It’s time to consider Chelsea boots for men.

Chelsea Boots for Men

As much as Chelsea boots should be a staple in every woman’s closet, Chelsea boots for men are just as popular.

In suede, they take the form of a sort of desert boot, while the leather options lend themselves to more dressed-up suiting affairs.

Style Tip: the easeful look

As men well know, chic and easeful dressing is a must. Chelsea boots are a surefire way to keep you looking tailored and put-together without even the fuss of laces.

How’s that for an essential wardrobe solution?

As with women, however, Chelsea boots for men run the gamut when it comes to style and price point. Here, we’ve included them all. Well, the best of the best from every end of the spectrum, that is.

How to Wear Chelsea Boots

We’ve got classic brown suede that are great to style with jeans and a T-shirt, black leather pairs that are the utmost in classic cool, and cognac-toned leather that make for great office-ready kicks or casual tailored suiting options. 

Ahead, find all that and more, with the best selection of Chelsea boots for men right now.

Our Top Picks


Bruno Marc Suede Leather Chelsea Ankle Boots

Shop Now at Amazon

For more casual days, opt for a lighter brown suede style.

They have the look of desert boots with the easeful styling of a Chelsea boot and are great to kick around, no matter where you’re headed.


R.M. Williams Leather Chelsea Boots

Shop Now at Mr. Porter

We love these Chelsea boots for their sole.

While, in many ways, all Chelsea boots look the same, these give that added detail that’s cool, yet elevated, with a multi-toned wood sole.

Pair it with your favorite beanie and you’re all set!


Hunter Boots Chelsea Boots

Shop Now at Shopbop

Chelsea boots come in all shapes and styles, most notably as a rain boot alternative.

As Hunter Boots make the most classic of wellies, they’re a great place to start with the all-weather Chelsea boot styles.


Alexander McQueen Eyelet-Studded Leather Chelsea Boots

Shop Now at Matches

For those looking for a little bit of extra edge, shop Alexander McQueen’s take on the trend.

The fashion house has trimmed their elastic panels with metal eyelet detailing for that punk rock look by way of a slip-on leather Chelsea boots.

Throw on a bucket hat to complete the look.



Dr. Martens Chelsea Boot

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Dr. Martens are a true classic when it comes to edgy style, for both men and women.

While their most recognizable boot style is, arguably, the lace-up…they have a slew of Chelsea boots that have a similar vibe with less dressing effort.


Celine Homme Leather Chelsea Boots

Shop Now at Mr. Porter

In search of a slim and tailored look, shop Celine Homme.

Much like their ready-to-wear, the French fashion house is a little bit classic, a little bit edgy, and a little bit sporty, all rolled into one.


Christian Louboutin Flat Leather Chelsea Boots

Shop Now at MyTheresa

You know Christian Louboutin for their iconic red-soled shoes.

But with these classic black Chelsea boots, they’ve included a subtle red layer in the rubber sole as a nod to their heritage.


Blundstone Original Chelsea Boots

Shop Now at J.Crew

If you’re looking for a pull-on boot that will last through the most horrific of weather, grueling of hikes, and messiest of days, these Blundstone Chelsea boots are it. We guarantee it.

Don’t forget to wear heated gloves for the extreme cold weather.


Ugg Chelsea Boot

Shop Now at Nordstrom

Even Ugg has gotten on the Chelsea boot train, crafting their iconic sherpa booties with that classic Chelsea elastic on either side.

With your thermals, it’s your perfect winter go to snow boots for apres ski.

RELATED: 14 Best Thermals You’ll Love for Winter


Balenciaga Leather Boots

Shop Now at MyTheresa

Put a little more oomph in your footwear. This pair of Balenciaga boots bring all the drama of a lug sole with the tailored nature of a classic Chelsea boot.


Common Projects Suede Chelsea Boots

Shop Now at Mr. Porter

Common Projects is known for their classic, understated sneaker design, and the same can be said of their Chelsea boots.

For a warm-weather style, shop these light sand-toned suede booties for everyday wear.


Crockett & Jones Suede Chelsea Boots

Shop Now at Matches

Sometimes—especially when styling your Chelsea boots with slim suiting pants—you’re looking for a style that has a super low profile.

These suede Chelsea boots hit at the start of your ankle, feeling more like a shoe-boot hybrid than a true bootie.


J.Crew Brown Chelsea Boots

Shop Now at J.Crew

J.Crew has the best classic shoes. Be they women’s ballet flats or men’s loafers, you always know that they’ll have the right ones for you.

Adding to the list is their Chelsea boot style, shoppable in brown and black leather.


Aquatalia Chelsea Sneaker

Shop Now at Nordstrom

Are they sneakers? Or Chelsea boots? You be the judge.

Pro Tip😎

Even if you don’t think that Chelsea boots are “your style,” you can likely be convinced. There’s a Chelsea boot style for everyone out there!

We love a Chelsea boot for ease-of-wear, whether you’re shopping a sleek and slim black leather or all-weather lug sole suede.

RELATED: The Chelsea Boots You Need For Year-Round Style

All products featured on Viva Cabana are independently selected by our editorial team, and the company may earn commission through affiliate links.