Top 10 Best Men’s Chukka Boots of 2018 Review

Chukka boots are a great addition to every man’s wardrobe. They are versatile allowing you to wear them in different occasions and with varying attires, (just avoid suits). They are highly recommended for casual wear. This has made them a sort-out shoe model for many men. However, with the market offering quite a variety of chukka boots to choose from, it can be a little difficult to choose a pair that will meet your wants, needs, likes, and preferences.

When shopping for a pair of chukka boots, it is important that you do not compromise on quality even when working on a budget. By upholding on quality, you will realize that the cost in the long-term even for boots that you considered rather expensive turning out as a great savings in the long run. If you are looking for the best men’s chukka boots, the following are some of the top considerations.

List of the Best Men’s Chukka Boots of 2018:

10. Clarks Men’s Senner Ave Boot

CLARKS Men's Senner Ave Boot
  • Ankle-high boot in tumbled leather featuring logo on tongue, single-stitched welt, and padded collar
  • Lace-up with pull-tab at back
  • Lightweight flexible sole

This chukka boots are durable and strong as their body is made from leather and a synthetic sole material. They are also comfortable with an ankle-high fitting and a padded collar. In an effort to ensure a great fit, you will lace them up to your comfort so it is not too tight or lose. If you are also looking for flexibility, these shoes come with a flexible sole that is also light in weight thus boosting maneuverability.

9. Rockport Men’s Essential Details Waterproof Dress Ankle Boot

Rockport Men's Essential Details Waterproof Dress Chukka Boot
  • Full-grain leather upper
  • Comfort system designed to provide lightweight shock absorption heel cushioning
  • DEWIX anti-microblal lining

For those who live in wet environments, this is a highly recommended chukka shoe. This is because it comes with a hydro-shield waterproof leather upper. This ensures that despite the environment, your boots will serve you in the long-term. In an effort to boost durability, it not only has a leather material, but it also comes with a rubber sole. This sole is also flexible and easy to maintain. Comfort has been upheld by the inclusion of a lightly padded collar.

8. Vivobarefoot Gobi II Men’s Classic Desert Boot

Vivobarefoot Gobi II Men's Classic Desert Boot
  • Chukka-inspired leather boot with three-eye lacing system featuring heel pull
  • Textured-rubber outsole
  • Vivobarefoot

These are your ideal chukka boots if you are looking for durability, comfort, easy maintenance, and a great fit, these are a pair to consider. The body is made of leather material whereas the sole is made from synthetic material. The lacing is flexible with a three-eye lacing system making it easy and fast to fasten especially when you are in a hurry. The textures rubber outsole is not only durable but it also offers a grip on the ground thus reducing the risk of slipping.

7. Golden Fox Arizona Men’s Chukka Work Boots Casual Shoes

Golden Fox Arizona Chukka Casual Wear Light Weight Work Boots For Mens
  • Rubber sole
  • Shaft measures approximately 5 from arch
  • Platform measures approximately 1.00"

With a leather material and a rubber sole, it will serve you in the long-term. A key added advantage with these boots is its premium full grain leather water repellent leather that will prevent your shoe from easily being damaged by water and moisture. Its welt construction also boosts on durability. Their design allows them to serve both as work and as casual shoes. For comfort, they have a removable insole arch support. The oil resistant lightweight non-marking outsole will work great in different environments.

6. Timberland Men’s EK Kempton Chukka Boot

Timberland Men's EK Kempton Chukka Boot
  • Water-repellent Chukka boot featuring lace-up vamp with blind eyelets and logo emblem at side shaft
  • Perforated tongue and heel panel
  • Climapath technology for moisture control

When talking of chukka shoes that offer that official look with an amazing finish that gives it that classy look, you are talking of this pair of boots. It is water repellent so it can easily get through the rainy seasons and serve you in the long-term. In an effort to promote breathability, it features a perorated tongue. It features a lace up system so you can easily adjust for comfort.

5. Clarks Men’s Stinson Hi Wallabee Boot

CLARKS Men's Stinson Hi Chukka Boot
  • Classic leather chukka boot with two-eye lacing and blind eyelets featuring rolled moccasin toe and contrast crepe outsole
  • 11 D(M) US

In reference to functionality, this pair of chukka boots is durable thanks to its leather body material and synthetic sole. Other than functionality and performance, this brand comes with a variety of color to choose from just to meet your likes and preferences. It features two-eye lacing, which ensures they remain in position thus offering a great fit.

4. Steve Madden Men’s Beckett Chukka Boot

Steve Madden Men's Beckett Chukka Boot
  • Two-eyelet chukka boot in lightly distressed leather featuring contrast stitching at upper and around welt
  • Steve Madden
  • Grey

These chukka boots offer a great combination of functionality, performance, as well as overall design. In an effort to meet its purpose in terms of functionality and performance, it is made of durable leather material and a strong synthetic sole. The synthetic sole boosts flexibility allowing easy movement. In reference to appearance, it features contrast stitching that is eye-catching.

3. Timberland Men’s EK Brook Park Chukka

Timberland Men's EK Brook Park Chukka Boot
  • Sleek two-eyelet boot with contrast stitching welt and leather-accented heel
  • Pull-on ribbon loop
  • Anti-fatigue comfort technology provides all-day comfort and support

The body of this chukka boot is made from leather and it comes in different colors, which ensures that you can meet your likes and preferences. The synthetic sole is durable as well as eases with maintenance concerns. The contrast stitching is eye-catching as it complements the overall appearance of the boot.

2. Clarks Men’s Bushacre 2 Desert Boot


With years of experience in the field, this chukka boot by Clarks is definitely something to look out for. It is keen to ensure that its durability will serve you in the long-term despite the exposure to different environments. The leather material used is of high quality. To complete the look, is has synthetic sole. This is the boot to complete that manly and refined look. However, maintenance must be upheld for a lasting impression.

1. Clarks Originals Men’s Desert Boot

Clarks Originals Men's Desert Boot
  • Stabilizing suede-lined heel counter
  • Platform measures approximately 0.5 inch
  • Heel measures approximately 1 inch

These chukka boots are the ultimate pair when looking to meet a classic style, comfort, as well as durability. Other than durability, the sole remains comfortable when used on different terrains. This means that you can wear then all through all the seasons. Other than wearing them with suits, they are great to complement other attires. The laces ensure that you have a great fit, which in turn leaves you comfortable.

Determining the best men’s chukka boots is dependent on your personal needs, wants, likes, and preferences. After an analysis on what you want, you will definitely identify a pair of chukka boots in the above list that will deliver on your wants. They do not compromise on quality and they deliver on functionality, performance, and on overall appearance and design.

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