3 Ways to Style a Leather Jacket

Leather jackets are the perfect outerwear during transitional seasons. I wear them every year when winter warms into spring, and when summer gives way to crisp, fall air. Leather jackets keep me warm by blocking the wind, but are still breathable so I’m not a sweaty mess during the hottest time of the day. This classic wardrobe piece can be a little intimidating, though. After all, we don’t want to look like we’re in a costume (dressed up as a biker, a cast member from Grease, or Michael Jackson himself). Have no fear! I’ve got 3 tips on how to style a leather jacket that are sure to turn heads… for all the right reasons.

This post may contain affiliate links. Please see our disclosure policy for full details.

1. Pair with a maxi dress and sneakers

how to style a leather jacket
Photo: Wini Lao

When people think about how to style a leather jacket, they often default to wearing leather jackets with jeans. But one of my favorite ways to wear them is with maxi dresses. There’s something about the contrast between the more masculine, structured jacket and the more feminine, flowy dress that’s really cool. I especially like to wear a leather jacket with floral maxi dress. This look tones down both extremes and creates the perfect balance.

In this outfit though, I paired it with a minimalist, long, black maxi dress made of t-shirt / jersey material, along with my favorite Fila dad sneakers, which makes the look more casual. I also wore a fabulous, caramel, cross body bag from Creagh.

how to style a leather jacket
Photo: Wini Lao
how to style a leather jacket
Photo: Wini Lao

2. Pair with cropped utility pants and heels

how to style a leather jacket
Photo: Wini Lao

Mixing formal wardrobe pieces with informal ones always makes an outfit more interesting. I paired the leather jacket with these green utility pants, a drapey black tank top with some gold chain necklaces, and a pair of black sling back heels.

Much like combining masculine and feminine, or structured and unstructured, pairing formal with informal creates interest and balance. This is how to style a leather jacket in a way that’s chic, sexy, and cool, while still being comfortable.

how to style a leather jacket
Photo: Wini Lao
how to style a leather jacket
Photo: Wini Lao
how to style a leather jacket
Photo: Wini Lao

3. Pair with leggings and sneakers

how to style a leather jacket
Photo: Wini Lao

If you’re a fan of athleisure (and who isn’t these days?!), leather jackets add a great touch of sophistication to these outfits. Here I paired the jacket with a pair of black running leggings, some black Adidas sneakers, a black hoodie, a grey flannel baseball hat and added a splash of color with this red purse from Theory.

This is how to style a leather jacket for travel and errand-running on the weekends because you’ll look a little more put together than wearing what amounts to workout clothing alone. When we went to Copenhagen recently, this was basically my daily uniform. It was both stylish and comfortable.

how to style a leather jacket
Photo: Wini Lao
how to style a leather jacket
Photo: Wini Lao
how to style a leather jacket
Photo: Wini Lao

Intimated by how to style a leather jacket? Don’t be! Wear one to bring structure to maxi dresses, give your dressy looks a little bit of an edge, and make your athleisure look more polished. Add a few closet staples under a leather jacket and you’ll have several looks that will keep you warm enough day to night.

What’s your favorite way to style a leather jacket?

Receive Your Free Guide:
10 TRAVEL PRODUCTS
EVERY FAMILY SHOULD OWN

Enter your email below to receive your free guide to the 10 travel products every traveling family should own. You'll also be subscribed to our weekly newsletter, filled with luxury travel inspiration for you and your family!



About Carmen Sognonvi

Carmen Sognonvi is a luxury family travel and lifestyle digital influencer at Top Flight Family. Her insights on travel have been featured in Wanderlust Travel Magazine, TravelPulse, HOTELS Magazine, Seatrade Cruise News and more. Carmen firmly believes that you can (and should) travel with your kids from a young age. She offers families practical solutions for travel, as well as tips on how to travel in luxury for less. She lives in New York City with her multiracial and multicultural family of four. Follow her on Instagram, FacebookTwitter and Pinterest.

Click here to read Carmen's articles

Leather jackets are perfect during transitional seasons, but styling them can be a little intimidating. Here are 3 tips on how to style a leather jacket.

Some posts on this site may contain affiliate links, meaning if you book or buy something through one of these links, Top Flight Family may earn a small commission, at no extra cost to you. We are a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for us to earn fees by linking to Amazon.com and affiliated sites. Read the site's full disclosure and privacy policy here.
No Comments Yet

Comments are closed