12 Ways to Wear an Oversized Leather Jacket for Spring

You'll wear them with every. single. outfit.

A woman wears an oversized leather jacket over a mini skirt

Getty Images

Sometimes, bigger really is better. In the case of leather jackets, we love a cropped moment, but there is something truly special about an oversized leather jacket. As celebs like Hailey Bieber and Florence Pugh have proven this spring, they act as the perfect style safety net. Thanks to their extra volume, oversized leather jackets make great security blankets when it comes to trying out experimental looks that might otherwise feel like too much of a fashion risk. From sheer dresses to micro-mini hot pants, there is no hemline too high or outfit too outrageous to pair with this outerwear staple.

As much as we love using oversized leather jackets as a fashion support system, there are subtle ways to wear them as well. Plus, they can dress looks up or down, since they add instant polish or an edge, depending on what you're wearing. Read on for our favorite takes on this trend, from risky to ultra laid-back.

With Sheer Tights & Loafers

Hailey Bieber wears an oversized leather jacket with sheer tights and loafers

Getty Images

Hailey Bieber just might be singlehandedly responsible for revitalizing the oversized leather jacket trend, simply because she's rarely photographed in any other outerwear. One of her go-to outfits is the TikTok-approved combination of sheer tights, ankle socks, and square-toed loafers. Is she wearing other clothes? Absolutely. Do they matter? You be the judge.
Shop Similar: Vagabond Blanca Loafer, $110 (Originally $185).

With White Denim & Converse

A woman wears an oversized leather jacket with white pants and converse

Getty Images

An elevated and casual take on the oversized leather jacket trend, this outfit featuring white jeans and Converse sneakers can be dressed up or down depending on what accessories you work into the look. Add a quilted designer bag for a Fashion Week guest vibe, oversized sunglasses for an editorial moment, or a baseball cap to keep things down-to-earth.
Shop Similar: Madewell Perfect Vintage Straight Leg Jean in Tile White, $128.

With a LWD

A woman wears an oversized leather jacket with a little white dress

Getty Images

A little white dress is just as much of a wardrobe essential as a little black dress and we are frankly insulted on its behalf for the lack of attention it receives. What better way to celebrate this underrated staple than by pairing it with an oversized leather jacket and some platform biker boots?
Shop Similar: For Love and Lemons Becca Mini Dress, $275.

With Leather Pants

A woman wears an oversized leather jacket and leather pants

Getty Images

Distinctly different from the vampy vibe served by a cigarette pant, a wide-leg leather pant manages to be both casual and quietly luxurious. We like how this looks cozy but elevated with the addition of a designer handbag, statement sneakers, and an alt-girl hoodie.
Shop Similar: Citizens of Humanity Gaucho Leather Pants, $498

With Lace Pants

A woman wears an oversized leather jacket and lace pants

Getty Images

Ease your way into the season of showing skin by wearing an oversized leather biker jacket with a little — or a lot of — lace. A black pair of lace pants will offer you the most coverage while brighter shades are a bit more daring. Whatever color you choose, you're definitely headed for a main character fashion moment.
Shop Similar: Just BEE Queen Stevie Pant, $495

With Wide-Leg Jeans

Hailey Bieber wears an oversized leather jacket with a crop top and belted jeans

Getty Images

Wide-leg jeans and a crop top are one of Hailey Bieber's oversized leather jacket staples and we love her for it. So simple, but still chic, and replicated by TikTok stars and Gen Z influencers the world over, this combination is one worth adding to your spring vision board ASAP.
Shop Similar: Warp + Weft NCE Wide Leg Jeans, $98.

With Statement Tights

A woman wears an oversized leather jacket outfit featuring statement tights

Getty Images

This look may be the edgiest on our list, and it's all about one accessory: statement tights. As the centerpiece of the look, the tights of your choice will dictate the rest of the outfit. We love the deconstructed Marie Antoinette moment from the beribboned tights, especially when paired with pastel heels and an oversized leather moto jacket.
Shop Similar: Nodress Black Bowknot Tights, $60.

With a Lingerie-Inspired Slip

A woman wears an oversized leather jacket over a slip dress

Getty Images

A lingerie-inspired slip dress in black silk creates a beautiful balance between femininity alongside structured menswear. You can play up the contrast with sheer knee-high socks or stockings or by choosing a slip dress with lace detailing. On the oversized side of things, we recommend leaning into the lines and boxiness of a leather blazer or a more tailored, but still XXL, leather bomber jacket.
Shop Similar: Il Volo Cybele Mini Slip Dress, $480.

Over a Gauzy, Sheer 'Fit

Florence Pugh wears an oversized leather moto jacket over a sheer skirt

Getty Images

Florence Pugh offers a whole new silhouette courtesy of this cropped oversized leather jacket, which hits above the natural waist and gets its oversized effect from the bulk of the shoulders. The punk aesthetic pairs beautifully with feminine ruffles and gauzy patterned skirts, as Miss Flo recently demonstrated.
Shop Similar: Windsor Starry-Eyed Sheer Mesh Maxi Skirt, $40.

With a Maxi Dress

A woman wears an oversized leather jacket and a maxi dress

Getty Images

It can get — shall we say — swampy under an oversized leather jacket on a hot spring day, so we recommend pairing yours with a lightweight maxi dress as the weather gets warmer. Look for a soft, breathable fabric like cotton or jersey and stack on the accessories instead of the layers.
Shop Similar: Quince Tencel Jersey Tank Maxi Dress, $40

With a Hoodie & Buckle Boots

A woman wears an oversized leather jacket outfit featuring

Getty Images

For a moto-meets-Westernwear look that still manages to sneak a bit of street style into the vibe Venn diagram, pop on an oversized leather jacket over a hoodie, leggings, and your most rugged pair of buckled boots.
Shop Similar: Frye Harness 12R Boots, $388

With a Tulle Skirt

A woman wears an oversized leather jacket outfit featuring a tulle skirt

Getty Images

Calling all punk rock princesses. There are very few articles of clothing that instantly elevate a look quite like a tulle skirt. And when they simultaneously add a punk edge? Sold. We recommend keeping the elements of this oversized leather jacket look all black and adding a pop of color with a colorful statement minibag.
Shop Similar: Anthropologie Chéri Ruffled Tulle Midi Skirt, $158

Related Articles