Discover the best Men's Chelsea Boots in Best Sellers. Find the top most popular items in Amazon Best Sellers.

Leather jackets, Blazers, Button ups. A durable rubber outsole provides stellar traction for wet weather making these a perfect choice for the cooler months. Boots , Buyer's Guides , Editors Picks. Blundstone provided me with a pair of Chelsea boots to try out. Made out of tan suede and featuring sturdy rubber soles, they ape the look of a classic work boot but look a helluva lot more sophisticated.

According to J. Sparkes-Hall, the Chelsea boot was initially used by both men and women as walking shoes. Some sources state that they were initially used for horse riding; however, riding breeches in those days were designed to be worn with tall boots.
The Chelsea boot gets some retro flair with a snazzy side stripe to accent the buttery black leather. The crazy-high price tag would put any guy’s heart in his boots, but .
The Best Chelsea Boots For Men & How To Wear Them Chelsea boots will make any outfit you wear more stylish and classy. Even the simplest of outfits like black jeans and a white t-shirt will look amazing and have a whole new vibe to it by replacing sneakers with a sleek pair of Chelsea boots.
The 50 Best Boots for Men By John Zientek Photo by Henry Phillips This guide to the best boots for men covers nine different categories, including work boots, Chelseas, chukkas and more.
The is one of the best in its quality line of boots, and is a great choice for anyone looking to give Chelsea boots a try. 6. Crevo Men’s Denham Chelsea Boot. The Crevo Men’s Denham is another Chelsea boot that’s suitable for professional and semi-formal .
20 Best Chelsea Boots For Men

What You Pay is What You Get

If there's one boot that's made for walking, it's definitely the Chelsea boot. This classic style was popularized in the mod-era s, and it's been rocking the sidewalks ever since. Shop these pairs you can wear now and always.

Available in shiny black and smooth cognac, this boot walks the line of casual and cool with ease. Bruno Marc New York serves up their version of the Chelsea boot with some much-welcomed deviations from the classic style.

Comprised from premium faux-leather, this boot is sure to appeal to men who want some serious mileage in the style department. The wingtip detailing gives these contemporary boots a vintage feel. Dress them up or down for an understated elegance. The burnished full-grain leather and clean lines make this pair of boots ideal for casual everyday wear. The flexible construction and cushioned latex footbed are sure to provide exceptional comfort.

Anyone looking for a classy boot to add to their closet should virtually make their way on over to Brooks Brothers and grab a pair of Suede Chelsea boots. These guys rarely miss a beat when it comes to crafting quality shoes. Their take on the Chelsea boot is made from a buttery brown suede and leather soles. Complete with tonal stitching and a perfectly rounded toe, these are the ultimate statement boots!

These antique dyed Calfskin boots are handcrafted in Northampton, England from the finest hand-cut full-grain leather. Every pair is Goodyear welted to ensure the utmost level of durability and longevity. These polished leather boots embody the ultimate in rugged sophistication.

Every pair is cut from a burnished espresso leather and set on a sturdy heel and well-crafted sole.

Details like the sleek side zippers get these boots on fast—perfect for men on the go. Handcrafted by master shoemakers in Northern Italy, these guys have been making killer shoes for over 6 generations. These boots are made from premium European leather that is aged to perfection for 30 days. It would seem that Europe is eons ahead of everyone else when it comes to craftsmanship and design.

With the natural shape of a foot in mind, their Rockslide Chelsea boot was built for exceptional comfort. Every boot is made from eco-friendly Terrace leather that is handcrafted in Germany. Complete with the traditional elastic side inserts, this rugged take on the traditional Chelsea boot will keep you roaming through the wilderness is style.

Set on a crepe rubber sole and complete with double natural stitching, these are a fantastic pick for anyone looking for both strength and detail. The Kensington Chelsea boot by the luxury shoe label Crosby Square may be just the pick-me-up you needed.

Originally trademarked in , the founders of Crosby Square were thought to represent the epitome of high-quality American footwear in the first half of the 20th century. Their unwavering commitment to style and wearability is evident in the smart and sophisticated design of the Kensington boot.

This nod to the classic Chelsea boot has the traditional elastic gores to ensure a customized and snug fit. Made in Spain with a Goodyear welt, these shoes remind us of the classic details that give Chelsea boots their original appeal. Its clean, uncluttered design is complemented by smooth leather and tonal elastic panels. They also feature a practical front and back loop to get them on with ease. The Warren Collection was designed using cutting edge technology to reduce weight while adding flexibility and comfort.

These waterproof boots are crafted from rich oil-tanned leather and mounted on a solid recessed lug sole for the ultimate traction on bad weather days.

Designed using the same technology as the Warren boot, these guys strike an impressive balance between comfort, durability, and wearability. Inspired by hunting and mountain boots, these Verona boots from Italian footwear manufacturer Calzaturificio Diemme, are a blend of what you love about your rugged outdoor boots and what you need in a professional dress shoe.

Crafted out of premium leather, the boots are a little taller than regular Chelsea boots and sport a white Vibram rubber sole, both intended to help you trudge through nasty weather without looking like a mountain man. From legendary British designer Paul Smith comes these leather Chelsea boots, which were crafted in Italy from premium leather and shined to maximum shininess.

Massachusetts-based Frye has been making high-quality boots and leather goods since , when its namesake, John A. Frye opened the doors to his first shop in Marlboro.

Their commitment to making quality, no-frills pieces that will last forever is evident in everything they make, least of which the James Chelsea boots.

UK-based Grenson has been creating quality footwear since the 19 th century, and these Chelsea Boots are no exception. Who has time to spend with laces anyway? Made out of tan suede and featuring sturdy rubber soles, they ape the look of a classic work boot but look a helluva lot more sophisticated. These all-black Chelsea boots are also all-business, and will quickly replace your oxfords as your favored suit companion.

Speaking of splurges, let us introduce you to your next one—these Camden suede Chelsea boots from Edward Green, which was founded in England in the late s. And hey, if you won the Powerball last week, we highly recommend snatching up a pair of these Burnished leather Chelsea boots from legendary Italian brand, Berluti.

Made from their signature Venezia leather, the shoes have a beautiful patina right out of the box. These are shoes that are guaranteed to earn you compliments—from everyone—wherever you go.

If you're looking to play with the classic Chelsea boot shape, Tod's reimagined the shoe a bit this year. The thick rubberized sole changes the whole look of the shoe—in a good way. The is one of the best in its quality line of boots, and is a great choice for anyone looking to give Chelsea boots a try. 6. Crevo Men’s Denham Chelsea Boot. The Crevo Men’s Denham is another Chelsea boot that’s suitable for professional and semi-formal . The Chelsea boot gets some retro flair with a snazzy side stripe to accent the buttery black leather. The crazy-high price tag would put any guy’s heart in his boots, but .