Leather Weather Is Here: 12 Outfits That Are Defining the Season


(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 nine coolest ways to wear a leather jacket this season. Then, start shopping for your new favorite style below.

Leather Bomber + Turtleneck + Maxi Skirt + Flats


(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


(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, slip skirt, and Mary Janes.

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Leather Jacket + Flowy Skirt + Sweater Drape


(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


(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


(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


(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


(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


(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


(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


(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


(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


(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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Senior Editor

Anna is an editor on the fashion team at Who What Wear and has been at the company for over five years, having begun her career in the Los Angeles office before relocating to New York, where she's currently based. Having always been passionate about pursuing a career in fashion, she built up her experience interning at the likes of Michael Kors, A.L.C., and College Fashionista before joining the team as a post-graduate assistant editor. Anna has penned a number of interviews with Who What Wear's cover stars over the years, including A-listers Megan Fox, Issa Rae, and Emma Chamberlain. She's earned a reputation for scouting new and emerging brands from across the globe and championing them to our audience of millions. While fashion is her main wheelhouse, Anna led the launch of WWW Travels last year, a new lifestyle vertical that highlights all things travel through a fashion-person lens. She is passionate about shopping vintage, whether it be at a favorite local outpost or an on-the-road discovery, and has amassed a wardrobe full of unique finds. When she's not writing, you can find her shooting street imagery on her film camera, attempting to learn a fourth or fifth language, or planning her next trip across the globe.