

Pique stitched stripe sweater

BERGDORF GOODMAN

Zara

leather bucket bag

ZARA

Auralee

suede slippers

SSENSE

St. Agni

paneled textured-leather pants

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Agolde

90s Pinch Waist leather-blend pants

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You can't go wrong with a classic leather blazer, straight-leg jeans, and a crisp white button up.

The Frankie Shop

Olympia faux leather blazer

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Gap

cotton classic shirt

GAP

Citizens of Humanity

Baretta Rigid jeans

MODA OPERANDI

The Delfina boots

M GEMI

Reformation

Veda Dalia leather blazer

SAKS FIFTH AVENUE

Frame

The Femme leather blazer

FRAME

Leather A-line skirts are having a bit of a moment this season. We love them worn totally ladylike, with a sweater set and kitten heels—slingbacks or boots, can’t lose.

Veronica Beard

Louise faux leather midi skirt

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Nili Lotan

March cashmere cardigan

MODA OPERANDI

Nili Lotan

May cashmere sweater tank

MODA OPERANDI

Reformation

Norris heeled mule

REFORMATION

Proenza Schouler

Moore pleated leather midi skirt

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Khaite

Francine skirt

KHAITE

A leather dress toes the line between elegant and tough. Pair yours with knee-high boots and silver jewelry—an easy way to look chic and stay warm.

Altuzarra

Paulina leather midi dress

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& Other Stories

collared wool jacket

& OTHER STORIES

Staud

Palamino tall boots

SHOPBOP

David Yurman

DY Madison toggle chain bracelet

DAVID YURMAN

Macy leather dress

GOOP

Dodo Bar Or

leather midi dress

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