The Best Chukka Boots (Desert Boots)

Chukka boots are ankle-high boots with suede or leather uppers and a leather or rubber outsole; the lacing system usually has two or three pairs of distinct eyelets.

The name Chukka is derived from the game of polo, where a period of play is called a chukker.
The best chukka boots are the ones that have a minimalist feel, ankle height, open lacing with two or three eyelets, a thin leather sole, calfskin suede uppers that are unlined, and a rounded toe.

Facts on the Desert Chukka Boot

  • Timeless Design – The Chukka boot is a timeless and traditional classic men’s footwear originating from World War II.
  • Lightweight – These boots are lightweight and offer a good grip.
  • Fashionable – The Desert Chukka boot is a fashionable and elegant choice that you can wear for any occasion.
  • Crepe Outsole – The Desert boot always has a crepe rubber sole and suede uppers used by soldiers in various bush and desert wars.
  • History – Desert boots became popular in the 1950s. They later became a trendy footwear item in South Africa, worn by almost every farmer known as a veldskoen or “vellies.”

How To Wear a Chukka Boot or Desert Boot

Today Chukka boots are still a prevalent choice in men’s footwear and come in various styles and colors, from formal dress styles to casual and sporty styles.

Different styles of Chukka Boots are available for more formal occasions and professional in-office occupations. A dress-style Chukka boot that is more elegant and classy, worn with a suit, should do the trick.

For casual encounters and everyday wear, the traditional Chukka boot can be worn with a pair of Jeans or Chinos and a T-shirt or comfortable button-up shirt.

More sporty-styled casual Chukka boots can be worn with shorts and jeans for a more comfortable and casual look.

Whatever the occasion, you can make a pair of Chukka boots work for you, stick to the traditional basics, and you will never be out of fashion

Unique Features of the Chukka Boot

  • Height – They are always just ankle high
  • Uppers – The uppers are traditionally made from calfskin or suede but can be made from other materials.
  • Closure – They only feature a lace-up system with two to three eyelets.
  • Sole – They have a very thin rubber or leather sole for a more minimalist feel.

Reviews: Best Chukka Boots

Here are some of the best-selling Chukka boots you should consider;

Clarks have been making some of the finest and most comfortable dress shoes for men in various styles. The Chukka boot from Clarks called the Bushacre is a stylish and quality made shoe.
  • Soft and supple leather uppers for comfort and durability.
  • A durable synthetic sole.
  • An ankle-high style boot that can be worn for any occasion.
  • The slight heel offers added stability and class.
  • Available in a large variety of colors, suiting any style preference.

The ideal pair of boots to pair with a formal or casual outfit. The Timberland Kendrick are comfortable Chukka boots of the finest quality.
  • Durable and comfortable leather uppers feature a sleek two-eyelet lace-up system with contrasting welt stitching and leather accented heel for durability and unmatched style.
  • These Chukka boots are Waterproof!
  • Pull-on ribbon loop ensures easy pull-on of these boots for a quick and comfortable fit.
  • The synthetic sole has a slight heel for more stability and a sleek appearance.
  • There are many colors available to choose from.

For a comfortable and supportive fit in a stunning and classic shoe, the Clarks Chukka Desert Boot is inspired by the crepe-soled boots used by British Officers in World War 2.
  • Iconic leather uppers with natural variations for the perfect traditional desert boot style and a comfortable fit.
  • The Genuine Plantation crepe outsole is durable and delivers all-day comfort and support.
  • An added leather-covered EVA footbed cushion keeps your feet dry and comfortable.
  • The Suede lined counter promotes heel stability, and the Nature-Formed last allows you to wiggle and stretch room for your toes.

The Rockport Ledge Heel Chukka Boot has a more professional and formal style, luxurious comfort, and a shock-absorbing system for a long day on your feet.
  • A lace-up Chukka boot manufactured from the finest quality leather with blind eyelets and a contrast midsole stripe.
  • The outsole is made from synthetic materials and has a stylish stacked heel for better stability and comfort.
  • The EVA outsole and midsole ensure maximum shock absorption and comfort for all-day wear.
  • A Dewix bacteria-resisting lining helps to reduce odor and prevent foot infections.
  • There are different colors to choose from to meet your requirements.

A casual and lightweight shoe, the Rockport Prestige Point is made for comfort and durability.
  • Durable and comfortable leather uppers with a lace-up system.
  • The rubber sole ensures excellent traction and durability.
  • The perforated padded collar will provide breathable comfort and a snug fit.
  • Available in dark brown and tan.

The Merrell Freewheel offers a much sleeker and sporty spin on the classic traditional design of the Chukka Boot.
  • Durable and comfortable pig suede uppers for robust performance.
  • A canvas lining keeps your feet dry and protected.
  • The EVA removable footbed ensures cushioned comfort and allows you the freedom to use your orthotics.
  • The cycle tread rubber outsole ensures excellent traction and grip.
  • A molded nylon arch shank for added support and stability.
  • The Merrell Air Cushion in the heel reduces impact by absorbing shock and improving stability.
  • Five stunning colors are available.

The UGG Neumel Chukka replaces the Old Mel model, and it has an updated look and features;
  • Classic chukka outsole with a low, sleek profile.
  • Uppers: Genuine suede twin-face made of the best quality materials.
  • The internal material is a genuine sheepskin that naturally wicks away moisture and keeps you warm in winter.
  • It is very flexible and lightweight boot.

  • The Boot’s minimalist design is ideal for a barefoot feeling.
  • The outsole is a thin rubber design that offers a good grip.
  • The Upper is very lightweight and flexible.
  • The shoe is available in more color options.

Index Table: Top Rated Chukka Boots for Men

1Clarks Men's Bushacre 2 - Desert Chukka Boot
  • Leather
  • Slight Heel
2Timberland Men's Kendrick - Versatile Chukka Boots
  • Leather
  • Pull-on Loop
  • Waterproof
3Clarks Men's Originals - Chukka Desert Boot
  • EVA Footbed
  • Toe Room
  • Crepe Sole
4Rockport Men's Classic Break - Chukka Boot
  • Lightweight
  • EVA Outsole
  • Shock Absorbent
  • Leather
5Rockport Men's Prestige Point - Most Comfortable Chukka Boot
  • Rubber Sole
  • Leather
  • Padded Collar
6Merrell Men's Freewheel - Cushioned Chukka Sneakers
  • Lined
  • EVA Footbed
  • Nylon Shank
  • Air Cushion
7UGG Men's Neumel - Warmest Winter Chukka Boots
  • Lightweight and Flexible
  • Genuine Sheepskin
8Vivobarefoot Men's Gobi - Minimalist Chukka Boots
  • Thermal Insole
  • Durable & Light

About the Author

David Alegeta

David is a long-distance hiker, a writer and an editor whose favorite topics include backpacking and trail running. He is an adventure athlete who covered over 20,000 miles. He frequently speaks to groups about the benefits of proper footwear and has written numerous articles on this subject. He lives in Dallas, Texas with his family.