Skip to main content

The Manual may earn a commission when you buy through links on our site.

The best men’s chukka boots — you need these versatile styles

Pick up the right boots for your closet with one of these best chukkas

Chukka boots
Image used with permission by copyright holder

Men need a lot of different shoes if they want to have a complete shoe collection. As a matter of fact, the right shoes for every occasion can mean you need to invest in a wide variety of kicks to ensure you always have the right footwear for the right moment. Whether it is function or fashion, the shoes are essential. Of course, because men don't usually like spending the time picking out different shoes for every moment, there are some that bridge gaps. That is where men's chukka boots come into play.

These shoes can go from Indiana Jones to James Bond: They can take you from the desert to the nighttime drinks and the mountain to the backyard barbecue. No matter what kind of man you are, you need a pair of these versatile boots. Here are the best men's chukka boots for you to choose from in 2023.

Thursday Boots Scout Chukka Boots
Thursday Boots Scout Chukka
Jump to details
Taft Chukka
Taft Chukka
Jump to details
Clarks Men's Desert Chukka Boot
Clarks Desert Boot
Jump to details
Ryder 3 Lw
Church's Ryder 3
Jump to details
Rhodes Mason Chukka Boot
Rhodes Mason Chukka from Huckberry
Jump to details
Quoddy Kennebec Chukka
Quoddy Kennebec Chukka
Jump to details
Allen Edmonds Chandler
Allen Edmonds Chandler
Jump to details
Johnston & Murphy Copeland Chukka
Johnston & Murphy Copeland Chukka
Jump to details
Thursday Boots Scout Chukka
Courtesy Thursday Boots

Thursday Boots Scout Chukka

Thursday Boots is one of the fastest-growing leather retailers in the business. It promises high quality, honest prices, and of course, durability and style. The Scout is a perfect marriage between British style and American aesthetics with a studded outsole that works equally as well in the deep forests of the Pacific Northwest, as it does with your business casual chinos in the office.

Thursday Boots Scout Chukka Boots
Thursday Boots Scout Chukka

Taft Chukka

Taft is a shoe brand known for some of the most unique and eye-catching designs on the market. It is certainly the place to go when you need something new and different to elevate your shoe collection.

It also knows how to keep it simple, as its chukka comes in four basic colors that dress up a pair of jeans and a T-shirt or dress down a casual sports coat. You haven't felt comfort until you experience the stacked crepe rubber soles. If you could walk on a cloud, this is what it would feel like.

Taft Chukka
Taft Chukka
Clarks Desert Boot Beeswax
Courtesy of Clarks

Clarks Desert Boot

Did you really think there was a chance that we would have a list of the best men's chukka boots and not include the original? Here we are, 70 years later, and the Clarks Desert Boot is still on the short list of some of the most iconic shoes of all time in the men's world. It is the original pioneer, the one that started it all; there really is no reason you shouldn't already have a pair.

Clarks Men's Desert Chukka Boot
Clarks Desert Boot
Church's Ryder 3
Courtesy of Church's

Church's Ryder 3

What's the old adage? If you want flair, go Italian. If you want quality, go English. James Bond knows this (even though he may be slightly biased), so he chose to rock these chukka boots himself in Quantum of Solace. Although they still call these suede chukkas the original name of desert boots, they will give your collection an air of sophistication that others can't hold a candle to, just like 007.

Ryder 3 Lw
Church's Ryder 3
Rhodes Mason Chukka
Courtesy of Buck Mason

Rhodes Mason Chukka from Huckberry

Nothing says American like Huckberry, one of the few American-made companies that has kept nearly all its labor stateside. And of course, with that kind of commitment to Americana, you'll have a fair amount of products with the rugged American feel, much like these suede chukkas from Rhodes.

These are designed to withstand the harshest of climates and environments, which America has its fair share of, so before you hit your road trips to the deserts of the Southwest or the mountains of Appalachia, grab your pair of these to keep you walking.

Rhodes Mason Chukka Boot
Rhodes Mason Chukka from Huckberry
Quoddy Kennebec Chukka
Courtesy of Quoddy

Quoddy Kennebec Chukka

Two things make the Kennebec Chukka the perfect fit for this list. The first is the moc toes, often preferred for people who are on their feet all day because of the comfort they create in the toe beds. These chukkas are designed after the moccasins (hence the "moc") worn by Native Americans, so they are perfect for terrains.

The second is these shoes are nearly fully customizable. You can create your favorite boots from the leather to the soles, hardware, and laces in between. Keep in mind; they can fit a bit snugly, like most boots, until you break them in.

Quoddy Kennebec Chukka
Quoddy Kennebec Chukka
Allen Edmonds Chandler
Courtesy of Allen Edmonds

Allen Edmonds Chandler

It's hard to make a list of the best of the best shoes in any style without adding in one of the kings of American-made footwear, Allen Edmonds. These Chandler Chukkas are a staple in its catalog and will be a staple in your collection as well. They will be perfect for whatever you make them. Rugged for the Midwest environment in which they are crafted or kept nice to wear with your dress denim and chinos at the office.

Allen Edmonds Chandler
Allen Edmonds Chandler
Johnson & Murphy Copeland
Courtesy of Johnston & Murphy

Johnston & Murphy Copeland Chukka

There are a handful of shoe brands that cross the threshold between high quality and an affordable price that make them accessible to all groups. While these may have a price tag that seems too good to be true, they will absolutely last you as long as any other brands charging twice the price.

The Copeland Chukka's sheepskin lining and memory foam soles let you forget you're wearing boots and feel more like you're in your fuzzy slippers on your plush carpet at home.

Johnston & Murphy Copeland Chukka
Johnston & Murphy Copeland Chukka

There you have it, the best of the best of the chukkas, or if you are old fashioned, the desert boots. From the British soldiers in the deserts of Africa to the trenches of WWII, these boots have a rich history and deserve a spot in your collection.

Mark McKee

Mark is a full-time freelance writer and men's coach. He spent time as a style consultant and bespoke suit salesman before transitioning to private style consulting, coaching, and writing. He enjoys helping men find their image to project their best selves. In his free time, he loves to spend as much time in the cinemas as possible and work on his novels.

Send all editorial inquiries HERE.

Suit up with the best motorcycle boots for men in 2024 – TCX, Taylor Stitch, and more
Sure, motorcycle boots are technically "safety wear," but that doesn't mean they can't look good, too
Man wearing motorcycle boots

More often than not, motorcycle boots are heavy, clunky, and purely functional without taking fashion into consideration. But these features are what ensure the safety of your feet, ankles, and calves should the worst things happen on two wheels. For the best motorcycle gear and chaps that can withstand scrapes, crashes, and everything in-between in any weather, stylish boots are usually regarded as secondary.

This doesn’t mean you can’t find a suitable pair of boots that are both fashionable and functional. Whether you’re a newbie rider shopping for your first motorcycle or a veteran cruiser with decades under your belt, here are our top picks for the best motorcycle boots for men in 2024.

Read more
I love duck boots, and these are the only pairs I’ll buy
A comprehensive look at duck boots
Duck boots

Leon Leonwood Bean, the founder of Maine's L.L. Bean Inc., was sick of wet feet hunting and noticed that farmers wore rubber boots out in the fields to keep their feet dry. As Mr. Bean did throughout most of his life, he worked hard to develop new ideas to solve problems. After stitching the bottom of a rubber boot to the top leather of a work boot, the first Bean Boot was born, and he sold his first pair in 1912 when he founded his company.

The Bean Boot was initially called the Maine Hunting Shoe. It has quietly been a utilitarian mainstay of L.L. Bean’s product lineup for the last 100 years. In the early 2000s, those quiet sales would change. Students at elite prep schools started to pick up the Bean Boots as required parts to their wardrobe. Other brands noticed the duck boot craze and jumped on board.

Read more
Make shopping easy: The best gifts for men (no matter what he’s into)
These are the best gifts for men in 2023

Shopping for the best gifts for men can at times seem like a daunting task, whether it be for a birthday, an anniversary, or any gift in between. So, we decided to help you out and lend you a hand and make gift-giving a little less stressful with a thoughtfully curated list of tried-and-true gifts suited for men. And at times, no matter how well or how long you have known someone, you just don't know where to look.

From small everyday carry items and others from the cool tech world to experiences that help you disconnect to reconnect, we offer you a gift guide for every guy on your list or some nice ways to treat yourself, too. Ahead, you will find a list of the best practical gifts for every type of guy. With that being said, here are the best gifts for men in 2023.

Read more