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Top 17 Best Mens Italian Chukka Boots In 2022

Brandon Forder
  Nov 30, 2022 7:17 AM

Chukka boots are among the top men's footwear selections since they are both stylish and robust. Chukkas are one of the most versatile footwear choices available. They look great with anything from a casual suit to a pair of jeans and a t-shirt.

In this piece, we'll define chukka boots, discuss what makes them different from other types of boots, and dig into the mysterious history of this unique footwear. After that, we'll take a look at some of the greatest chukka boots for men, including both affordable and high-end models.

After that, there will be a brief Q&A session about the benefits and drawbacks of each color option for chukkas. We'll wrap off by discussing some concrete suggestions for outfits that go well with chukka boots.

Okay, so let's begin.

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Buying Guide


As a first and main consideration, think about your financial limitations. Presently, the following three groups might be placed inside this stipulation:

Options for less than a hundred dollars, though this range is flexible based on the other selections you make.

Mid-range ones can be found for between $100 and $200; they can be found in a variety of hues, and in some cases, the buyer is given the option to select the material and other features.

Grail — by far the most expensive option, these boots can cost anywhere from $200 to $400, with some going even higher in price for really specific designs.


The second way to categorize chukka boots is by color. For instance, black chukkas are among the most sought-after options for bringing out the best in a dressy ensemble.

Conversely, dark brown chukkas are a more flexible option because they go with a wider variety of suits.

Tan/sand chukkas are also common because they complement many various outfits, and we can't forget about the gray chukkas, which are well-known for their casual comfort.

Although blue chukkas are a more uncommon color, they are also highly fashionable. Suede is the material most commonly used to make chukka boots, and they add a lot to an outfit.

There are a wide variety of chukka color combinations to choose from, but these are the most common. Even if a pair of black chukkas will make you stand out, you should stick to tried-and-true staples until you know for certain that you'll look great in something more daring.


Casual Wear

Desert boots are a fashionable addition to an otherwise laid-back look of jeans and a t-shirt. If you want to appear casually put-together, these are the way to go. Wear them to impress on a lunch date or while hanging out with the guys on the weekend. Put your best foot forward in beige and brown chukka boots and black or blue denim.

Business Casual

Wearing a pair of desert boots to the office will give you a slick, unconventionally formal image. Because of their unparalleled adaptability, you may wear them with everything from a pair of jeans to a striped suit. Black desert boots may not be as conventional as the classic brown boots, but their sleek design makes them impossible to ignore. Pair these with some black pants or chinos, and you'll be set.

Smart Casual

To pull off a smart casual style is challenging because it is neither very formal nor too casual. You can find that sweet spot, though, with ease in a pair of desert boots. If you want to create a statement with your style, pair some casual desert boots of any color with a checkered shirt and some chinos.


Are chukka boots popular?

The chukka boot is one of the most ubiquitous styles of footwear, and it enjoys widespread acclaim. Because of this, it's important to pick a chukka that stands out from the rest so you don't lose your identity in the crowd.

Are chukka boots good for feet?

It's vital to remember that chukka-style boots don't provide much in the way of ankle support before making a purchase. Typically, chukkas have cushioned crepe soles that may be worn all day without feeling uncomfortable. If your boots have a crepe sole, you should still get one with a shank in the arch for further support.

Can you wear chukka boots in the winter?

To me, chukka boots aren't a practical winter shoe, at least not in the cold and snowy northern climate. (They aren't named "tundra boots" for a reason.)

While the deep snow, slush, and salt may make chukkas unwearable, they can still be worn during the colder months.

Not even chukka boots made of suede are out of the question.

Suede, unlike popular belief, is a year-round fashion option. Suede chukkas, for example, should be waterproofed before being worn for the first time "in the wild." Always remember to reapply your preferred waterproofing product (as frequently as once a week during wet months).

The elements of cold and damp weather were not taken into consideration when designing chukkas. When the thermometer drops, it's time to break out the winter boots.

Can you wear chukka boots with a suit?

Elegant chukka boots are also acceptable to pair with a suit. You can't just throw on any old suit and call it a day; you need a sharp suit and a sharp pair of chukka boots.

Choose chukkas with a thin leather or rubber sole in natural, conservative hues to wear with suits as a rule of thumb.

Suede chukkas with rubber soles are appropriate for a summer linen suit but far too informal for a business suit.

Dress up a dark wool suit with a pair of black or brown calfskin chukkas with a leather sole.

Simply put, chukkas are not appropriate attire for gatherings requiring black tie or a higher level of formal dress. If anything, you should put on a pair of high-quality black leather oxfords.

What Makes Chukka Boots Special?

As we've already established, chukka boots look and feel a lot like desert boots, but the primary distinction between the two styles is that desert boots always have a crepe sole and chukkas almost never do.

In addition, the uppers of desert boots are always made of suede, while chukka uppers might be made of suede, calfskin, or any number of synthetic materials.

Chelsea boots are another fashionable alternative to chukkas. Many people confuse these with Chelsea boots because they are both ankle boots, but the latter may be identified by their absence of laces and, more specifically, by the bands of elastic that are sewn into the upper part of the boot to ensure a snug and comfortable fit.


Whew! We made great strides in our journey.

Let's look back over our journey so far. We compared chukkas to desert boots and Chelsea shoes, learned about the origins of chukkas, and investigated numerous options for purchasing these adaptable footwear items.

We've also covered the history of the chukka, looked at the various colorways available, addressed frequently asked questions, and concluded with some concrete tips on how to wear these boots fashionably.

Men should seriously consider expanding their shoe repertoire to include chukka boots.

My sincere wish is that this manual was of some use to you.

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