What To Wear With A Leather Jacket

Wondering what to wear with a leather jacket in spring, summer, fall, or winter? I’ve compiled some of my fave stylish leather jacket outfits for women to inspire you! 

collage of four women wearing stylish outfits with black leather jackets

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What To Wear With a Leather Jacket 

A leather jacket is one piece I’ll always have in my wardrobe – no fail! This iconic jacket is an everyday classic that works for all seasons, whether you’re layering it for winter or throwing it on over a dress in the summer. In my opinion, a leather jacket is such a wearable piece, you can truly find countless ways to style it!

If you’re new to this closet staple or looking for fresh outfit inspiration, you’re in the right place. Ahead, I’m sharing exactly what to wear with a leather jacket to feel chic with outfits I’ve created from my own wardrobe, as well as looks from some of my fave fashion influencers. 

Biker jacket, slip skirt + knit sweater.

Christal wearing a satin midi skirt with a white sweater and a black leather jacket.

get the look:

My best advice when you don’t know what to wear with a leather jacket is to pair it with a contrasting piece that gives the outfit visual interest. In this case, I’ve styled my black leather jacket with an ivory slip skirt—the fluid, flowy skirt contrasts beautifully with the smooth leather.

I also added a cable knit sweater underneath for even more texture. I love to wear this combo for an evening out in the fall or winter. 

Leather jacket + slip dress.

Christal wearing a black slip dress with black ballet flats and a black leather jacket.

get the look:

Similar to the satin skirt outfit, I love pairing feminine pieces with a leather jacket. Wearing a lingerie-inspired black slip dress with a masculine leather jacket creates a perfect contrast. Here, I’ve opted for y fave leather biker jacket from Quince (such an unbeatable price), but I think an oversized leather bomber jacket would look equally cool. 

Vintage-inspired jacket, button-down shirt + flats.

Woman wearing jeans, ballet flats, a white button down and a brown leather jacket.
@whatgigiwears

get the look:

I love the recent trend of oversized vintage/distressed leather jackets – Vogue has recently called this style the leather jacket of the moment, and I’m here for it. On Gigi above, this brown leather jacket acts as a statement piece for an otherwise simple outfit of jeans and a white shirt.

And because a leather jacket is more masculine, I love the idea of pairing it with feminine pieces like ballet flats to strike the perfect balance.

Biker jacket, denim skirt + heeled sandals.

Christal wearing a denim midi skirt with a black tank top and a leather jacket.

get the look:

Wearing a leather jacket with denim will forever be a cool girl look – the combo is timeless, in my opinion!. Here, I’ve opted for a denim midi skirt rather than jeans for an on-trend element. Try a cropped jacket to define your waist, and layer a tight-fitting top or bodysuit underneath for a streamlined silhouette.

With a pop of red.

Christal wearing distressed jeans and black loafers with a cranberry sweater under a leather jacket.

get the look:

Red is one of 2023’s biggest color trends, and we’ll continue to see this rich burgundy color well into 2024. This cherry-colored hue looks fantastic with black, so I’ve layered it with my trusty leather jacket for an outfit that’s made for fall and winter.

Distressed denim keeps this look casual, but you could easily swap it for a maxi skirt or trousers. And I love the modern addition of chunky loafers

Moto jacket + high-waisted trousers.

Woman wearing tan trousers, a black tank top and a black leather jacket.
@hannahchelsiehudson

get the look:

Leather jackets get a fresh update when paired with pleated trousers. Worn with a crop top, a moto jacket, and chunky sandals, these neutral linen trousers create a polished, casual look perfect for spring or summer.

For me, this look proves that you can wear a leather jacket in warm weather and with lighter fabrics like linen and silk. 

With a sweater dress + boots.

Christal wearing a cream sweater dress with a black leather jacket and Chelsea boots.

get the look:

During Copenhagen Fashion Week, we saw leather jackets styled with long dresses and chunky boots, which brought a new, exciting energy to the classic jacket style.

Taking inspiration, I’ve styled my fave leather jacket with a knit sweater dress and Chelsea boots. The chunky shoes perfectly match the toughness of a leather biker jacket, while the knit dress adds texture and stylish comfort.

Leather jacket, silk top + midi skirt.

Christal wearing a denim midi skirt with a button down and a leather jacket.

get the look:

Looking for more inspiration for what to wear with a leather jacket? This stylish combo never fails to turn heads.

I’ve elevated the denim skirt and jacket base that I already love with a silk shirt from Toteme. Black leather accessories, like pointed-toe ankle boots and a woven bag, tie this polished outfit together.

This outfit would also look great with a leather blazer (see more stylish leather blazer outfits).

Shades of cream.

Woman wearing white jeans, a white button down and an oversized leather jacket.
@whatgigiwears

get the look:

According to Who What Wear, leather bomber jackets are a standout style to look for in 2024. This versatile jacket makes any outfit look effortlessly cool and chic, even when paired with basics.

I love that @whatgigiwears styled her oversized bomber with a creamy all-white ensemble and comfy Birkenstock clogs for an everyday look you can wear for brunch, errands, or a coffee date. 

Striped sweater + loafers.

Christal wearing distressed jeans, black loafers and a black and white sweater under a leather jacket.

get the look:

I love to mix and match my leather jacket with unexpected pieces. Preppy fashion staples like a striped sweater and loafers add an ‘old money’ vibe to this outfit, contrasting with my vintage Re/Done jeans and biker jacket. 

Style tip: Wear socks with your loafers to keep this look feeling fresh and on-trend, and keep your feet warmer in cold weather! 

Leather jacket, jeans + heeled boots.

Christal wearing straight jeans with black booties and a grey sweater under a leather jacket.

get the look:

A leather jacket can dress up even the simplest outfits. Wearing it with slim-fitting jeans and a lightweight sweater, like I’ve done here, adds an edgy and elevated feel. These heeled boots also work to dress up this everyday look, making it an ideal option for dinner or a casual date night.

Leather biker jacket, sequin pants + heels.

Christal wearing sequin pants, a grey sweater, a black leather jacket and black pumps.

get the look:

To dress up a leather jacket, I recommend pairing leather with interesting textures and eye-catching fabrics. While these black sequin pants shine on their own (literally), wearing them with my leather jacket, grey knit, and classic pumps creates a show-stopping combo.

I love this outfit for a special event, Christmas outfit, or a New Years Eve party when you want to feel chic and festive. 

Oversized jacket, trousers + ball cap.

Woman wearing black pants with a grey t shirt and oversized leather jacket.
@pollyvsayer

While it’s true that leather jackets can make an outfit feel dressier, they’re also great to throw over casual outfits for a lived-in look.

I love how Polly married slouchy trousers with an oversized leather jacket—two pieces that look ultra-stylish together. Tucking in the top helps to define her shape amongst baggier pieces, while relaxed accessories like an Anine Bing ball cap and Ugg slippers add to the effortless, model-off-duty aesthetic.

Midi dress + sneakers.

Christal wearing a knit midi dress with a black leather jacket and sneakers.

get the look:

If your leather jacket has a boxy fit, try pairing it with something form-fitting underneath. For a summer-friendly look, I went with a body-con midi dress and Adidas Samba sneakers (my fave) to keep stay cute yet casual. Sticking with a monochromatic color palette also elevates the ensemble.

Knit sweater, jeans + Chelsea boots.

Christal wearing jeans, a grey sweater and a black leather jacket with black Chelsea boots.

get the look:

A black leather jacket with a sweater and jeans is a classic leather jacket outfit I never get tired of. This outfit is perfect for everyday wear and chill occasions when you’re out and about. For a dressier vibe, opt for dark-wash jeans and heeled boots instead.

Oversized jacket, mini skirt + sheer tights.

Woman wearing a black mini skirt with tights and Chelsea boots.
@mariajoynson

get the look:

I definitely think this outfit takes inspiration from the queen of leather jackets, Hailey Bieber, who can often be seen wearing an oversized leather jacket with sheer tights. Here, @mariajoynson styled her look with a cream knit, mini skirt, and ankle boots.

Wearing ankle boots, like these chunky Chelsea boots, are great for daytime, but you could also wear this outfit with chunky loafers. To dress it up for the night, I would swap the Chelsea boots for knee-highs.  

Graphic tee + distressed jeans.

Christal wearing distressed jeans with a graphic tee under a leather jacket.

get the look:

A graphic tee and leather jacket is a tried-and-true pairing, in my opinion. I styled this combo with distressed light-wash jeans for a cool street style inspired look. I love that the black Mary Jane flats – a popular shoe trend for 2024 – add a girly, preppy touch to an otherwise grungy outfit. 

Biker jacket + barrel-leg pants.

Christal wearing white jeans, black Chelsea boots a white sweater and a black leather jacket.

get the look:

Another trend you’re likely to see going into 2024 is barrel-leg jeans. This ultra-baggy style adds shape and structure to any outfit and looks great paired alongside a cropped jacket.

My distressed leather biker jacket works perfectly here and ties in any black accessories, like my leather pouch bag and Clubmaster sunnies.

Black leather jacket, turtleneck + sneakers.

Woman wearing baggy jeans with an oversized sweater and leather jacket.
@missjamiefirth

get the look:

I love the relaxed vibes that this oversized leather jacket look gives. Paired with wide-leg jeans and a chunky turtleneck, the outfit feels cozy and chill for a day of shopping or strolling around town. Finish with fashionable accessories like trendy sunglasses, a colorful beanie, and Adidas sneakers.

All black outfit.

Christal wearing black jeans and a black knit top with a leather jacket and pumps.

get the look:

This is such a chic take on an all-black outfit. Cropped cargo pants and heels add an elevated twist to the staple leather jacket for a functional yet fashionable look. I’d wear this monochromatic look out with friends, on a coffee date, or for date night. 

Leather jacket + straight-leg jeans.

Christal wearing jeans, Chelsea boots and a black and white sweater under a leather jacket.

get the look:

When in doubt, pair your leather jacket with your most worn items. Because a leather jacket is such a classic piece, I can combine it with other wardrobe staples like a striped sweater, straight-leg jeans, and ankle boots for an effortlessly chic look. This is a fool-proof outfit recipe I know I can wear again and again.

How do you wear a leather jacket 2024? 

The leather jacket is a classic piece that will never go out of style, but it just so happens to be on-trend for 2024. According to Vogue editors, moto jackets, leather blazers, oversized leather bomber jackets, and leather trench coats are the must-have styles, verified by trend reports from Milan Fashion Week and street style predictions from Copenhagen Fashion Week

Fashion it-girls are wearing on-trend styles such as baggy pants, pointed heels, matching sets, and Mary Jane flats with leather jackets. But you can also expect to see leather jackets styled with chunky knits, graphic tee shirts, maxi skirts, and trendy sneakers in 2024.

 

I hope you have been inspired and feel confident about what to wear with a leather jacket in 2024! Be sure to check out the articles below for more style inspo. 

 

More Style Inspiration You’ll Love:

Chic Leather Shorts Outfits You’ll Love For Day or a Night Out

19+ Leather Pants Outfit Ideas That Prove You Need A Pair

17+ Coffee Date Outfit Ideas That Are Classy & Casual

About

Hi! I'm Christal - Editor-in-chief, published author, and minimalist fashion enthusiast! Welcome to Style Your Occasion, your styling inspiration go-to for every occasion, event, party, and trip! Click below to meet the rest of the Style Your Occasion team.

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