Summertime has arrived and with it the age-old debate: can you wear work boots with shorts? It’s a controversial fashion statement that many people struggle to reconcile. Sure, you don’t want to be too casual, but at the same time the outfit needs to stay light and comfortable in the sizzling heat.

Fortunately, this guide will walk you through all of your options for styling work boots with shorts so that even during the summer months, you can look stylish (and cool!) without feeling like a total fashion faux pas.

Do Shorts and Boots Go Together?

The short answer is yes! Despite the controversy, shorts and boots can go together very nicely. As long as you pick an appropriate boot for the occasion (e.g., a casual cowboy boot or chukka) and pair it with the right type of shorts (e.g., tailored chinos), you’ll be good to go. It’s all about striking the right balance between a polished look and staying comfortable in the heat.

What Are the Best Shorts to Wear With Boots?

When it comes to wearing shorts with boots, you’ll want to opt for tailored chinos or denim cut-offs. These types of shorts come in an array of colors and cuts, so you can easily find something to match your outfit. For a more polished look, try pairing your boots with tailored wool shorts or shorts in an interesting fabric, like linen or corduroy. Just remember to stick to hues that are complementary to the color of your boots for a truly cohesive look.

Can You Wear High Boots With Shorts?

Yes, you can! High boots with shorts are a great way to make a bold fashion statement. However, there are a few things to keep in mind when pairing these two items together. For example, high boots tend to look best with tailored chino shorts that hit just above the knee instead of cut-offs or other more casual styles. Additionally, you can pair your boots with a dress shirt or sweater to create an elevated look.

What About Casual Work Boots?

Casual work boots such as chukkas or cowboy boots are a great option for those who want to stay comfortable in the summer heat yet still look put-together. These types of boots pair nicely with a range of shorts styles, from chinos to cut-offs. Just make sure that your outfit is balanced—pair your work boots with shorts in complementary colors, and add on accessories like suspenders or a hat for an extra bit of flair.

Where can you wear work boots with shorts?

Work boots with shorts can be worn on a variety of occasions, from casual days out to more formal events. However, it’s important to keep in mind that the level of formality should always match the occasion—for example, you wouldn’t want to wear a full-on cowboy look if you were going to an upscale dinner.


In conclusion, work boots can be a stylish and comfortable choice to pair with shorts during the summer months. By balancing color schemes, choosing the right type of boot for the occasion, and understanding what type of shorts suits your look best, you’ll be able to pull off a polished yet laid-back ensemble that will have everyone turning heads. So next time you’re stuck trying to decide if work boots and shorts can be combined, rest assured that there’s a stylish solution at hand. Happy styling!

Frequently Asked Questions

Does the color of my boots matter?

Yes, the color of your boots can have an impact on your overall look. When wearing work boots with shorts, try to opt for shades that are complementary to each other. This will ensure that your outfit looks balanced and pulled together.

Can I wear work boots with shorts to the office?

It depends on your office’s dress code. In most cases, it is not recommended to wear work boots with shorts in a formal setting. However, if you have a more casual dress code at the office, you can try wearing tailored chinos or wool shorts with work boots.

What type of top should I wear with work boots and shorts?

You can choose a top that matches the formality of your look, such as a dress shirt or sweater for a more formal ensemble. If you’re going for something more casual, try pairing your boots and shorts with a T-shirt or polo shirt.

Andrew Robert
I am Robert Andrew and I have been reviewing shoes for the past 4 years. Living in California, I have a wide variety of shoes to choose from and review. I enjoy sharing my thoughts on different types of shoes with others who are looking for information before making a purchase.