What to Wear with a Leather Skirt: Outfit Ideas and Styling Tips

Wondering how to style your leather skirt? We’ve got tons of outfit examples to show you how it’s done.

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This post will show you tons of cute leather skirt outfit ideas.

Lulus leather mini skirt outfit with black leather mini, silver top and layered jewelry
Outfit via Lulus

Leather skirts are among the edgiest, coolest items in all of fashion. The style is often associated with the 1980s, but the material has been trendy throughout American fashion history. Leather skirts can add edge to an outfit, spice up a casual look, or bring spring and summer pieces to fall and winter.

My leather skirt is one of my favorite pieces in my closet. It pairs well with so many items and can help me create a look for anything, whether it is for going out, going to work, or creating outfits inspired by my favorite movies, such as Top Gun, The Batman, and The Matrix. It is an article of clothing that is always there for you, no matter what you need it for.

Today, I’ll teach you how to wear a leather skirt and share tons of cute leather skirt outfit ideas. Read on for all of my styling tricks!

Related reading: How to Wear Leather Pants and Leggings (+ Outfit Ideas!)

How to Wear a Leather Skirt

A leather skirt can be many things in an outfit. It can be the star of the show, especially if it is a colorful or textured skirt. It may be the middleman in an all-leather outfit or a piece to keep you warm during the winter months.

Leather skirt styling heavily depends on the shirt and shoes worn with it, as I’ll show you below.

Tops to Wear with a Leather Skirt


outfit board containing small chunky gold hoop earrings, a womens white buttown down, a hollister black leather blazer, tortoise shell irregular sunglasses that are inspired by Prada, a black leather distressed shoulder bag shaped like the Prada Cleo, a leather pleated skirt, burgundy Ganni chelsea boots, and white bow socks that are coquette aesthetic from Urban Outfitters, and a burgundy faux leather headband
Earrings, Button Down, Headband, Blazer, Sunglasses, Bag, Skirt, Chelsea Boots, Socks

A blazer is a great way to make a leather skirt more formal.

This outfit combines preppy and edgy to create a trendy Fall/Winter look straight out of the closets of Jenny Humphrey and Blair Waldorf from Gossip Girl.

The pleated leather skirt helps is both preppy and edgy, while the black blazer and button-down help to formalize the outfit. I included a burgundy Chelsea boot, as well as bow socks, to represent both the current season and trends. Finally, I added a pair of Prada-inspired sunglasses and chunky gold hoop earrings.


outfit board containing a white button down for women, a satin like pink headband, a pink fuzzy wool blend seater, stirrup black leg warmers, a white gold ring with a lab simulated pink heart shaped sapphire,a shiny leather bodycon slit skirt, a coach shoulder bag, pink dior sunglasses that are clear acrylic plastic, and quilted dark pink ballet flats. The outfit is inspired by the 1980s, barbiecore, and balletcore
Button Down, Headband, Sweater, Leg Warmers, Ring, Skirt, Sunglasses, Flats, Bag

A sweater is a great item to wear with a leather skirt. I find sweaters pair best with slim-fitting skirts since sweaters are often oversized.

For this outfit, I took inspiration from the 1980s with a coated leather skirt, leg warmers, and bright colors. Then I combined it with some trends of today, including balletcore, headbands, and a Coach bag.

Crop Top

outfit board containing a hollister crop top that is oversized and short sleeved reading
Crop Top, Necklace, Bag, Earrings, Skirt, Socks, Sunglasses, Shoes

A crop top is a great way to make a leather skirt more casual and modern. I love a cropped graphic tee with a bodycon midi leather skirt for a polished, sporty look.

I also brought a hint of orange to this look, paying homage to the skirt’s original iconic decade. Finally, I chose the leather Converse because I wanted to match the finish on the sneakers to the skirt.


outfit board containing a long sleeved black turtleneck for women, a bright green mini skirt with two pockets that is leather and fits the mod aesthetic, steve madden platform black leather gogo boots, round sunglasses with gold metal and green lenses, a gucci dionysus super mini bag in gold leather, kurt geiger vintage looking earrings that are gold, black, bird head, and cubic zirconia like stone, a necklace containing a UFO and alien that reads 'I want to believe' and is silver, and a satin emerald green headband. Outfit is very 1960s inspired including inspiration from andre courreges, mod, retrofuturism, and mid century modern
Turtleneck, Necklace, Headband, Earrings, Skirt, Boots, Bag, Sunglasses

A turtleneck and skirt combo is reminiscent of the 1960s, so it felt wrong not to create a perfect holiday look inspired by such.

I used a mini skirt and gogo boots to capture the silhouette made famous by Andre Courreges. As a nod to retrofuturism, I included a UFO necklace and a Gucci metallic leather bag. Round green sunglasses and vintage-looking Kurt Geiger earrings accent the mod shape of the outfit.

I finished it off with a satin green headband because, after all, this is a look perfect for a holiday party.

Button Down

outfit board containing pearl drop earrings on gold metal from J Crew factory, a tie front white button down blouse that is l'agence that looks like it is silk, a satin like 2 inch thick brown headband, skims oatmeal colored scrunch socks, a brown pleated leather skirt from aritzia, naked wolfe brown platform sneakers with their logo, and a white nylon crossbody bag from steve madden that looks like the Prada re edition. Outfit is edgy and preppy.
Earrings, Button Down, Headband, Bag, Skirt, Socks, Sneakers

There is no better way to style a button-down shirt with leather than by tying the front of it and pairing it with a brown pleated skirt. This is a great way to make beautiful pieces in your closet a little bit more casual — perfect for things like holiday shopping or getting lunch with friends.

I also love to combine edgy and preppy components in outfits. Hence, this features a typical preppy silhouette, a headband, pearls, and a white bag, but offsets it with heavier textures and super cool platform sneakers.

White T-Shirt

Outfit board featuring
Anastasia soft glam II palette, good for smokey eye
round black sunglasses
fern drop earrings with gold tone and crystal, very boho
a plain white t shirt for women that is rag and bone
a BLANKNYC hooded faux leather biker jacket with gold hardware
hot topic batman crewsocks that are two shades of heathered gay and feature yellow colorblock stripes and the classic black and gold batman logo
black low top converse with white rubber
a black leather mini skirt with pleats and thick waistband
betsey johnson mirror mirror bag which is a shoudler bag with a heart mirror and gold hardware inspired by the cagole and neo city bags
indie sleaze
rockstar girlfriend
trend forecast
Eyeshadow Palette, Sunglasses, Earrings, Socks, Shirt, Jacket, Shoes, Skirt, Bag

With indie sleaze making a comeback, in the nicer term of ‘rock star girlfriend aesthetic,’ a white shirt, leather, a smokey eye, and a city-inspired bag are going to be major must-haves.

I also added a gold boho-style earring and batman socks since that motif was big on Tumblr in indie sleaze’s prime. You are sure to be ahead of the trend curve with this look!

Graphic T-Shirt

outfit board containing
a pink Queen baby tee for women from hot topic that is hot pink feauting a pink version of the band's logo that reads
Shirt, Sunglasses, Skirt, Bag, Earrings, Necklace, Sneakers

The best graphic t-shirt to pair with a leather skirt is, of course, a band t-shirt. I am obsessed with this Queen baby-tee from Hot Topic. I paired it with the same leather midi skirt from the crop top outfit to create a similar shape.

To reference the decades of the band’s success in the outfit, I chose an oversized, round pair of sunglasses and Adidas Sambas, combining old and new. To modernize the outfit, I included gold jewelry and the Betsey Johnson Mirror Mirror bag.


outfit board containing
trendy black rectangle sunglasses from vogue eyewear x hailey bieber
a silver simple small cuban chain necklace
a white la perla bralette from their bridal collection
a black faux leather shacket blazer with two pockets and silver buttons
ted baker tight mini skirt that is real leather
a puffy black shoulder bag
not skinny but not super thick silver brushed hoops
black steve madden loafers that are sort of chunky, very inspired by Prada
white socks that go above the ankles with subtle ruffles on the top
Sunglasses, Necklace, Bralette, Jacket, Bag, Skirt, Socks, Earrings, Loafers

This is one of my favorite leather skirt outfit ideas of the bunch. With this outfit, I wanted to channel celebrity street style — think Hailey Bieber and the Hadids.

This outfit contrasts black and white and features all silver jewelry tones. It combines both sexy and professional for a look you’ll want to wear on repeat.

Denim Jacket

outfit board containing
a tight fitting blakc crop top with very skinny spaghetti straps
a levi's medium indigo wash jean jacket
red maybelline lipstick
small chunky gold hoop earrings from mejury
black rectangular trend sunglasses
bandana bow red headband from claires
an irregular leather mini skirt that is black from hollister
heart shaped leather crossbody top handle bag that is red
converse high tops from the cdg play x converse collaboration with one heart and in black with shiny off white rubber
Americana, summer
Crop Top, Jacket, Earrings, Lipstick, Sunglasses, Skirt, Bag, Headband, Sneakers

A denim jacket is a great item to pair with a leather skirt to keep wearing it through the spring and summer.

I included a lot of red in this look to emulate summer vibes and current trends. I picked a heart bag to match the shoes and a super cute bow bandana headband to bring it all together.


outfit board containing
maxmara teddy bear coat that is tan colored, oversized, fuzzy, warm, trend, Winter 2022 trends
mesh brown blouse top from abercrombie
irregular black leather mini skirt
vivienne westwood bas relief pearl choker necklace rose gold saturn necklace
skinny oval sunglasses 1990s
sort of sheer coffee brown tights 
fuzzy black tote bag
satin trendy platform knee high boots
Coat, Necklace, Sunglasses, Shirt, Tights, Skirt, Boots, Bag

Winter is the perfect time to mess around with textures combined with a leather skirt. For this outfit, I chose my favorite coat of the winter ’22 season, which is the Teddy Bear coat from MaxMara. I know it has a very high price tag, but it is so soft and pairs amazingly with so many outfits. Also, there are, unfortunately, no good dupes just quite yet.

I wanted to mix neutral tones and textures and give this outfit a ’90s feel, so I chose brown mesh and matching tights, a fuzzy black bag to match the fabulous coat, small oval sunglasses, and satin platform boots. This is a perfect fancier and ultra-stylish outfit for the coming cold months.


outfit board containing
silver necklace with a disco ball and stars that reads
Necklace, Cami, Cardigan, Sunglasses, Skirt, Socks, Bag, Shoes

When you see the types of cardigans trending right now, it is impossible not to make a Taylor Swift/folklore-inspired outfit.

This casual leather skirt outfit idea puts our skirt on the set of folklore with gray tones, a reference to New York, a star-studded cardigan, a mirrorball necklace, and Taylor Swift’s shoe of choice — Keds.

Statement Top

outfit board that contains
a clover necklace with pave stones that is all silver that looks like Van Cleef & Arpels
a sparkly shirt aht is cream colored coated in silver sequins with sleeves that puff above wrist closures from open edit which is owned by nordstrom
oval shaped sunglasses with sparkles on them with gold metal and black plastic hardware and amber brown lenses
bow claw hair clips that are made of gold colored metal and one has black faux pearls and the other one has white faux pearls
a vinyl aptent leather mini bodycon skirt with a slit
envelope bag on a gold chain that is small and plain and black patent leather
platform heels that are white patent leather look like the versaces/valentinos
party, new year's eve
Necklace, Top, Sunglasses, Hair Clips, Shoes, Skirt, Bag

A shimmering statement top outfit like this is perfect for a cold-weather birthday or New Year’s Eve.

I chose a patent leather skirt for this to help match the shine of the sequin top and complement the simple envelope bag. White platforms create contrast and offset the outfit.

I accessorized it with adorable bow hair clips for a small amount of added sparkle without taking away from the statement. I finished with a pair of sparkling sunglasses.

Shoes to Wear with a Leather Skirt

Knee High Boots

outfit board that contains
a patent leather trench coat for women from express, trinity the matrix sunglasses, a tank top with a cat that is outlines in green matrix codes and the tank top itself reads
Trench Coat, Sunglasses, Headband, Earrings, Tank Top, Bag, Skirt, Boots

The combo of knee-high boots and a leather skirt screams Trinity from the Matrix meets Bella Hadid’s street style. With that vibe in mind, I present to you this outfit.

I used a stiletto heel boot and trench coat to recreate the overall vibe of Trinity’s character. I even added official Matrix sunglasses and accented the look with licensed merch and ’90s green patent accessories.

Ankle Boots

outfit board containing
a necklace on a rosegold chain with a pink crystal butterfly 
a wet look short sleeved high neck crop top that also looks sort of leather
a stainless steel watch with a pink dial quartz movement from Seiko
Designer alice and olivia embossed croc leather hot pink skirt
pink plastic acylic rectangular sunglasses hot pink
ankle boots platforms similar to the versace ones with a chelsea boots look
the drop black leather bag with crinkled handle like bottega veneta
pink sparkly butterfly hair clips 
1980s, Y2K, y2K revival
Necklace, Crop Top, Sunglasses, Watch, Skirt, Butterfly Hair Clips, Boots, Bag

In this look, I wanted to reference several decades while including modern trends, featuring a platform Chelsea ankle boot and embossed pink leather skirt.

I paired the combo with a wet-look/leather-look crop top, bright sunglasses, and a pink quartz watch to reference the 80s. The sunglasses are small, and I included butterflies in the outfit to reference the Y2K revival trend. I then tied everything together with The Drop’s Bottega Veneta-inspired handbag.

This outfit is perfect for the holiday season and works under so many aesthetics, from barbiecore to Y2K revival to the 1980s.


outfit board containing
cubic zirconia earrings coated in platinum that sort of look like the sun from nordstrom
very skinny ring with a fake black diamond heart and the ring is silver
black tight fit long sleeve crop top
irregular vegan leather mini skirt black
platform black patent leather sandals inspired by the Valentino ones, madden girl 
black patent leather crossbody shoulder bag that is all black even the hardware from doc martens
donna karen dkny black and gray sunglasses with gray black lenses and say
Earrings, Crop Top, Sunglasses, Ring, Skirt, Sandals, Bag

Another great way to transition leather skirts into warmer weather is to create edgy looks using sandals. Of all the leather skirt outfit ideas in this post, this is a dream look for former-emo kids and Wednesday Addams fans alike.

I dressed the outfit up a bit using a platform sandal similar to the Valentino ones and added sparkling cubic zirconia earrings. This look also plays with texture featuring both vegan leather and patent.


outfit board containing
a navy blue sweater with white strupes coloblocked on the arms with a tennis racket in the middle that is light brown, whiote, blue, and neon green yellow
clear sunglasses with blue lenses
tory burch sneakers that are neutral and bright green leather tones
a leather light khaki pleated skirt
colorblocked white and navy crew socks
pearl earrings with a logo in gold, tory burch, an oddly shaped saddle like neon green yellow shoulder bag with gold hardware from JW Pei
preppy, tennis, old money, country club
Sweater, Earrings, Bag, Sunglasses, Socks, Sneakers, Skirt

Last but not least, and on an opposite note, sneakers and leather skirts are a great way to take preppy, old-money country club summer looks into the fall and winter.

This outfit takes a simple and preppy khaki skirt but makes the skirt leather and uses a warm sweater paired with Tory Burch shoes and earrings to carry it over.

What do you think of our leather skirt outfit ideas?

Which outfit is your favorite? Are there any types of tops and shoes we should add to this list? Let us know in the comments below!

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