Leather Skirt Outfits: 19 Fresh Ideas for What to Wear with the Style Staple

It’s the most wonderful time of the year: leather skirt season! The versatile fall and winter wardrobe staple always looks luxe–and can be styled so many different ways, for virtually any occasion. Whether you’re rocking a chunky sweater or sleek bodysuit, sneakers, heels, or ankle boots, leather skirts offer major versatility.

And these skirts have come a long way since their classic black mini days. With the myriad of styles and colors at your disposal, putting together the perfect leather skirt outfit to fit your vibe is easier than ever–and we’ve got some seriously chic ideas.

How To Style a Leather Skirt

Wondering what to wear with a leather skirt? There are no real rules, but I can give you some tips on how to style a leather skirt for a fall outfit that are sure to please.

Leather looks great in tonal or monochrome outfits, where you keep things in the same color family–or even the same color. It also looks great with high contrast, and I don’t just mean color; a leather skirt and a cozy, fuzzy sweater look perfect together. You can also go leather-on-leather with a leather skirt and moto jacket or keep things simple with a sleek bodysuit. If you’re into the Cowboycore vibe, leather and denim are a classic combo. Or if you want an outfit with a little edge, pleated leather with a graphic tee looks perfectly punk rock.

For help figuring out what to wear with a leather skirt this season, scroll on. These outfits, ranging from glam to girly to edgy, prove this bottom is a fall (and winter) must-have, no matter your style.

Monochrome Sweater + Neutral Skirt

A super easy way to style a leather skirt for work or a professional occasion is to go with a monochrome outfit. Keeping things simple and sticking with the same color ensures that everything matches and that you look polished and professional. When you’re decked out in head-to-toe neutrals, the sophistication comes effortlessly! Add some shimmer to the outfit with dainty jewelry and you’re all set.

Striped Sweater + Leather Mini Skirt

We love the cozy, gentle fall vibes of an oversized sweater, and pairing it with a black leather mini and black leather boots adds a little spice for contrast! This is a great casual outfit for school, hangouts with friends, tailgates, and other fall fun. 

Monochrome Top + Bold Skirt

The office isn’t the only place a monochrome leather look feels at home. Play up your bold side with a burgundy leather skirt and matching top; it’s a fun, flirty look that balances sweetness and edge. This outfit looks great with leather boots, too– a chunky sole leans into the inherent rebellious feeling of leather. 

Button Front Top + Pleated Leather Mini Skirt

Pleated skirts are such a classic preppy look; they’re nostalgic and sporty all at once. This adorable pleated leather skirt feels almost like a classic school uniform skirt, and combined with these adorable slip-on loafers and a simple button-up, the entire look will have you feeling like it’s time to go back to school (no matter when you graduated!)

Backless Top + Leather Cargo Skirt

For a bit of a retro aesthetic, shake up your date night outfit with a black leather cargo skirt. The extra pockets are so Y2K, and the white stitching and patent leather finish on this mini skirt provide just the right amount of contrast. 

Blazer + Leather Skirt

One of the best things about leather skirts is just how versatile they are–they can be incorporated into any outfit aesthetic! Take this classic brown leather midi skirt: When you pair it with a blazer and loafers, you get a preppy look for the office or classroom…

Sporty Sweater + Leather Skirt

…but when you wear it with a striped sweater, you get a sporty look for homecoming festivities or the big game. It’s a simple classic that can contribute to so many outfits. The look of these wardrobe staples is all in how you style a leather skirt!

Leather Mini Skirt + Turtleneck Top

Black and white are a perfect pairing for any occasion. You’ll look so elegant and polished in this turtleneck and miniskirt combo, especially when you dress it up with pearly accessories. And while this outfit looks amazing with tall boots, black leather booties are super cute with it, too! It’s an ideal outfit for a sophisticated date.

Lace + Leather

What do you get when you combine the delicate sweetness of lace with the attitude of leather? An undeniably sexy outfit, of course. The iconic contrast of leather and lace makes for a combination that slays at the club, on the dance floor, or anywhere else you want to look like a baddie.

Graphic Top + Pleated Leather Mini Skirt

Not sure what to wear with a leather pleated skirt?Cocktail party outfits with these skirts are easy–just add a sparkly top. And a preppy look is easy to put together, too, with a blazer or vest. But pleats can be as anti-prep as you please; all you need is a graphic top and some boots. Go with combat boots for a pop of punk, or tall Western boots for an easy-breezy bohemian feel. 

Pencil Skirt + Long-Sleeve Bodysuit

Like a sophisticated, sultry look? Slip on a sleek pencil skirt and long sleeve bodysuit. Paired with high heels and a beaded clutch, this look mixes textures and is perfect for a date night or holiday party.

Ribbed Textured Top + Smooth Leather Skirt

Leather has an unmistakable look and feel–and it looks great when you pair it with a contrasting texture. You can elevate even the simplest outfit by creating the right combination. Keep it easy and straightforward by pairing your leather mini with a simple ribbed top and ankle booties–it’s a winning combination that feels appropriate for virtually any occasion. 

Cropped Sweater + Leather Mini Skirt

One of the joys of leather is the ability to play with texture. For a fun fall outfit, wear a sleek black skirt with textured leather boots and a soft ribbed sweater in an autumnal hue. And it’s super cozy, too!

White Top + Lace-Edged Leather Skirt

A clean, minimalist look is so easy with leather! The lace trim adds a hint of femininity that doesn’t distract from the sleek silhouette of this leather skirt outfit. Leather booties tie the whole outfit together, keeping things cohesive and classic. 

Sequin Bodysuit + Leather Skort

Mixing leather and sequins is an easy way to get a glam look that’s perfect for holiday parties, girls’ nights, dates, and any occasion where you want to sparkle. Black leather booties add to the shine.

Leather Skirt + Lace Bralette + Sweater

Want to throw together an effortless yet sophisticated look that can easily transition from day to night?  Perfect for a hot date or a night out with your besties, this sultry, sophisticated outfit is all about hidden details. The intricate lace bralette just barely peaks out from under the sweater, which gives the fit a cute flirty touch, and the shoes help to add edge.

We want to see how you’re wearing the look! Show us your leather skirt outfit on Instagram @lulus –and shop more vegan leather essentials for Fall and Winter!

This post was originally published in 2019 and has been updated with new content.