Summer Style Guide: How To Wear Boots with Shorts

Inside: Boots aren’t just for summer anymore! Come see how to style your boots with shorts in the summertime.

cowboy boots laying on carpet
Boots (Size 8.5, runs true to size in color DUNE NUBUCK)

Looking for a way to add a little edge to your summer style? How about trying boots instead of slides or sandals?

While the style is typically seen in the fall, there are plenty of weather-appropriate ways to wear boots with shorts during the warmer months.

From adding a pair of booties to your go-to denim-shorts look, to subbing the style in for your typical heels outfit combo, boots are a great way to freshen up your summer looks.

white ankle boots laying on the ground
Yarita Pointed Toe Bootie by Marc Fisher (size 8.5 / color Ivory)

So how can you style your boots with shorts? There are plenty of ways to do it, but here are my favorite combos to get you started. To help you hop on the trend, I’m sharing my favorite outfits as inspiration, but you can put your spin on these and make it your own!

Do Shorts and Boots Go Together?

woman with white tied tshirt wearing boots with shorts
Shorts || Booties

Of course they do! In fact, one of the most popular ways to style ankle boots is with a pair of denim shorts. If you’re trying to figure out how to wear boots with shorts, the key to making this look work is to choose the right type of boots and shorts combination.

For a more polished take on the trend, go for a pair of well-fitting, more “tailored” shorts. If you’re looking to keep things casual, opt for a comfy tee with your boots.

Can You Wear High Boots with Shorts?

Yes! I love these high boots (mine are sold out, but these are similar) I got at the NSale a couple years ago, but really any kind of high boot looks great with shorts.

woman in mirror wearing black top and skirt with over the knee boots

I often wear my higher boots with skirts or dresses, but shorts are basically the same thing. I think wearing high boots with shorts can look really stylish and put-together.

The key to making this look work is choosing the right type of high boots. I think a pair of over-the-knee boots or knee-high boots looks best with shorts.

If you want to wear your thigh-high boots with shorts, that’s totally doable, too! It’s really just up to you and what you feel most comfortable and beautiful in.

Boots with Shorts Outfit Ideas

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Chic and Flirty

woman standing on sidewalk wearing denim shorts and black ankle boots
Black crop top (similar) || Shorts (similar) || Shoes (similar)

A denim short-and-bootie look is always a winner in my book. It’s a super easy combo to put together, and it’s perfect for any summer occasion. Just pair your favorite booties with a pair of light-wash denim shorts and you’re good to go.

This combination is perfect for a fun girls night out or a date night. The movement in this top is perfect for staying cool and stylish in the summer.

woman with brown hair and black crop top with denim shorts and boots

Adding in the peep toe black booties keeps the look flirty and fun.

If you don’t have a pair of peep toe booties, any type of black bootie will work for this outfit.

Casual and Cool

woman in mirror wearing pink tshirt and white cutoff denim shorts with boots
White shorts (similar) || Boots (similar)

Whether you’re running errands or meeting up with friends for lunch, this is a great outfit for a summer look. It’s casual, but still looks put together and stylish.

I love how the ripped white denim shorts add a little bit of edge to the look. And these nude booties are some of my absolute favorites to pair with shorts or skinny jeans.

Oversized Sweater

Nothing says comfy and cozy like a big fluffy sweater.

woman wearing oversized sweater with denim cutoff shorts with ankle boots
Shorts (similar) || Boots (similar)

In Charlotte, our summers are hot, but if you’re in a milder climate, this outfit could be perfect for a summer night.

I love how the sweater looks with these ripped denim shorts. And oops, look at me! Wearing my favorite booties again! I so wish these weren’t sold out, but the ones I got this year at the NSale are pretty similar and I love them almost just as much. They add the perfect finishing touch to this look.

Dressy Crop

woman in floral crop top with denim shorts and boots
Shorts || Booties

Tops like this are so easy to wear for the summer to fall transition because you can style them so many different ways!

Even when the weather gets colder you could pair a cardigan or a cute little jacket over it. The options just go on and on. I also think this outfit would be DARLING for a country concert too!

Heeled boots are another great way to style your boots with shorts in the summertime. They add height and elegance to any outfit, making them perfect for dressier occasions.

Don’t forget about rompers!

woman in green romper with black over the knee boots
Romper (Similar) || Boots (Similar)

If you’re not confident in wearing over the knee boots with shorts, you can always pair it with a shorts romper.

Even though it’s shorts, the romper adds a little bit of a more dressy feel to your look. You can also add a cute belt to give it some shape.

This is another great option for a fun girls night out or even a date night! You’ll stay cool and comfortable all night long.

closeup of black over the knee boots with shorts romper

Wearing boots with shorts is a great way to add a little edge to your summer style. There are lots of different ways to style the trend, so you can make it work for any occasion.

Whether you’re looking for a casual outfit to wear around town or something a little more chic for a night out, there’s a shorts and boots combo that will work for you. So go ahead and give it a try! You might just fall in love with the trend like I have.

If you’re looking for a way to add some extra inches to your height or just want something different than sandals and open-toe shoes, give ankle boots a try this summer!

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