Leather Weather Is Here: 15 Outfits That Are Defining the Season

A woman wears a brown leather jacket, white tank top, black and gold belt, black pants, and black leather gloves.

(Image credit: The Style Stalker)

Now more than ever, we are focused on clothes that are versatile and functional and will last forever, and a leather jacket definitely fits the bill. When it comes to styling our wardrobe staples, we tend to turn to our favorite fashion people for inspiration. After all, who better to master the art of styling such an everyday classic than the stylish It girls who wear them, well, every day?

Ahead, you'll find a handful of foolproof outfits that incorporate a leather jacket. Take a cue from these folks and throw a classic leather jacket over your shoulder for that added layer, or let it be the focus of your all-black ensemble for a cold-weather day of errands. If you're ready to spark a new level of fashion inspiration, scroll down to see the 15 coolest ways to wear a leather jacket this season. Then, start shopping for your new favorite style below.

Leather Bomber + Turtleneck + Maxi Skirt + Flats

A woman wears a black leather bomber jacket, black skirt, white turtleneck, white socks, and black mary janes.

(Image credit: @nlmarilyn)

Style Tip: If you want to opt out of the moto-jacket style, go for a leather bomber jacket instead.

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Vintage-Inspired Jacket + Cardigan + Slip Skirt

A woman wears black leather jacket, polka dot skirt, sheer socks, black heels a gray cardigan and black bag.

(Image credit: @hannamw)

Style Tip: Miu Miu's fall runway captured the perfect contrast between soft and hard. Emulate the same when you pair a vintage-inspired jacket with a delicate cardigan, a slip skirt, and Mary Janes.

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Leather Jacket + Flowy Skirt + Sweater Drape

A woman wears a leather jacket, gray sweater, white skirt, and gray heels

(Image credit: @daniellejinadu)

Style Tip: Flowy white skirts were everywhere we looked this summer. Keep yours in rotation well into the cooler season by wearing it with a leather jacket. For an extra layer, tie a sweater over your shoulders.

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Moto Jacket + Turtleneck + Wide-Leg Jeans + Ankle Boots

A woman wears a leather jacket, black sweater, black pants, black sunglasses, and black boots.

(Image credit: @annabelrosendahl)

Style Tip: If you're wearing an all-black ensemble, a leather jacket will add a new texture to your look. Try a streamlined silhouette with yours when you layer a turtleneck underneath and pair it with wide-leg jeans and ankle boots.

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Leather Trench Coat + Tonal Knits + '80s Earrings

A woman wears a long brown leather jacket, a brown cardigan, brown leggings, and brown heels.

(Image credit: @hoskelsa)

Style Tip: Give your knits or knit dresses the final touch with a cool leather trench coat thrown over it. To really pull the look together, aim for pieces in coordinating colors.

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Moto Jacket + Maxi Skirt + Mary Jane Flats

A woman wears a black leather jacket, black slip dress, black bag, and black mary janes.

(Image credit: @symphonyofsilk)

Style Tip: Mary Jane flats and maxi skirts are two of the biggest trends right now. They both happen to pair flawlessly with a classic leather jacket.

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Oversize Jacket + Silk Tank + Pencil Skirt + Pumps

A woman wears a brown leather blazer, black midi skirt, white tank top, and black heels.

(Image credit: The Style Stalker)

Style Tip: Give corporate dress codes the street style effect when you wear an oversize leather jacket atop office staples like a pencil skirt and pumps.

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Leather Blazer + White Tee + Leather Miniskirt + Boots

A woman wears a brown leather jacket, white t-shirt, brown leather skirt, black knee-high boots.

(Image credit: @darjabarannik)

Style Tip: Freshen up a leather blazer by pairing it with a leather miniskirt and boots. The all-leather ensemble will bring a new energy to the jacket style that might have been in your closet for a few years by now.

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Cropped Jacket + Slip Skirt + Statement Belt + Pull-On Boots

A woman wears a short leather jacket, black tank top, white skirt, black belt, and tan boots.

(Image credit: @meganadelaide)

Style Tip: Match the tough energy of your leather jacket by pairing it with a moto bag and pull-on boots.

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Leather Jacket + Graphic Tee + Denim Miniskirt + Knee Boots

A woman wears a leather jacket, graphic t-shirt, denim mini skirt, and black knee-high boots.

(Image credit: @amaka.hamelijnck)

Style Tip: A leather jacket can dress up even the most casual graphic T-shirt and denim skirt.

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Oversize Jacket + Tee + Straight-Leg Jeans + Ankle Boots

A woman wears a brown leather jacket, navy scarf, blakc belt, mini dior bag, straight-leg jeans, black heels.

(Image credit: @annelauremais)

Style Tip: If you can't think of anything else to wear, you'll never go wrong with jeans and ankle boots.

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Leather Bomber Jacket + Shorts Set + Loafers + Socks

Moe wears a black leather jacket, white top, white shorts, white socks, and black oxfords.

(Image credit: @moeblackx)

Style Tip: Master transitional-weather dressing when you throw on a cool leather bomber jacket atop an otherwise summery outfit like a matching shorts set.

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Leather Trench Coat + Silk Pants + Silk Camisole

Sylvie wears a black long trench coat, silk camisole, gold silk pants, brown heels, and a black clutch.

(Image credit: @sylviemus_)

Style Tip: Styling black and brown may be controversial, but Sylvie Mus proves that it's a really chic color combination. Take style notes from her and pair a black leather trench coat with a tan silk camisole and gold flowy pants.

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Oversize Leather Jacket + Printed Pants + Cardigan + Colored Handbag

Sofia wears a brown leather jacket, a leopard hat, black cardigan, white turtleneck, red bag, leopard jeans, and black boots.

(Image credit: @sofiamcoehlo)

Style Tip: Last fall, we saw an influx of fashion people reaching for leopard-print jeans, and this year will be no different. The best way to style them? With an oversize leather jacket. Then, add a chunky cardigan, comfortable walking shoes, and a red handbag for a pop of color.

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Brown Leather Jacket + Studded Belt + Dark-Blue Jeans + Ballet Flats

Lucy wears a brown leather jacket, white t-shirt, studded belt, dark blue jeans, black ballet flats, and a tote bag.

(Image credit: @lucywilliams02)

Style Tip: A pair of blue jeans with black ballet flats is a classic outfit combination that fashion people turn to repeatedly because it's chic every time. However, adding a distressed leather jacket and a studded belt elevates the outfit and creates a polished appeal since it balances modern and traditional elements.

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This story was originally published at an earlier date and has since been updated.

Senior Editor

Anna is an NYC-based senior fashion editor who has been a member of the Who What Wear team for over seven years, having begun her career in L.A. at brands like Michael Kors and A.L.C. As an editor, she has earned a reputation for her coverage of breaking trends, emerging brands, luxury shopping curations, fashion features, and more. Anna has penned a number Who What Wear cover interviews, including Megan Fox, Julia Garner, and Lilly Collins. She also leads the site’s emerging travel vertical that highlights all things travel and lifestyle through a fashion-person lens.