7 cute ways to wear boots with shorts this summer

Wondering how to wear boots with shorts and rock the look like your favorite social media influencers? Here are 7 cute ways to wear boots with shorts this summer that will have you looking like a social media trendsetter!

It’s summertime and the living is easy! One of the great things about summer is that you can wear shorts with just about anything. And we’re not just talking about t-shirts and sandals here. You can also wear boots with shorts! This look is a perfect casual outfit for hot summer days when you want to be comfortable, but don’t want to give up your style. In this blog post, we will show you seven different ways to wear boots with shorts this summer. So put on your favorite pair of shorts and get ready to take your style up a notch!

This post may contain affiliate links, meaning I receive a small commission if you decide to make a purchase through my links at no cost to you.  However, all opinions and thoughts are my own.

How to wear boots with shorts?

1) Cowboy boots with cutoff denim shorts

This is a classic summer look that never goes out of style. Cowboy or cowgirl boots are the perfect footwear to pair with cutoff denim shorts. We love these AGOLDE Parker Long Loose Vintage Shorts “> paired with these cowboy boots! Adorable.

The key to making this a cute outfit is to keep the rest of your outfit simple. A plain white t-shirt or tank top will do the trick. You can also add a cowboy/cowgirl hat as an accessory if you are headed to a summer festival to really get into your look and protect you from the sun!

2) Hiker boots with flowy printed shorts

If you’re looking for a more adventurous way to wear a pair of boots with shorts, try pairing hiking boots with flowy printed shorts. This look is perfect for exploring new hiking trails or spending a day out in the city!  The best option to make this a perfect outfit is to choose a pair of shorts that are loose and comfortable. You don’t want anything that will stick to your skin! A simple tank will be an easy way to pull this boho-chic look off.

How adorable are these hiker boots?  SOOO CUUTEEE!  And these flowy shorts come in so many options, but we love these leopard print ones.  This outfit=obsessed.


3) Knee-high boots with long denim shorts

Long denim shorts are all the rage this summer. And there’s no better way to show them off than by pairing them with knee-high boots. How freaking cute are these white knee high boots? 

This look is perfect for a summer night out on the town. A white button down with relaxed jean shorts that are a mid-thigh length makes this stylish look.  We love these long 90’s denim shorts.  Personally, I wouldn’t want any short shorts or shorts too tight. But, you do you boo. 🙂

A loose top completes this look and you have a fashion statement that can be worn in both warmer months or cooler weather.


4) White boots with leather shorts

Leather shorts are a great way to add some edge to your summer style. And what better way to show them off than by pairing black shorts with white boots? We LOVE these faux-leather shorts!

This look is definitely one of the latest trends perfect for date night or a girl’s night out. The key to making this look work is to choose a pair of shorts that fit well. A great option for a shirt to pair with is a white tee or tank.  Even a bodysuit would be a great combo and a polished look!  Another total on trend option is an black shirt with black faux leather shorts and white boots.

5) Black boots with white denim shorts and a black blazer

This is a great summer look for anyone who wants to be stylish and comfortable at the same time. Black boots with white denim shorts are perfect for a summer day or night. Black boots really can go with anything, they are an excellent choice. How cute are these ankle boots paired with a black blazer and white denim shorts?

When pairing boots with a blazer, you have a great look that would even be a good look for going back into the office. It is a polished look perfect for work, now that most offices are business casual.  You can totally take this look from the office to happy hour, just lose the black blazer and you are all set. We lurrrvveee this look!

6) Desert boots with khaki cargo shorts, a bodysuit and a plaid shirt

This is a great look for anyone who wants to be casual cool and comfortable all at once. Desert boots with khaki cargo shorts are a great choice for a summer day! Kendall Jenner has perfected this look and there is no reason you cannot follow suit and wear this classic look! Desert boots really can go with anything, we love them with relaxed fit cargo shorts.  Adding this flannel, with a bodysuit, we are totally rocking that 90s vibe these days.  Desert boots are an excellent choice for a smart-casual look.

OMG, how cute are these desert boots?


7) Classic combat boots with biker shorts and a tunic tank

Who doesn’t love biker shorts these days? They are so, so comfortable and they are so, so trendy! That’s a total win. Pairing combat boots or biker boots with longer shorts and a long flowy relaxed tunic tank is one of our favorite looks! And, it looks so stylish yet so comfortable! To add some edge, grab a black leather jacket. OMG. We are obsessed.


How to wear boots with shorts in the summer?

Just because it’s summertime, you don’t have to give up your boot style just because the weather is hot.

Most people think that boots and shorts can’t go together, but that’s simply not true. You just need to know how to style them correctly.

Follow the simple outfit tips listed above and you’ll be able to rock your favorite boots with shorts this summer without looking like you’re trying too hard!

Is it fashionable to wear cowboy boots with shorts?

how to wear boots with shorts

Is it fashionable to wear cowboy boots with shorts? The answer is a resounding yes! Cowboy boots are the perfect way to add a touch of country charm to your summer style. Here are our tips on how to wear cowboy boots with shorts and effortlessly rock the trend:

  • Start by choosing the right pair of boots. If you’re going for a more casual look, opt for a pair of distressed or worn-in boots. For a more polished look, go for a pair of brown or black leather boots.
  • Pair your cowgirl boots with denim shorts or khaki shorts. avoid wearing them with printed or patterned shorts, as this can look too busy.
  • If you want to dress up your look, pair your boots with a flowy sundress. This is the perfect way to stay cool and stylish in the summer heat.
  • Finish off your outfit with a wide-brimmed hat and sunglasses. This will help you stay cool and protect your skin from the summer sun.

Can you wear ankle boots with shorts?

Absolutely! There are so many different styles of boots that will work with shorts and ankle boots are definitely some of the best boots that are an excellent option for the summer season! There is nothing cuter than these faux suede cut out ankle boots paired with cute shorts!

You could even choose a monochromatic look with black – a black top, black cutoff shorts and black ankle boots and have an adorable look! And, if you have cut out ankle boots even better -and we have plenty of socks options for cut out booties in this article here!

So there you have it, seven stylish ways how to wear boots with shorts this summer. Now it’s up to you to choose your favorite look. If you chose any of the above boots, we guarantee that you’ll turn heads when rocking this stylish combo. What is your favorite way to rock the boot with shortslook? Let us know in the comments below!  

This post was all about how to wear boots with shorts. 

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