The chukka boot is a simple yet versatile boot that looks good with almost any outfit. Here are the best chukkas you can buy right now.
Chukkas are kind of like the
If you want a comprehensive guide, check out our article on how to wear them.
Even better, you can choose from more casual or more formal chukkas to suit your needs.
Every guy needs at least one pair of chukkas in his closet, which is why we’ve created this list of the best chukka boots for men right now.
Quick Take
Short on time? Here are our top three picks for the best chukka boots you can buy right now:
The Scout is perhaps the best chukka in its price point, and it’s a good choice for budget-minded buyers and chukka connoisseurs alike.
Handmade in Portugal and offered by Huckberry, this is an affordable and stylish option available in bone, coffee, or sand color options.
This Chukka boot is a beautifully crafted, top-of-the-line choice for those who value perfection and luxury.
Read on for more info and the full list.
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.
Clarks Desert Boots
We’ll start off with what might be the most popular chukkas out there: the Clarks Desert Boots.
Its military heritage and timeless design are why it’s still a bestseller to this day.
Desert boots are a type of chukka introduced by Clarks in 1950 that became popular with army officers, so it’s safe to say these are the best desert boots you can buy.
Based on the boots these officers wore in desert environments, desert boots are characterized by their crepe soles and soft suede uppers.
These boots have a casual, rugged appearance, so if your style is the least bit outdoorsy, these boots will probably fit right into your wardrobe. They’re also nice for a laid-back smart casual look (or just straight-up casual looks).
Red Wing Shoes Weekender Chukka
Red Wing Shoes is another footwear heavyweight that makes some excellent chukkas.
Their Weekender Chukkas offer a more structured take on the chukka form as well as a healthy amount of Red Wing’s trademark workwear style.
While the chukka usually has a distinct form, the Weekenders have a more traditional boot appearance. However, the essence of the chukka is still here: the ankle length, open lacing system, and three pairs of eyelets.
Made with a full-grain leather upper, cork midsole, and stitchdown construction, the Weekender is built to last.
Even though it’s called the Weekender, it’s good for everyday wear, and it can even be dressed up a bit. This is a great boot to consider if you want more of a hybrid chukka.
Thursday Boot Co. Scout
Longtime readers of The Modest Man will recognize the Thursday Boots name. Simply put, we love them because they offer fantastic value for the price, and their Scout chukkas are no exception.
Featured here in the ash colorway, the Scout is a classic casual chukka that mixes British and American boot styles. You’re getting handcrafted Goodyear Welt construction, shock-absorbing insoles, and a fully lined glove leather interior, all for the shockingly low price of $149.
The Scout is perhaps the best chukka in its price point, and it’s a good choice for budget-minded buyers and chukka connoisseurs alike. If you put your boots through a lot of wear and tear, check out their Rugged & Resilient line, which uses even more durable materials.
Allen Edmonds Williamsburg Chukka Boot
Men’s leather chukkas usually lean more casual, but that doesn’t mean chukkas can’t be dressy. Exhibit A: these super classy chukkas from Allen Edmonds.
While most chukkas use suede, the Williamsburg uses a smooth European leather that makes these boots look more like dress shoes. Combine that with the squeaky clean two-eyelet lacing system, and you’ve got an elegant chukka that’s also a dress boot.
Featuring handmade Bench Welt construction, a single oak leather sole, and soft leather lining, the Williamsburg is a hardy, reliable boot. Allen Edmonds has a reputation for well-made items, so you know you’re getting a high-quality product here.
These boots are great for semi-formal or business casual atmospheres, but you can also dress them down.
J. Crew MacAlister Boot
The MacAlister chukka from J. Crew has popped up on TMM several times before and for good reason.
This simple, casual chukka is a solid choice that’s easy to love.
These relaxed desert boots pair well with casual outfits, and like other chukkas, you can also dress them up quite a bit.
Their unstructured silhouette, sneaker-style cotton laces, and rubber sole give this chukka a decidedly casual look and feel.
Typically available in grey or brown, these chukkas will go with pretty much every pair of casual pants you own.
No, these aren’t artisanal-quality Goodyear-welted boots, but you’re getting a lot of value for the price (especially if you can pick them up on sale).
Grant Stone Earth Chukka
Grant Stone’s take on the chukka is impressive. With a Goodyear welt, full-grain kip leather lining, and a crepe sole and heel, these matte-finished boots will likely last you quite a long time.
The contrasting color of the welt brings a bit of visual intrigue. I envision the Earth Chukka pairing nicely with selvedge denim and an overshirt.
These unique-looking chukkas could easily be mistaken for work boots at first glance. So, if you’re looking for something that stands out, take a closer look at Grant Stone’s Earth Chukka.
Ace Marks Lorenzo
Here’s another dressy take on the chukka from Ace Marks, a brand that exploded when it raised over $1 million on Kickstarter.
Today, they’re going strong on their own, continuing to offer luxury-level shoes like their Lorenzo chukka.
These are really dressy chukkas, so much so that they could almost be worn in formal situations. The burnished leather, clean eyelet pair, and elegant outline make the Lorenzo a truly sophisticated boot. These are handmade in Italy from high-quality leather, and blake flex construction is used to ensure durability.
If you dress business casual a lot, these could be the best leather sole chukka boots for you. They’re also a good option if you dress smart casual and want some footwear to elevate your outfit.
Rancourt & Co. Acadia Chukka
Together with L.L. Bean, Rancourt & Co. helped to define the New England prep style, and you can see that style on full display with their Acadia chukka boots.
These durable, water-resistant boots have an undeniably northeastern look to them. Made from Horween Chromexcel leather, the Acadia is a long-lasting boot that features Rancourt’s caliber sole, which is a crepe wedge-style sole that affords extra durability.
Even though the Acadia might seem strictly casual at first glance, it’s surprisingly classy. Its profile, while a bit chunkier, is still handsome. Even if you don’t dress in a particularly outdoorsy fashion, you can still incorporate the Acadia into many of your casual outfits.
Huckberry Mason Chukka Boot
Huckberry’s an incredible brand for guys. Rhodes Footwear, one of Huckberry’s several brands, has their own take on the chukka.
Handmade in Portugual, the Mason Chukka Boot is one of the more affordable options on our list. These boots have a suede upper, a crepe rubber sole, and cotton laces.
Choose between three colors: bone, coffee, or sand.
Astorflex Greenflex Chukka Boot
The lovechild of an Astorflex-Huckberry collab, the Greenflex Chukka is only available at Huckberry.
These boots are made by sixth-generation shoemakers in Northern Italy, so you know you’re getting a quality-built boot.
While on the more casual end of the chukka formality spectrum, these boots can be dressed up, but won’t really work with all but the most casual suits.
Beckett Simonon Laval Chukka Boots
Unlike the other boots on our list, Beckett Simonon’s Laval Chukka Boots are made-to-order, meaning that the customer receives the new kicks straight from the factory. This business model helps to cut down on middle-man costs, and part of the saving is passed on to you.
For what you’re getting — hand-cut Italian full-grain calfskin leather, blake-stitch construction, leather insoles, and more — $239 is an incredible price.
With their beautiful profile, these boots can easily be worn with a sport coat.
Nisolo Everyday Chukka Boot
While Laval Chukka Boots are classically styled, this next pick has a bit more character.
The Everyday Chukka Boot from Nisolo has an Old West feel with modern details. To me, the Everyday Chukka is a bit of a hybrid boot rather than a pure chukka.
The soles of these boots are especially interesting as they’re made from vegetable-tanned leather but have shock-absorbing, rubber sole savers. I’m not sure if this kind of sole can be replaced, but they look quite eye-catching.
If you’re an ethically-minded shopper, you’re in luck because Nisolo makes considering your impact easy with their “Sustainability Facts” page which details the conditions of workers and the impact of the boots on the planet, scoring the boots across 200 sustainability metrics.
Drake’s Snuff Suede Murphy Goodyear Welted Chukka Boot
If money is of no object to you, the Snuff Suede Murphy Goodyear Welted Chukka Boot from Drake’s is a beautiful made-in-England boot.
The Murphy Chukka is a great choice if you demand perfection. The details are expertly executed here which, combined with some of the best materials, make for top-of-the-line chukka.
With Dainite soles and soft-tailored luxury suede, these are some nice boots.
Meermin Castoro Ultraflex System Chukka Boot
Meermin’s sleek, leather-soled Ultraflex System Chukka Boot is said to be extremely comfortable.
The Ultraflex System is a new spin on Goodyear welt construction. In this case, the welt is actually stitched to a structural insole, overwhich a leather-lined memory foam removable insole is placed.
With this system in place Meermin claims that “the wearers foot is almost 3cm comfortably separated to the ground — as opposed with a cemented shoe which can be just a few millimeters.”
Not only is it comfortable, this boot is made to last as it’s fully rebuildable.
Conclusion
Chukka boots have a lot going for them, and if you don’t have a pair, you owe it to yourself to pick one up. They’re one of the most versatile types of boots, and as you can see, there are tons to choose from.
Which of these are your favorites? Did I miss your favorite pair of chukkas? Let me know in the comments!
The only AUTHENTIC chukka boots and shoes always available are UK made George Cox. They still make the exact ones they’ve been making since way way back when. With the proper crepe sole with the crinkley wrap-around. Plus their rather exciting modern twists too.
The ones above are more “desert” boots with very thin soles, which defeat the whole point of WHY folk wore both creepers and chukkas. Which is for that bouncey comfort and that they are excellent shoes for shuffling or bopping.
Whereas the above are more, despite looking nice, just basic town shoes in a basic desert boots style.
Hi Ian,
I am curious, how do you end up on recommending these brands? It just goes around to show that you are not really a shoe enthusiast. I can list you 20 brands worth it more than those that are better built, have better design, materials and construction. Here are 10.
1) Carlos Santos
2) Carmina
3) Meermin (even them yes)
4) TLB Mallorca
5) Yanko/Skolyx
6) Vass Budapest
7) Enzo Bonafe
8) Alden (since you like “American Made”)
9) Grant Stone
10) Antonio Meccariello
You seem to be focusing a lot on these “budget” affiliate brands. Of course because it brings revenue. However there is no excuse for a man to not buy a welted shoe in 2020. If your budget is as strict then buy Meermin for 200$ as you can at least resole them.
Sorry if this sounds harsh but every menswear blog I stumble upon rehashes the same thing. Let’s promote Clarks, Ace Marks (🤢) and Thursday (which are ok at least).
Best,
Kostas
Hmm let’s see: Nisolo, Alen Edmonds, Thursday, Rancourt, CDB, Redwing – all welted (Goodyear, hand or stitchdown). Ace Marks is Blake Stitch (can be resoled).
J. Crew Macalister is one of my personal favorite desert boots. They hold up remarkably well for the price and are super comfy.
I’ve never heard of your #1 pick, but I see that you sell them on your site.
Who’s biased again?
Hi Brock,
thank you for replying. Yes, I must admit I am a little biased when it comes to the first brand. But I wouldn’t have quit my engineering job to work with a brand I don’t believe in. It is not an unknown brand if you are a shoe enthusiast.
Also, please don’t get me wrong, I am an avid reader of your site and actually love the content on your fulltimeblog website.
I think our main difference (as in generally we, not particularly you and me) is a potential language barrier (english is not my native tongue) and the different styles in Europe and the USA. I frequent the Goodyear Welted Subreddit often and there is a very very strong interest in bulkier, chunkier and rounder aesthetics there. Please correct me if I am wrong.
For me the word Best should describe Best. I have handled Allen Edmonds (don’t you agree that their quality and QC has gone down the drain since 2013?) Ace Marks, Magnanni, Redwing etc. and I do have actual training in leatherworking and upcoming bespoke shoemaking classes in 2021-2022. I cannot consider a shoe that costs 150$ the best. Maybe the best in it’s price range, sure.
I will however try to defend some of my points. What I really want to say is that there is a very heavy focus of blogs and lists (especially Business Insider and co.) on more US type of brands. Where are the Europeans in this list?
1) Nisolo is a Mexican ethical brand (afaik). For 100$ during sales or $155 or so in retail they are not terrible. I am not familiar with them but some users called them “wearing a cardboard box on my foot”
2) Allen Edmonds are the ones that look the nicest for me on your list and if I lived in the USA I would consider them. However in Europe it is not worth it (import taxes, shipping etc).
3) Rancourt: another USA Brand (which admittedly I don’t know much about) with good reputation on reddit and other forums, especially for their moccasins/boat shoes. Certainly not my style aesthetically but I do appreciate that they are a small business and they have handsewn aprons.
4) Paul Evans and Ace Marks are not worth the full retail price. If you like the aesthetics and the black construction, sure no problem. But I know where Paul Evans makes their shoes and what is their wholesale price so I understand their business model and no they are not 600$ shoes for 300$. You can buy TLB Mallorca for that price and a much much better shoe. That being said, while I am a fan of hand-welted and Goodyear welted shoes there’s nothing wrong with a good blake stitched shoe.
5) For J. Crew, I cannot comment because I am not sure who makes their shoes in Italy and what grade leathers they use.
Forget for a moment that I might be biased about Carlos Santos. I will be glad actually to send you a pair to check out. If you are staying in the more budget category for the everyday man, why not include for example a brand like Meermin which is around the 200-240$ mark?
These are just random thoughts based on a trend I see on Google all the time. For me best should include great leather, fine construction, good materials. I cannot endorse a shoe that is corrected grain leather or is full grain but taken from the belly with loose grain and will develop nasty cracks just to save a buck.
I saw someone else as the author of this article, so I am not sure how much influence you had in the final picks. But would you really take the J. Crew boot over this for a small difference in price (https://meermin.com/collections/mens-boots/products/101468-brown-suede-e) aesthetically and construction wise?
As I said, I am not here to pick a fight, but a healthy discussion and my constructive criticism as a high end shoe enthusiast (+500$). I apologize if I came in strong but as you might notice my English is well, adequate. I will keep watching your videos and reading your content because I am 5.8″ and it is very relevant and helpful to me.
Have a good weekend!
Best,
Kostas
PS. Sorry for any mistakes, I wrote this off the top of my head on mobile!
yes, it’s very difficult to hit the right keys with your head. I’ll give you that!
Still, well done under the circumstances!
solid points 👍
Hi
Thank you for this awesome article
Just love all these different type of chukka boots available
They remain stylish, practical and versatile, A man can’t have too many of these.
A long time staple in any men’s wardrobe
Roman
NZ