11 Best Chelsea Boots For Men 2023

They may have gotten their name from London’s Chelsea neighborhood back in the beatnik ‘50s and ‘60s, but the best Chelsea boots for men today are anything but vintage. With modern leather finishes and colors, high-traction rubber soles and stylish touches, these slip-on boots are great for work, travel and weekends.

After researching the market and tapping into our extensive experience reviewing men’s footwear, our top pick overall is Astorflex’s Bitflex for its high-quality leather, versatile style and excellent fit. If you want something durable that can withstand cold winter conditions, we recommend Blundstone’s Thermal All-Terrains and for commuting or travel, go for a sleek, waterproof pair like Cole Haan’s Zerøgrand. Here, all the best Chelsea boots for men that earned high marks in our review process:

Sizes: 7 to 15 | Colors: 5 total, including Tobacco and Dark Chestnut Nubuck | Materials: Leather, crepe rubber | Waterproof: No

  • What’s Notable: Constructed of soft suede leather with an ergonomic footbed
  • What Could Be Better: Lighter colors are prone to staining

Astorflex isn’t your average boot brand. The same family has been handcrafting leather shoes in Northern Italy for six generations and their Bitflex Chelsea is seriously comfortable and stylish. With a soft, European suede—or leather—upper, an ergonomic footbed complete with crepe rubber soles for cloud-like comfort and five easy-to-wear colorways, this boot is our top pick.


Bruno Marc Leather Dress Chelsea Boots

Sizes: 6.5 to 15 | Colors: 8 total, including Black and Tan | Materials: Vegan leather, TPR (thermoplastic rubber) | Waterproof: Water-resistant

  • What’s Notable: Vegan leather upper is crease-resistant
  • What Could Be Better: Runs large; consider sizing down

Bruno Marc gets a lot of style points with this boot: The classic design complements just about any outfit, it comes in both suede and smooth vegan leather finishes and the price can’t be beat for the construction. An EVA foam insole makes these comfortable right out of the box and the rubber-like outsole offers extra traction. Buyers also praise the quality and sturdiness, noting that this boot holds up well.


Sizes: 7 to 14, D and EEE widths | Colors: 2 total, including Snuff and Whiskey | Materials: Leather, rubber | Waterproof: Weatherproof

  • What’s Notable: Leather lining and cork insoles mold to your feet for a great fit
  • What Could Be Better: Only available in two colors

Handmade in Port Washington, Wisconsin, Allen Edmonds’ Chelsea boot is both versatile and built to last. It’s made using a bench welt construction process that attaches the leather upper to the sole, plus a hot-cork injected insole molds to the shape of your foot over time for a custom—and comfortable—fit. If your boots ever wear out, Allen Edmonds also has a recrafting service, offering resoling, repairs and more.


Danner Bull Run Chelsea Boot

Sizes: 7.5 to 15, D and EE widths | Colors: 2 total, including Black and Brown | Materials: Leather, rubber | Waterproof: Water-resistant

  • What’s Notable: Oiled leather upper, cushioned footbed and slip-resistant outsole
  • What Could Be Better: Unlined so might not be warm enough for extreme cold

American brand Danner may be best known for their outdoor gear, but the durable Bull Run Chelsea boasts some impressive features for a work boot: there’s a non-marking rubber outsole that’s oil- and slip-resistant, a cushioned footbed for all-day comfort, and a steel shank for added support. The oiled leather upper—which is rated by the Leather Working Group (LWG)—is resistant to water and other spills on the job and the handcrafted stitching adds strength to the construction, ensuring these will last for years to come. Note: these boots meet ASTM electrical hazard standards, too.


Cole Haan Men’s Zerøgrand Chelsea Boot

Sizes: 6.5 to 16, Medium and Wide widths | Colors: 3 total, including Bourbon Leather and Black-Dark Pavement | Materials: Leather, EVA | Waterproof: Yes

  • What’s Notable: Responsive cushioning absorbs impact of each step you take
  • What Could Be Better: Some reviewers noticed inaccurate colors

Cole Haan marries luxurious style and rugged utility with the versatile, wear-anywhere Zerøgrand Chelsea Boot. The waterproof leather upper has sealed seams to keep the rain out while the EVA outsole is lightweight and flexible without weighing you down. A fully padded leather lining and cushiony foam footbed add to the all-day comfort, making these an ideal fit for work, travel, dinner or wherever else your boots might take you.


Sizes: 7 to 13 | Colors: 9 total, including Chestnut and Onyx | Materials: Leather, TPU | Waterproof: No

  • What’s Notable: Heat-activated memory foam insole molds to your foot with each wear
  • What Could Be Better: Shipping can be delayed for pre-orders

The Amberjack Chelsea has the durability of a hiking boot, the movement of an athletic sneaker and an A-grade full grain leather upper. With smooth lines that create a slim, elongated look and a dual-action outsole that offers both flexibility and support, this boot keeps you comfortable for the long haul. If your feet tend to overheat in boots, the soft sheepskin lining has tiny perforations to encourage air flow and keep you cool.


Blundstone Thermal All-Terrain Boots

Sizes: 4 to 14 | Colors: 3 total, including Antique Brown and Black | Materials: Leather, rubber | Waterproof: Yes

  • What’s Notable: Insulted for warmth and Vibram all-terrain soles for icy conditions
  • What Could Be Better: On the expensive end

Blundstones are famous for their pull-on Chelsea styles and this unisex winterized version doesn’t disappoint: the Thinsulate lining provides bulk-free warmth, a durable Vibram sole offers high traction and the rounded toe allows for breathing room without feeling compressed. With a waterproof leather upper, you’ll be fully protected from cold, snow and rain. Sizing note: they run true to size but the brand recommends sizing up a half size for wide feet.


Sizes: 7 to 14 | Colors: 4 total, including Black and Bordeaux | Materials: Leather, rubber | Waterproof: No

  • What’s Notable: Impeccable leather construction for durability
  • What Could Be Better: No wide sizes available

Thanks to supple leather inside and out plus an ethical, made-to-order handmade production process, the Beckett Simonon’s Bolton Chelsea are some of the highest quality boots out there. Impressive design details include a shea butter-conditioned leather upper that gets a patina with age, a leather lining that regulates temperature and an almond-shaped toe box and elongated shaft that creates a lean silhouette for easy styling. The company also has a Gold rating by the Leather Working Group (LWG), meaning their tannery has some of the best environmental practices in the industry.


Other Top Picks To Consider

Sizes: 6 to 14 | Colors: 6 total, including Sandstone and Dark Brown Suede | Materials: Rubber, leather | Waterproof: Water-resistant

  • What’s Notable: The company will resole and reheel these boots if they wear out
  • What Could Be Better: Leather requires maintenance to keep it in good shape

New York City-based Thursday Boots prides themselves on quality leather boots at reasonable prices. With options in leather or weather-resistant suede, the versatile Cavalier can be dressed up with a suit or dressed down with jeans. The leather breaks in nicely and the cork midsoles are designed to form to your foot’s shape with wear. Thanks to Goodyear welt rubber outsoles, this boot is durable and can also be easily resoled when the time comes.


Deer Stags Rockland Chelsea Boot

Sizes: 8 to 16, medium and wide widths | Colors: 6 total, including Black and Redwood Smooth | Materials: Vegan leather, rubber | Waterproof: No

  • What’s Notable: Affordable price and comfortable for everyday wear
  • What Could Be Better: Some reviewers reported the bottom sole came loose after repeated wear

The Rockland took the classic Chelsea silhouette and added a modern twist: the contrast stitching makes a fashion statement, the shorter shaft is more versatile for dressier looks and the crepe-like rubber sole adds grippy comfort. A soft fabric lining helps keep you feet cool by wicking away moisture and the removeable memory foam insole makes these ultra-comfortable for both dressy and casual events.


Johnston & Murphy Upton Chelsea Boot

Sizes: 8 to 14 | Colors: 2 total, including Tan Full Grain, Brown Oiled Full Grain | Materials: Leather, rubber | Waterproof: No

  • What’s Notable: More lightweight than other Chelsea boots
  • What Could Be Better: Mesh lining might rub the ankle

Johnston & Murphy knows a thing or two about high-quality leather shoes; they’ve been making them since 1850. Their sleek Upton Chelsea Boot has an oiled full-grain leather upper, a memory foam sole for extra cushioned comfort and an anti-microbial mesh lining that keeps your feet fresh. Expect these to be wearable right out of the box: multiple reviewers said no break-in time is required.


Why Trust Forbes Vetted

At Forbes Vetted, our fashion coverage includes many footwear articles, from the best men’s casual shoes to the highest-rated work boots. Readers trust us to help make smart and informed shopping decisions and we thoroughly vet each and every recommendation we make, according to specific criteria that depends on the topic and subject matter at hand. When finalizing our list of best Chelsea boots for men, we focused on a range of brands, materials and prices, sorting through hundreds of options and customer reviews. We the top boots for the quality of their construction and design, longevity of the materials, comfort and durability of the insoles and outsoles, overall style and value for the price.


What To Consider When Shopping For Chelsea Boots

Upper

Chelsea boots are traditionally made of leather, while some are made of a polyurethane-based leather substitute. Like most leather goods, higher quality leather generally comes with a higher price tag, but then they’ll likely last for decades with proper maintenance. Smooth leather styles are considered to be dressier while suede, with its rougher texture, is better suited for more casual settings. Think about your budget and where you’ll be wearing your Chelsea boots, then pick out a style accordingly.

Sole

Another detail worth considering is the sole material. Dressier Chelsea boots have a leather sole which might require a bit of scuffing up and break-in time since they tend to be stiffer and slick straight out of the box. Most of the boots we reviewed have rubber soles which are flexible and offer more traction than their smoother leather counterparts. Again, assess the conditions where you’ll likely wear your Chelsea boots. If you expect to walk long distances or be on slippery surfaces, a rubber sole might be best for you.

Color

The color of your boots is really a matter of preference and with some brands, like Amberjack, offering close to ten options, it can be confusing to know which one to pick. There are some general color guidelines, although most old-school sartorial rules don’t apply in today’s flexible fashion world. Brown leather Chelsea boots are considered a versatile color than be easily dressed up or down. Black boots can be styled for dressier occasions with a dark business suit, or when paired with slim jeans and a leather jacket, you can create a casual look. Some styles come in burgundy or gray tones, too, that strike a not-too-dressy, not-too-casual balance.


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