How to Match a Leather Jacket with a Maxi Skirt

How to Match a Leather Jacket with a Maxi Skirt
Leather jackets are badass, but poor styling will make you look frumpy and constricted. This article offers insight to help you create stylish, professional, casual, and event-ready outfits.

Nothing screams badass like a good-quality leather jacket. I especially love these jackets because they’re wearable in any season and look stylish with different maxi skirt styles. Whether wearing a swan cloud, pleated, bodycon, or flowy maxi skirt, a leather jacket automatically makes you look cooler and strong.

For this reason, I focused this article on leather jacket and maxi skirt outfit ideas. You’ll learn different styling tips and get ideas for your next badass outfit. Are you ready?

Let’s get started.

1. Black on Black Elegance

How stunning is Alessandra Ambrosio in this outfit? She’s wearing a sheer maxi skirt, a turtleneck, and a blinged-up leather jacket. Even better, she complements the look with black knee-high boots, sunglasses, and a black handbag to math. This look is pure perfection, and you can wear it to an event or a night on the town with girls.

If you’re uncomfortable showing too much skin, change the sheer skirt with a different material like cotton or silk. Black-on-black outfits are chic, mysterious, and powerful. What’s more, black is generally slimming and will cinch you in all the right places.

2. Flowy Skirt and T-shirt

I wrote an article about styling flowy maxi skirts because although they’re versatile, you can run out of ideas. My favorite outfit combo is flowy maxi skirts with fitting crop tops and t-shirts because the focus is solely on my skirt.

But now and then, especially during the cold season, layering the outfit with a leather jacket works perfectly. The jacket keeps you warm while maintaining your stylish look. Black jackets are the most common, but you can wear white, brown, pink, or grey leather jackets to compliment your skirt.

3. Casual Chic

As I’ve mentioned several times, leather jackets are versatile and will have you looking good at work, weddings, formal events, or a casual hangout with friends. You can keep it simple by pairing your maxi skirt with a fitted tee, sunglasses, and cool sneakers. I especially like how the model in the picture opted for minimal accessories, which adds elegance to her casual fit.

You can accessorize casual maxi skirt outfits as you would a maxi dress, but less is always more when adding a leather jacket. Also, rocking casual outfits doesn’t mean you must wear sneakers. So, feel free to switch your sneakers for strappy heels and stilettos for everyday work events or dates.

4. Denim Maxi Skirt with Leather Jacket

Generally, only a few people rush to wear denim maxi skirts. Some consider them old-fashioned, and others think these skirts are chunky. But hear me out; like everything else, the secret is in the styling, and a denim maxi skirt paired with a leather jacket creates a look that’s to die for.

I mean, look at the lady in the picture. How stylish does that outfit look? She paired her denim maxi skirt with a slightly oversized leather jacket and matching knee-high boots. In fact, this look will keep you looking fashion-forward through the winter by adding the matching turtleneck top.

Of course, you can change the outfit details by wearing a waist-length leather jacket, crop top or camisole, ankle boots, or a different heel type. There are many ways to style denim maxi skirts and a leather jacket always looks good, regardless of the top or shoes.

5. Leather Jackets and Swan Cloud Maxi Skirts

Do you like swan cloud maxi skirts? They’re so dreamy and regal, perfect for girly girls and those who love cinderella-style outfits. Swan cloud maxi skirts pair well with accessories, belts, shoes, and tops, but a leather jacket looks casual yet feminine.

For example, if you want to wear a swan cloud maxi skirt to a casual date or a non-formal work event, adding a leather jacket minimizes the “princess look” of the skirt. Also, if you like swan cloud maxi skirts but don’t want to look too girly, layering your outfit with a leather jacket makes you look edgier. Complete the look with a subtle top, heels, a cute clutch, and a fancy hairstyle before heading out for a date or dinner with the family.

6. Matching Handbag and Skirt

Matching your outfit with your bag or jacket is always a brilliant idea. For this look, you’ll wear a leather jacket in your preferred color and carry a handbag matching your jacket. In fact, as shown in the picture, your bag and jacket can complement your skirt’s design. It doesn’t have to be the same color, but if you’re wearing a print or floral skirt, pick one color and get a jacket in that color.

7. Bodycon Skirts, Boots, and Leather Jackets

Flowy maxi skirts are great, but a bodycon maxi skirt hugs your body in all the right places. So, pick your favorite bodycon skirt and find a fitting top. In the picture, she’s wearing a turtleneck, which is excellent for cold seasons.

However, you can switch the turtleneck for crop tops, tank tops, or camisoles to make the outfit fit in any weather. Leather jackets and boots go hand in hand, so they are the preferred shoes during winter or fall. But if you’re creating summer or spring looks, choose comfortable strappy, platform, or wedge heels to avoid feeling constricted or overdressed.

Also, you don’t have to wear a jacket during the hot seasons. Instead, turn the jacket into an accessory and layer it over your shoulders like a cape, especially at night.

8. Monochrome Outfit Layered with Leather Jacket

Monochrome outfits give you a refined look, and they’re effortless. However, sometimes monochromatic outfits make you look plain, which is why you need a chic leather jacket. Whether you’re wearing a bodycon or flowy maxi skirt, I’d recommend pairing your skirt with a crop top or a top that cuts right above the waistband. Remember, you can pick any color outfit because monochrome outfits go beyond white, black, or nude colors.

Can I pair a leather jacket with a leather maxi skirt?

Absolutely! Pairing your leather maxi skirt with a leather jacket is entirely fashion-forward. You just need to find a fitting skirt and pair it with a mini or waist-length leather jacket. I prefer bodycon leather maxi skirts, but you’ll also look good in a flowy skirt. Here’s a stylish example of how to combine leather jackets and maxi skirt outfits.

Are oversize leather jackets and maxi skirts in style?

Yes and no, because oversize leather jackets and maxi skirts don’t look on everyone, and you can look frumpy. However, if you style your outfit correctly, you’ll definitely look stunning in an oversized jacket. The secret is to wear bodycon maxi skirts and crop or fitted tops. You can pair the look with sneakers, but a good high heel is ideal.

Lior Shapiro

I love clothes with pockets and dresses, and I think any woman can pull off a good maxi dress.
I believe women's clothes with pockets make the world a better place.