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14 Best Men’s Chukka Boots for Any Budget (2023 Guide)

CEO Tinh Phung
The chukka boot, a simple yet versatile boot, has become a staple in men's fashion. Its ability to complement almost any outfit makes it a must-have in every man's wardrobe. Whether you prefer a more...

The chukka boot, a simple yet versatile boot, has become a staple in men's fashion. Its ability to complement almost any outfit makes it a must-have in every man's wardrobe. Whether you prefer a more casual or formal style, there is a chukka boot that suits your needs. In this article, we have curated a list of the best chukka boots for men, covering a range of budgets and styles.

Quick Take

Short on time? Here are our top three picks for the best chukka boots you can buy right now:

  1. Clarks Desert Boots
  2. Red Wing Shoes Weekender Chukka
  3. Thursday Boot Co. Scout

Read on to discover more about these boots and the full list of our top picks.

The Best Men’s Chukka Boots

No matter your budget or style preferences, you'll find a pair of chukkas on this list that will work for you. Let's explore some of the standout options:

Clarks Desert Boots

Considered one of the most popular chukkas, the Clarks Desert Boots have gained a cult following over the years. Its military heritage and timeless design contribute to its ongoing popularity. Featuring a crepe sole and soft suede uppers, these boots have a casual, rugged appearance that pairs well with both outdoor and smart casual looks.

The classic Clark’s Desert Boot in Beeswax The classic Clark’s Desert Boot in Beeswax

Red Wing Shoes Weekender Chukka

If you're looking for a more structured take on the chukka form, the Red Wing Shoes Weekender Chukka is an excellent choice. Made with a full-grain leather upper, cork midsole, and stitchdown construction, these boots are built to last. Despite their name, they are suitable for everyday wear and can even be dressed up for more formal occasions.

Red Wing Shoes Weekender Chukka Boot Red Wing Shoes Weekender Chukka Boot

Thursday Boot Co. Scout

Known for offering fantastic value for the price, Thursday Boot Co. delivers once again with their Scout chukkas. Handcrafted with Goodyear Welt construction, shock-absorbing insoles, and a fully lined glove leather interior, these boots are a budget-friendly option without compromising on quality. The Scout is a versatile chukka that appeals to both budget-minded buyers and chukka connoisseurs.

Thursday Boot Co. Scout Thursday Boot Co. Scout

Allen Edmonds Williamsburg Chukka Boot

For those seeking a dressier option, the Allen Edmonds Williamsburg Chukka Boot fits the bill. Made with smooth European leather and featuring a squeaky clean two-eyelet lacing system, these boots exude elegance. Handmade with Bench Welt construction and a single oak leather sole, the Williamsburg is a hardy and reliable boot, perfect for semi-formal or business casual settings.

Allen Edmonds Williamsburg Chukka Allen Edmonds Williamsburg Chukka

J. Crew MacAlister Boot

The MacAlister chukka from J. Crew is a solid choice for those seeking a simple and casual option. These relaxed desert boots pair well with casual outfits and can also be dressed up for a more refined look. With their unstructured silhouette, sneaker-style cotton laces, and rubber sole, these chukkas offer a decidedly laid-back aesthetic. Available in grey or brown, they are versatile enough to go with any casual pants in your wardrobe.

J. Crew MacAlister Chukka Boot J. Crew MacAlister Boot

Grant Stone Earth Chukka

Grant Stone presents an impressive take on the chukka with their Earth Chukka. These matte-finished boots feature a Goodyear welt, full-grain kip leather lining, and a crepe sole and heel. The contrasting color of the welt adds visual intrigue, making these chukkas stand out from the crowd. Pair them with selvedge denim and an overshirt for a stylish and unique look.

Grant Stone Earth Chukka Grant Stone Earth Chukka

Ace Marks Lorenzo

If you're looking for a dressier chukka, the Ace Marks Lorenzo is a top contender. Handmade in Italy from high-quality leather, these chukkas exude sophistication. With their burnished leather, clean eyelet pair, and elegant outline, they can be worn in formal situations or to elevate your business casual outfits. Crafted using blake flex construction, these boots offer both style and durability.

Ace Marks Lorenzo Chukka Boot Ace Marks Lorenzo

Rancourt & Co. Acadia Chukka

For a taste of New England prep style, look no further than the Rancourt & Co. Acadia Chukka boots. Made from Horween Chromexcel leather, these water-resistant boots have a northeastern flair. Despite their rugged appearance, they can be worn in both casual and semi-formal settings. The crepe wedge-style sole adds durability and enhances their overall appeal.

Rancourt & Co. Acadia Chukka boot Rancourt & Co. Acadia Chukka

Huckberry Mason Chukka Boot

Huckberry's Mason Chukka Boot, handmade in Portugal, offers an affordable yet stylish option. With a suede upper, crepe rubber sole, and cotton laces, these boots strike a balance between casual and refined. Choose from bone, coffee, or sand colorways to suit your preference.

Astorflex Greenflex Chukka Boot

Another delightful option is the Astorflex Greenflex Chukka Boot, a result of a collaboration between Astorflex and Huckberry. Made by sixth-generation shoemakers in Northern Italy, these boots are crafted with quality in mind. While on the more casual end of the chukka formality spectrum, they can still be dressed up for various occasions.

Beckett Simonon Laval Chukka Boots

Unlike the other boots on our list, Beckett Simonon's Laval Chukka Boots are made-to-order, allowing customers to receive their new kicks straight from the factory. This business model not only cuts down on middle-man costs but also offers incredible value for money. Hand-cut Italian full-grain calfskin leather, blake-stitch construction, and leather insoles are just some of the features that make these boots stand out.

Nisolo Everyday Chukka Boot

The Nisolo Everyday Chukka Boot offers a mix of Old West charm and modern details. Its vegetable-tanned leather soles with shock-absorbing rubber sole savers catch the eye. Ethically-minded shoppers will appreciate Nisolo's commitment to sustainability, as detailed on their "Sustainability Facts" page.

Drake's Snuff Suede Murphy Goodyear Welted Chukka Boot

For those who appreciate the finer things in life, the Snuff Suede Murphy Goodyear Welted Chukka Boot from Drake's is a luxurious choice. Made in England with attention to detail and high-quality materials, these boots epitomize elegance. With Dainite soles and soft-tailored luxury suede, they are a true investment piece.

Meermin Castoro Ultraflex System Chukka Boot

Meermin's Ultraflex System Chukka Boot is not only sleek but also incredibly comfortable. Featuring a unique construction that combines Goodyear welt and a leather-lined memory foam insole, these boots offer unparalleled comfort and support. They are fully rebuildable, ensuring longevity.


Chukka boots are a versatile and stylish addition to any man's wardrobe. With the multitude of options available, there is a perfect pair for every budget and style preference. Whether you're looking for a casual or dressy chukka, our list has got you covered. Let us know in the comments which chukka boots are your favorites or if we missed your preferred pair!