Now that fall and winter are just around the corner, it’s the perfect time to bring out those faux leather shorts. Whether you are looking for casual leather shorts outfits or something a bit more elevated, I’ve got you covered. In this article, I’ve put together 45+ leather short outfits that are cute, stylish, and classy to recreate this season. 

Since last year, Leather shorts have made a major comeback, and I’m here for it. They are such a wardrobe staple that you can style in different ways.

From an oversized sweater for a laid-back look to a black blazer for a more polished vibe. Whatever style you are going for, leather shorts add an edgy and chic touch to any outfit making it a versatile piece in your fall/winter wardrobe. 

Leather Shorts Outfits

So, if you are wondering how to style leather shorts, here is a roundup of my favorite leather shorts outfit ideas:

Black on Black

For a date night or a night out with friends you can go all black with black leather shorts, a tucked in black blouse, and heeled black boots.

Cardigan + Knee High Boots

a simple way to style leather shorts is to pair them with a cardigan to create a simple and chic look.

Black Blazer & Leather Shorts

Talk about capsule wardrobe! this outfit consists of staple pieces we all have in our fall winter wardrobe. A black blazer, a striped sweater, black tights, leather boots and of course black leather shorts.

Casual Chic Outfit

This outfit just looks so effortlessly cool and stylish. start with striped top and leather shorts then layer a trench coat on top. finish your look with a pair of converse trainers and black shoulder bag.

Cardigan, Crop Top & Ankle Boots

This is such a comfortable and cozy outfit that you can wear to brunch or a day of shopping.

Preppy Look

For a preppy, back to school look pair leather shorts with a white shirt and sweater. add a wool coat and a pair of loafers for the ultimate preppy vibe.

White Shirt, Vest & Heeled Boots

A sweater vest layered over a white shirt add a touch of elegance to your outfit making it a great choice for the office. Complete your look with a heeled boots and a sleek shoulder bag.

Checkered Blazer & Leather Shorts

The easiest edgy outfit formula would be starting with a classic piece and then adding leather shorts to add that edgy touch.

In this case pairing a classic blazer and ankle boots with black leather shorts.

Puffer Vest & Leather Shorts

This outfit gives me the ultimate fall vibes and I’m here for it! a chic puffer vest paired with leather shorts and leather boots creates the perfect casual outfit.

Denim Shirt & Black Leather Shorts

Denim jackets and shirts are another great way to style leather shorts. for casual outfit pair leather shorts with a pair of chunky sandals and a patterned handbag.

Leopard Print & Tweed Jacket

leopard print is super trendy at the moment, so I couldn’t resist including this stylish look. for a trendy look pair your favorite leather shorts with a leopard print top. finish off the look with a tweed jacket to add a sophisticated and chic touch.

Cozy Sweater & Leather Shorts

A pair of black tights is a great way to transition your leather shorts into the colder months. They add an extra layer of warmth while still keeping your outfit looking chic.

Check Shacket & Leather Shorts

One of my favorite ways to style leather shorts for an everyday look is by pairing them with a sweater and a cozy shacket.

Colored Blouse & Leather Shorts

if you are looking for a dressy way to style your leather shorts then this look is perfect for you. pair leather shorts with a ruffled blouse to add that feminine touch to your look.

Neutral Sweater & Ballet Flats

these staple pieces will never go out of style and create an effortlessly chic and minimal outfit that you can wear year after year.

T-shirt & Leather Blazer

leather shorts and leather jacket combo is an easy way to make a statement with your outfit. start off with a graphic t-shirt paired with your black leather shorts, then add a leather blazer and a pair of loafers for an edgy yet preppy vibe.

Striped Sweater & Heeled Boots

one of my favorite ways to style leather shorts as it involves many items from your everyday wardrobe.

Cowboy Boots & Tan Leather Shorts

If you live somewhere where the weather is still warm during fall, this is a great choice. pair tan belted shorts with a white blouse and a pair of cowboy boots for that western touch.

Cozy Sweater & Black Tights

a great way to create contrast with your outfit is by pairing leather shorts with a pair of black tights. opt for patterned tights for a fun and stylish touch.

White Shirt & Loafers

A white button-down shirt paired with leather shorts creates a timeless and edgy look.

Neutral Blazer & Black Leather Boots

I love this look! Start with an oversized neutral blazer and layer a sweater and a pair of leather shorts underneath. Don’t forget to add black tights for that extra warmth.

White Trainers, Tank Tops & Shirt

For a sporty look perfect for running errands, pair leather shorts with a tank top, shirts and a pair of trainers.

Stripe Sweater & Over Knee Boots

This is a look that’s super easy to throw together, but still looks put-together and stylish.

Grey & Black Look

Who doesn’t love a monochromatic look? start with a pair of faux leather shorts paired with a black sweater, add a long coat on top and complete the outfit with knee-high boots for a stylish and chic outfit.

Date Night Outfit

The feather top adds an elegant touch to contrast the edgy leather shorts making it the perfect outfit for a party or night out.

Oversized Sweater & Leather Shorts

Keeping with the no pants trend, you can opt for a super short leather shorts paired with an oversized sweater.

Blue Shirt & Leather Shorts

A classic and timeless way to style leather shorts is by pairing them with a tucked in shirt. Opt for a colored shirt for an extra pop of color and accessorize with black boots and a neutral bag.

Ruffle Top & Ballet Flats

This is such a cute outfit to wear for spring or early fall when the weather is still warm.

Oversized Cardigan & Trainers Outfit

For a casual look, start out with a pair of leather shorts and white trainers then add a long cardigan on top.

Plaid Shirt & Leather Shorts

If you are looking for casual looks, just throw on a plaid shirt with black leather shorts and a pair of ankle boots for the ultimate fall vibe.

White Shirt & Blazer

This is the perfect transitional outfit for early fall. If the weather gets too warm, simply remove the blazer for a more comfortable look.

Sweatshirt & Leather Shorts

For a more casual look, pair your leather shorts with a sweatshirt and a pair of trainers.

Graphic Tee & Jacket

For a trendy and casual look, experiment with different fabrics and styles. Start with high-waisted leather shorts and a graphic tee, then add a black belt to define your waist. Complete your outfit with a colored handbag for a touch of color.

Full Leather Look

I couldn’t resist including a faux leather blazer look! I think pairing leather shorts with leather blazer creates a faux leather suit that looks so stylish and edgy.

Logline Shacket & Leather Shorts

for colder weather, opt for a long shacket and knee-high boots. These pieces add a touch of warmth without overpowering the outfit.

Cardigan Sweater & Knee Boots

a button up Cadigan paired with black leather shorts creates a chic and classy look that is perfect for fall days and early winter.

Beige & Black Outfit

How stunning is this outfit? it’s so simple and easy to put together but looks so chic and put together.

White Blouse & Leather Shorts

As we move to spring, pair your leather shorts with a white shirt and a pair of sandals. Accessorize with a white clutch for an elegant look.

Maxi Coat & Leather Shorts

For much colder weather, style your leather shorts with a long coat for a chic and cozy look.

Belted Blazer & Leather Shorts

One of the chic ways to style leather shorts is by pairing them with patterned tights and then layer a checkered blazer on top. Don’t forget to add a belt to cinch in your waist.

Back To School Outfit

How cute is this outfit! Pair your leather shorts with an oversized striped sweater and finish off with a pair of loafers with white socks underneath for that preppy vibe.

Grey Leather Shorts & Jacket

I had to include colored leather shorts in this round up. Pair them with suede tan boots and a short jacket for a tonal outfit that’s both trendy and classy.

Cargo Leather Shorts & Shirt

Add a pop of color with a colored shirt paired with cargo leather shorts. You can style it with loafers or ankle boots.

Sweater Vest & Black Leather Shorts

Wearing a sweater vest with leather shorts is another cute way to style them. You can layer a t-shirt of a white shirt under the sweater for extra warmth.

Bermuda Shorts & Oversized Shirt

If you are not a fan of short shorts and love experimenting with fashion trends, you can go for leather bermuda shorts. Pair them with a pair of sandals and an oversized shirt for a casual yet chic look.

Leather shorts have become a versatile wardrobe staple that can easily be dressed up or down. Whether you’re heading out for a date night, attending a concert, or even dressing for work, it’s all about choosing the right pair of leather shorts and pairing them with the right pieces to create stylish and chic outfits.

Which of these leather shorts outfits are you going to try this year? let us know in the comments!