Updated On April 03,2020

21 Best Chukka (Desert) Boots for Men Reviewed In 2020

Like the Chelsea boot, chukkas are a terrific and subtle way to demonstrate your own unique and sophisticated sense of style.But not all Chukka boots are created equally.In this review and guide, we not only take a look at some of the most popular Chukka boots currently available on the market, but we also take it a bit deeper and review them based on the materials used in their construction (in order to ensure you find a boot that doesn’t simply fall apart after a single season of wear). We will also provide you with some tips on how to wear your chukkas (in order to avoid any embarrassing fashion faux pas) before wrapping it up with a quick guide on how to care for your new chukka’s so you always look your best every time you put them on.Let’s get started:

No.1 Rhodes Footwear Felix Chukka One of the most important decisions to make when buying a pair of chukkas is around the material of the shoe itself.Paying for a new pair of chukkas that rely on a poor grade of leather will not only lead to mild discomfort, but also a shoe that will fall apart rather quickly.Therefore, we wanted to put together a few quick bits of information that clearly spell out all the key differences between the types of leather used in making chukka boots:Top Grain LeatherOne of the highest grades of leather will be those marked as top-grain leather.Sourced from the outer most layer of the cow’s hide, this leather is quite strong.But what separates this from full-grain leather (more on this in a minute) is that top-grain leather has been sanded down in order to remove any sort of surface imperfections that were on the cow (wrinkles due to weather or aging, branding marks, etc.).If you are looking for a good pair of chukkas that will last you for several years, then those sourced from this leather quality will be your best pick. Just be warned, those chukka boots made from top-grain leather will often demand a much higher price point.Full Grain LeatherWhile top-grain leather is made from the outer most layer of skin and was sanded down, full-grain goes a bit deeper and contains a larger cross-section of the hide.This thicker piece of leather is much more durable, making it a great candidate if you are considering a pair of chukka work boots.While the increased durability is welcomed, one of the biggest challenges of a boot made from this cut of leather will be the work-in or training period.Wearing a new pair of boots made from full-grain leather will take quite some time before they begin to form a nice mold around the natural contours of your feet.Lastly, the natural finish that develops with age.With full-grain (and even top-grain) leather, as you wear (and care for) it over time, the two types of leather will develop a beautiful finish, commonly referred to as the patina.Drawing upon the natural oils within the hide coupled with the exposure of natural elements, the patina in natural leather hide will give the boots that natural lived-in vibe that looks great.Genuine LeatherOne of the most confusing leather variants for men will be genuine leather.It sounds nice and smells great – that classic leather scent we all so fondly love.But here’s the dirty truth about genuine leather……it’s not that great.In fact, genuine leather is considered one of the lowest grades of leather that you can buy.So, what is genuine leather, and more importantly, how does it differ from top or full-grain leather?Genuine leather is simply the left-over bits of the cowhide mixed with a binding agent.According to the publication Materials for Interior Environments (source), the actual amount of leather in genuine leather can range anywhere between 10% and 90%.Therefore, you theoretically can be wearing leather boots that are composed more of glue than of leather – giving a whole new meaning to the word gumshoes!SuedeA unique leather variant all on its own, it would be fair to say that suede is a mix between both full-grain and genuine leather.Sourced from the lower section of the cow’s hide, suede has been sanded to develop this velvety smooth finish that feels great to touch.Unfortunately, given that it’s sourced from the lower part of the hide, it isn’t nearly as strong as top or full-grain leather – ultimately hampering its durability.While many chukkas do come in a suede finish, if you want your pair of boots to last you for several years (instead of just a few), then you may want to make the upgrade to full or top-grain leather.However, if you are fine with one that is a bit more temporary and will only last for a couple of years, then suede can work.Another nuance about this cut of leather is that it stains easily. Caring for suede is completely different than your typical leather boot (stay tuned for the proper steps).Whether it’s for during the snow season when you find yourself walking through deep piles of slush, or when your workplace is precarious, waterproofing on a pair of chukka boots is always a good thing.When deciding on the best waterproof chukkas for you, make sure that you read through the product description for any indication on its resilience to water along with a quick inspection of a sole.The last thing you want is a waterproof chukka boot with a slippery sole (i.e. one absent of any sort of ridges or traction grip).When buying a new pair of chukkas, particularly those that cost several hundred dollars, you want to make sure that you are getting a shoe that will last you for a long time.One way to quickly see if the chukkas you are buying was made with quality craftsmanship is to simply look at the outsole.Specifically, you will want to see if they are relying on either a Goodyear welt or Blake stitch. While some fashion-forward men may argue about the advantages of one stitch over the other, the important factor here to know is that these stitches are repairable.Therefore, if you grow to love your new pair of leather chukkas but find that the outsole has been worn down after excessive walking, you can simply bring your shoes to your local cobbler and have a new outsole sewn on.This greatly increases the life of your shoe while also keeping excess junk out of landfills – truly a win-win.Your sense of style is completely unique to you – and you should select a pair of chukkas accordingly.If you are a man that is looking for a pair of chukkas that you can wear to a rugged workplace, then a neutral, full-grain leather chukka can be a great choice.Now, if you are a man looking for a pair of chukkas to wear to an office and only plan on wearing them occasionally, suede will be more than fine here.Give a minute or two to give a good thought to what types of boots will look best on you and not completely out of place (i.e. black high-polished chukkas probably wouldn’t look good in an industrial setting).Secondly, color selection.As of late, companies have started to make chukkas in a variety of colors. Some of the trendier colors can be any of the following:…and many more.However, classic colors for chukkas that won’t go out of style with the season include the following:These neutral colors not only are widely considered to be classic but can also work with most of your existing wardrobe as well.With more and more men wearing chukkas, there never has been such a great time to buy a pair. However, as is the case when anything becomes even remotely popular, there is inevitably a lot of crummy products that make their way into the market.When buying a pair of chukkas that contain trademark features like those listed above (i.e. quality material for the uppers, waterproofing, universal stitch on the outsole, etc.), you should expect to pay about $200 for a pair of chukkas.There are certainly many more that cost significantly higher, but for baseline quality, about $200 is what you should expect to pay.Of course, there are still great brands that can work with a more restricted budget. As you will see in our reviews, we found plenty of great chukkas that deliver exceptional value for under $100. With a calf leather upper paired with a rubber outsole that provides a great and stable grip, the Felix Chukka\'s are both beautiful and reliable pair of boots.When it comes to comfort, these chukka’s feature a Texon insole that provides a comfy bed for your feet to rest on.While these chukka’s might be a bit pricier compared to the others on our list, they are worth the investment, especially if they see heavy use.Relying on a Blake stitching, the outsoles for these chukka’s can be repaired when worn down – making them great for years rather than a few months.Secondly, the quality calf leather will get a nice patina over time, showcasing this quality sourced material.If you are looking for a great pair of chukka’s, it doesn’t get much better than the Rhodes Footwear Felix Chukka.

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No.2 Clark’s Men’s Bushacre What’s that?You said you’re looking for a perfectly rugged man boot that’s both masculine and refined?Something you could wear to work and also to do some casual wood chopping on the weekends? Well, look no further my friend because Clarks has pulled through for you yet again! For under a hundred dollars, these Chukka boots are a steal. Genuine leather uppers and a lightweight sole makes them exceptionally wearable. If your trying to enhance your shoe wardrobe on a budget, then these are definitely for you.

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No.3 Nisolo Emilio Chukka Boot Bridging the gap between both formal and casual wear, the Nisolo Emilio chukka boot is a sleek and a minimalist inspired shoe that can work for a multitude of occasions. Able to be effortlessly dressed up or down, this chukka boot features a nubuck leather upper coupled with a full-length soft leather insole.Furthermore, the thin laces on the front are streamlined and help to elevate the fashion level of this chukka. On the bottom, the shoe relies on a leather outsole that is coupled with a rubber heel cap – which provide necessary grip during the winter months. Available in half sizes ranging from 8 to 13.5, they fit true-to-size. Furthermore, the Nisolo Emilio Chukka\'s come in a variety of colors.

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No.4 Astorflex Greenflex Dress Chukka Handmade in Italy, this leather chukka by Astorflex expertly balances between both style and function. The premium leather uppers on the chukkas look beautiful and will easily last you for years (assuming you take proper care of your leather). Underneath the chukka is a 100% natural crepe rubber sole. This squishy outersole provides an excellent balance of both grip and comfort.Available in a wide range of sizes (7 to 15) and in three different colors (nubuck, dark brown nubuck, and tan) you should have no problem finding the the perfect boot to meet your own unique tastes.

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No.5 Marlow Suede Chukka Boot For my gents out there who are all about casual luxury, I don’t need to tell you that Ralph Lauren coined the term.One look at these effortlessly chic boots and it’s easy to see why. Their creamy suede exterior gives these top-rated Chukkas a smart and casual look that is both classic and sophisticated. The hand-stitched detailing on the back paired with RL’s signature pony on the tongue are the perfect additions to carry you from the office to grab drinks with co-workers and then straight to a night out with that special someone. At $150, these are also a great pick if you’re looking for quality at a reasonable price.

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No.6 Red Wing Work Leather Chukka Boots Where do I even begin with these bad boys! Red Wing Shoes have been absolutely on fire as of late.These guys have really struck a chord with today’s style conscious men. Maybe it’s their rugged appeal—or rather, their unwavering commitment to quality without sacrificing their masculine edge, but either way you can’t go wrong with these Chukka boots.Handcrafted in the U.S.A with locally sourced leather, their distinct color is reminiscent of a rich bourbon on the rocks. Originally designed for “light-duty labor”, there’s no doubt that these Chukka boots are made to last. Although not the cheapest pair of Chukka’s on our list, if you’re like me and don’t mind paying more upfront for craftsmanship that will stand the test of time then these have your name written all over them.

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No.7 Clarks Broyd Mid If comfort is what gets your wheels turning, then Clarks Broyd Mid Chukka boots are an awesome pick. Crafted with Clarks pioneering OrthoLite footbed, these babies are guaranteed to bring you lasting comfort all day long. Their simple design is understated and versatile—perfect for a fall stroll through cobblestone streets or a business casual lunch.Their slim profile gives off a less rugged and more “I’m running to my philosophy class at Cambridge” vibe. These Chukkas are sure to appeal to the academic and scholarly chaps.

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No.8 Cheaney Dexter It’s hardly a revelation that the Brits are known for their next-level craftsmanship and subtle luxury.One look as these dapper Chukka boots and I am now a believer!Cheaney’s started as a small family business and has continued to grow into a luxury name in men’s footwear over five generations. Quality speaks for itself and these babies are crafted from start to finish in Northamptonshire, England with the finest materials. Although definitely a splurge at $500, their Goodyear rubber sole is the ultimate in durability and with the proper care, these highly rated men’s Chukka boots will last a lifetime.

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No.9 Straightset Chukkas Despite their popularity, the traditional Chukka boot silhouette is not for everyone.Luckily Lacoste has brought us a more relaxed take on the traditional Chukka. These Straight set, sneaker-esque boots are perfect for guys who feel most at home in a more urban style shoe.Crafted from premium leathers with suede accents, you can easily dress them up or down and pretty much anywhere in between. Complete with a rounded toe and embossed crocodile, you’ll be looking equal parts edgy and city-sleek in one suave package.

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No.10 Brook Brothers Chukka Boots Who doesn\'t want to get the most bang for their buck?With quality and craftsmanship far above their $200 price point, these babies strike an awesome balance between supreme luxury and affordability.Expertly crafted from fine materials and the unparalleled welt construction, it’s hard to find anything wrong with these cognac beauties. The thick soles deliver great support and the color is eye-catching yet versatile.

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No.11 Field Chukka Boots Italy is known for two things; their decadent food and their fine leather. Perhaps not quite as titillating as a cheesy Sicilian-style pizza pie, these Italian-made suede boots are equally tempting.Although all desert boots are Chukka boots, not all Chukka’s are desert boots. These desert style Chukka boots have a crepe sole with distinctive two-tone stitching, giving them a traditional old-world feel. If you’re feeling brave and have the swagger to rock ‘em— FYI—they also come in red!

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No.12 Hush Puppies Men's Roland Jester Chukka Boot Dads everywhere have been singing the praises of Hush Puppies since they first came on the market in the late 50’s.As the pioneers of the casual revolution, their effortless blend of comfort and style has kept them on the feet of men and women around the globe. It’s hardly a surprise that their take on the Chukka boot incorporates a stylish waxed leather finish which successfully embodies ‘cool versatility’.Complete with a moisture-wicking footbed and shock absorbing outsole, these puppies will keep your feet cool and comfortable for years to come.

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No.13 Tommy Hilfiger Jyler Boot For guys who like to stay ahead of the trends, Tommy Hilfiger heard your call and man, did they deliver.If you gravitate towards fashionable footwear with a sporty edge, then it is imperative that you get your feet inside these Jyler chukkas.Constructed from leather and textile upper and made to be flexible and comfortable, these Chukkas are a welcomed style deviation from traditional Chukka boots. The blue fabric with contrast leather detailing and white soles give off a masculine touch of character and charm.

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No.14 Kenneth Cole New York Take Comfort Up for a promotion and trying to stay on your A-game? With these Kenneth Cole New York Take Comfort Boots, there’s no doubt you’ll be the best-dressed guy in the office.These chic Chukkas are made in Italy from soft yet durable suede and leather stock lining with a cushioned leather footbed. Finished with a sophisticated stacked heel and sturdy leather sole, these boots have an elegant appeal that’s sure to get you noticed.

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No.15 Frye Jones Chukka Frye has done it again!Few names in footwear have managed to enchant the masses like these guys. They have truly succeeded at creating a craze-worthy lifestyle brand that is selling you so much more than just an average pair of shoes.Their rugged western flair and city-slicker edge strikes the perfect balance in the Frye Jones Chukka boots. If you’re looking for a casual and refined boot, these would be the perfect addition to your wardrobe. Available in an oiled suede, vintage tanned leather, or Italian Nubuck; Goodyear’s welt construction guarantees long-lasting durability.

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No.16 Born Mens Cristian Traditional Chukkas are great, but what if you’re looking for something ultra casual with more of an ‘athletic shoe’ vibe?Then Born’s Cristian boot are going to be right up your alley. Crafted from black suede and set on a thick EVON outsole these are the perfect shoe for a casual game of frisbee or a stroll through the park with your pooch.

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No.17 Grey Manson Chukka Boot Rugged sophistication never goes out of style and Vance Co.’s Grey Manson Chukka Boots embody just that.These Chukka boots are an awesome pick for my vegan and/or environmentally conscious lads as they are crafted from durable faux suede. Complete with a padded footbed designed for comfort at $39.99, you really can’t go wrong.

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No.18 Weekender Chukka There’s no doubt you’ll be able to transition effortlessly from work to the weekend in style with Red Wing’s top-rated Weekender Chukka’s.Made with all of the traditional methods that have kept Red Wing at the forefront of men’s footwear; this boot is versatile, easy-going, and wearable. Constructed from premium weatherproof leather, the elements are no match for these Chukka boots. If you’re a self-proclaimed king of the outdoors, then look no further my friends because these study Chukkas are just what you’ve been looking for.

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No.19 Scout Chukka Thursday Boot Company’s ‘Scout’ is a modern take on the iconic British desert boot.This refined boot is oozing with an all American flare that is both classic and contemporary.Crafted from premium suede, a replaceable Goodyear welt, and studded rubber soles; this is one sturdy boot! Thursday does details right— these babies are lined with a buttery soft glove leather and weather proofed with a WeatherSafe Hydrophobic Coating. No matter where life takes you, these Chukka boots will ensure you can keep up with the best of ‘em.

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No.20 IZOD Men’s Nocture Chukka Boot IZOD’s Nocturne Chukka Boot are a solid option for guys who want extreme comfort but don’t mind a boot constructed out of man-made materials.These Chukkas also provide a stylish and versatile alternative for those looking to avoid animal products. Available in black, dark brown, and Tan; if you’re looking for a bargain—and who doesn’t love a good bargain—then look no further.

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No.21 Cole Haan Men's Graydon Chukka Boot Having spent almost 80 years as one of America’s most sought-after luxury brands, Cole Hann serves up some of that unparalleled style and comfort in the Graydon Chukka Boot.The oiled leather of these boots gives off a pseudo equestrian vibe. Complete with a tasteful block heel and pull on loop for functionality, these are one good lookin’ pair of shoes for the price!

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