What Shoes to Wear with Leather Shorts

Leather shorts are a great way to add some edge to your summer wardrobe. They’re easy to wear, flattering, and versatile, so whether you’re heading out for the night or just want to look hot at the beach, leather shorts can be just what you need.

Shoes are an important part of a complete outfit. They can make or break an outfit, and they can also be the most difficult part to find the right shoe for your outfit. When you are wearing leather shorts, you want to make sure that your shoes match well with them.

What Shoes to Wear with Leather Shorts

You don’t want to ruin all that effort with a pair of cheap shoes, but at the same time, you don’t want something too formal either. So what shoes should you wear with leather shorts? We’ve got some suggestions…

What Shoes to Wear with Leather Shorts

You can wear anything from sneakers to loafers and even sandals if you want.

Over-the-knee Boots

These boots have been on trend for a while now, so if you don’t own a pair yet, now is the time. They work well with leather shorts because they will elongate your legs, making you look taller and slimmer.

Chelsea Boots

These boots are perfect for fall and early winter wear because they keep your feet warm and are easy to wear with almost anything. You can pair them with leather shorts easily because the colors match so well together.

Silver Leather Pumps

Silver Leather Pumps are another classic shoe that can be worn with anything. They are so versatile that you can wear them with jeans, shorts, leggings, dresses, skirts, and even pants.

You can also dress them up or down depending on your outfit. These shoes are definitely worth investing in because they will last for years to come.

Black Leather Ankle Boots

These are classic and versatile shoes that can be worn with anything. They are timeless and will never go out of style. I love the versatility of this shoe because it goes with so many outfits.

You can wear them with jeans, shorts, leggings, dresses, skirts, and even pants. The possibilities are endless.

Grey Leather Ankle Boots

Grey Leather Ankle Boots are perfect for fall and winter. If you’re looking for a shoe that will keep your feet warm during the colder months then these are the shoes for you.

Black Leather Knee High Gladiator Sandals

These black leather knee-high gladiator sandals are a must-have for any fashionista’s closet. They’re perfect for pairing with leather shorts since they have an open toe and heel, but they’ll also look great with denim or even dresses when paired with tights.

White Low Top Sneakers

White sneakers are classic and versatile shoes that can be worn with almost anything. They’re great for transitioning from summer to fall and will keep you looking fresh even when the temperatures drop.

Suede Ankle Boots

Suede ankle boots are a great choice for any outfit, but they look especially good with leather shorts. The high cut of the boot helps to elongate the leg and keep you comfortable.

The chunky sole makes them appropriate for fall weather, so you can wear them all year round.

Black Leather Lace-Up Flat Boots

These boots are another great option if you want something casual and comfortable. They’re made from soft black leather and have an adjustable lace-up detail around the ankle that allows you to adjust how high or low they sit on your calf.

The thick heel makes them easy to walk in without causing too much discomfort during the day and night.

Lack Suede Heeled Sandals

These lack wedges are another great option for summer because they’re comfortable and aren’t as heavy as other sandals can be in warmer months. Plus, they’re cute and go with everything.

Combat Boots

Combat boots are a great choice for pairing with leather shorts. These boots come in all sorts of styles, from flat to high heels and everything in between.

The best part about combat boots is that they are super versatile and can be worn with just about any outfit.

Black and White High Top Sneakers

Another great option is to wear black and white high-top sneakers with your leather shorts. These shoes are easy to pair with any outfit because they come in so many different styles and colors.

You can find these shoes at almost any shoe store or online retailer, making it easy to find exactly what you’re looking for at a reasonable price.


Loafers can be worn with almost anything and they’re the perfect footwear for summer outfits. They keep your feet cool and comfortable while adding a sophisticated touch to your ensemble.

If you’re wearing a pair of loafers with leather shorts, try wearing them with a casual tee instead of a button-down shirt or dress shirt; otherwise, your look might seem too formal for summer adventures.

Pointed-toe Flats

Pointed-toe flats are another great option for pairing with leather shorts because they look feminine and stylish without being too flashy or overly trendy.

The pointed toe also helps elongate your legs which is great if you’re wearing short shorts. Just make sure that the color of your flats matches the color of your shorts so that it all blends together seamlessly.


Wedges are perfect for adding height to any outfit and will make you look taller than ever before.

This is an especially good option if you want to wear your leather shorts with heels but don’t feel like wearing them all day long because they’re uncomfortable or too high.

Pointy toe Pumps

Pointy-toe pumps add sophistication and elegance no matter what you’re wearing them with. These shoes go well with just about everything from jeans to dresses and everything in between.

They’re also great for adding height without having to worry about excess weight on your feet.


If you want to wear your leather shorts with something a little more formal, try mules. These are great if you have a pair of flats, but they can also be worn with heels.

You can go for something plain and simple or you can go with something more intricate. It all depends on the occasion and what your personal style is like.


Flip-flops are always a great choice for summer outfits because they keep your feet cool and free from sweat, which makes them perfect for wearing with shorts all day long.

You can find flip-flops in many different colors and patterns, so you don’t have to worry about matching them to your outfit when you’re shopping for shoes.

Final Thoughts

As long as your leather shorts aren’t too baggy, a pair of high-top sneakers with a black top and some modern flair would be an ideal choice for a fun, casual look. Similarly, a pair of oxfords would also look great paired with your shorts, as long as they aren’t too dressy or formal, and have been left unbuttoned and open at the top to keep things looking casual.

Finally, if you want to tone down the casualness of your outfit without completely removing it, you could also choose to wear some oxford shoes in a darker brown color.

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