Best Chelsea Boots in 2022

There are no two ways about it – this pair of Bruno Marc Chelsea Boots are designed for style. We wouldn’t recommend wearing these anywhere near mud. And definitely don’t step in any water. They’re made from suede leather, so they’re not the most durable boots on the market. But with proper care, they can last a long time. Anyway, all of that won’t seem important when you see how good they look. Available in six different colors, you can wear these boots with so many different outfits. Plus, they’ll give you about an extra inch of height, which is always a bonus.

You couldn’t write a review on boots without Kenneth Cole getting a mention. The brand story is one of success in the face of financial adversity. He started out back in the early 1980’s selling shoes from a borrowed truck and is now an inspirational and globally loved footwear brand. The Kenneth Cole Reaction Chelsea boot is fashionable and functional, the perfect boot for day or night, work or play with a stylish stich out construction. Available in four very classic leather or suede designs which are all eminently wearable. Choose from Cognac, Black, Brown or a Dark Taupe (suede). With their memory foam footbed too, these boots not only look great, but they certainly feel great on your feet.

Another potential offering from the Cole Haan brand, the WP Chelsea boot features an EVA footbed with leather sock lining. There’s also a sturdy and waterproof lugged outsole that adds to the more rugged overall look and style of this boot. This gives these boots a more casual vibe but there still remains that nod to the dapper 1920’s gentleman that first inspired and would have been buying Cole Haan boots. Today it’s your turn to step in those footsteps with your own pair of eponymous Chelsea boots.

This is a rough and tumble looking Chelsea boot with its thick lugged sole and stitching detail. Available in three different colors all of which really lend themselves to a casual off duty vibe. Choose from a distressed brown leather, the striking and very individual appeal of a Peanut leather or go for their Prairie sand leather. It’s amazing how the color of the boot can so completely change its overall look. The Ariat boot also features 4LR advanced cushioning for all day comfort wear. A practical and stylish choice. Ariat is all about advanced athletic shoe technology and the brand has quickly become loved by fans of equestrian sports. You don’t need to own a horse or to be a cowboy though to pull of these ruggedly modern boots.

If staying on top of the seasonal trends matters but so does making cost effective and budget friendly purchasing decision, then Globalwin is a brand to check out. Their Globalwin 1638 Chelsea Boots is entirely synthetic constructed and that is reflected in the price point. Overall though, they still look classic and stylish. They’re finished with a non-skid outsole and cushioned with a comfortable midsole so you are also getting a pair of boots that have been thoughtfully constructed.

Whilst Ugg’s might be mostly synonymous with sheepskin and surfer dudes, the brand has subsequently moved on from those early days when it was associated with the beach lifestyle. It’s now a brand loved around the world and whilst it still very much does cosy, it has ventured into more casual footwear, not all of which is sheepskin lined! Their take on the Chelsea pull on style boot has a leather upper and lining with a rubber sole. The sole features Treadlite technology so these boots were definitely made for walking! All day long if you wish. Ugg Baldvin Chelsea Boots are super comfortably and supremely easy to wear. What’s more, they also feature an energy comfort system footbed so actually, you might as well be wearing a pair of their sheepskin slippers because you probably won’t want to take these off your feet!

Instantly identifiable as a Dr Marten boot, their take on the Chelsea Boot is ruggedly handsome and unashamedly sturdy. The solid lugged sole and iconic yellow stitching adds to the utilitarian look. Don’t be fooled though, these are anything but workwear. They are actually incredibly comfortable and have been fashioned using DM’s comfort-enhancing trademarked SoftWair footbed. What may have originally started out back in 1901 as a tough as old boots workwear label, has today become an iconic, if not at times still irreverent and rebellious brand. Wear these Chelsea boots if self-expression and having your own unique and individual style still matters to you.

These attractive looking boots from Samuel Hubbard are constructed from full grained leather cowhide that have been shaped into a very minimalist looking Chelsea style boot. Available in either black or a whiskey color they’re a slight departure from the usual Chelsea boot but still feature the slip on design you’d expect with a rubber sole. What sets these apart is their superior comfort and breathability. Featuring a Vibram MorFlex sole they are simultaneously lightweight but supportive. They also feature a removable insole which has been treated with an antimicrobial finish so these boots should stay as fresh as the day you bought them.

Commons Projects is a relatively new footwear label having been established in 2004 but they have built up quite a dedicated fashion following. They have a reputation for designing minimalist footwear for the style conscious and use luxury leathers, suede and canvas much of which is sourced in Italy. Their Chelsea Boot comes in 6 colors but be quick if you want to own a pair as these must-have label regularly sells out. Their Chelsea boot is incredibly comfortable and has been assembled in Italy from Suede. They’re very elegant with the Common Projects signature metallic gold-stamped numbers imprinted on the side heel. Lined with leather and with an off-white webbed pull tap at the topline they are easy to pull on and off. They have an attractive rubber crepe sole that perfectly compliment the suede construction and look fantastic worn with a pair of smart dark denims.

Ted Baker is an increasingly popular brand and these classic styled Chelsea boots available in either suede or leather are stylish, practical and very wearable too. With a printed elastic side gusset and a bull back tab they’re easy to pull on and off and provide that perfect smart casual vibe to an outfit. They feature a subtly textured heel panel that elevates them from an everyday Chelsea boot into something a little more refined. Originally founded in Glasgow as a men’s shirting specialist, Ted Baker is now a world renowned and much loved brand that now creates contemporary clothing and footwear for the fashion conscious often with quirky and humorous detailing. Check out the paisley patterned gore side panels which are typical of Ted Baker’s style.

Fashioned out of a weathered deerskin leather, these Freye boots have an almost vintage characteristic. In a stunning cognac color they are a real statement boot that looks elegant but sturdy. A proper man’s man pair of boots if you get what we mean! Solidly dependable but ruggedly handsome. With their twin elastic gore they also make an ideal fit. Freye is actually the longest operating shoemaker in the US so you know that you are buying quality and exquisite craftsmanship. They’ve been around since 1863 and these Chelsea boots, just like the brand itself, are iconic, timeless and built to last.

In classic black leather or a beautiful burnished brown cognac color, these Chelsea boots from Stacy Adams are very distinctive looking. They have elegant stitching and generous and stylishly designed side ankle gores for a seamless and easy fit. They are a very handsome and mannish looking boot with full leather upper and lining and a rubber sole. Additionally, crafted with a cushioned memory foam footbed, you won’t even feel like you are wearing a boot, they are so supremely comfortable. We particularly like the burnished cognac color and think this looks outstanding with a pair of very dark denims and a classic plain white button down shirt. Make sure you preserve the look by using one of the top shoe protector sprays from our list.

With a pedigree dating back to the 1890’s, the Florsheim family have a reputation for crafting exquisite shoes, principally for workwear and evening attire, but more recently they have taken the journey across into casual daytime footwear and have done so with great aplomb! Florsheim Belfast Chelsea Boots are a striking example of their brand dedication towards luxury, style as well as comfort. In the classic pull on style, they are sleek and streamlined with a fully breathable lining and a fantastic and supportive cushioned footbed. They come in a very traditional highly polished and seriously dapper looking dark brown leather. A beautifully crafted pair of Chelsea boots.

The Ariat Men’s Midtown Rambler was clearly designed for style. But we reckon if you got caught in the wilderness, they’d hold up just fine. They’re made with beautifully soft leather that has a slightly worn look that will convince people you’ve had them for years. The raised heel is made from rubber and will give you a couple of inches of extra height (which is a big selling point!). They also have a technology that’s exclusive to Ariat. It’s called ATS (Advanced Torque Stability) and it’s designed to support and cushion your feet as you walk, promoting good posture and preventing your feet from getting overtired. To sum up, these boots don’t just look amazing, they feel it too.

These might not be traditional Chelsea boots but we thought deserved a place on this list anyway. They have that Chelsea boot look but they’re built like tough rubber boots. You can wear these on the farm, when you’re out walking, and even to a festival. They’ll handle anything you throw at them. Dorton Boots are made from oiled-leather with concealed-goring side panels, making them both durable and weather-proof. Plus, they have a rubber sole, designed for traction in mud. Inside is just as impressive, with a gel-infused memory foam insole that molds itself to the shape of your foot.

When you think of Chelsea boots, the Blundstone Dress Series Chelsea Boot is pretty close to what you picture. They have that classic Chelsea boot style with the double tags and flexible side panels. They even have a classic squared toe, giving your feet a little more room to breathe. Made from 100% leather with a rubber sole, they’re super durable as well. Read the Amazon reviews and you’ll find a bunch of customers that have owned the boots for years and are still completely satisfied with their purchase. Plus, they’re available in all of the classic Chelsea boot colors.