The Best Men’s Chelsea Boots: Shop Stylish Boots for Men

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Thursday Boot Company Cavalier Men's Chelsea Boot
Amazon

No matter the weather, there's a Chelsea boot for that.

Boots season is in full swing, and it's time for a 2024 wardrobe upgrade. Chelsea boots are a classic men's style that can be dressed up or down. 

Brands have taken the original Chelsea boot and run with it, designing creative takes on the timeless shoe. Chelsea boots originated in England in the 1800s as a style for men and women. They were often seen on King's Road in Chelsea, London — hence their name — and stars like The Beatles, The Rolling Stones and more boosted their popularity.

Today, TikTok hails "the Chelsea boot man" as someone with class and sophistication. The style has recently been trending among celebs like Harry Styles, Chris Hemsworth and more.

Chelsea boots have elastic sides that make them easy to pull on. Some also have tabs for easy on-off. These ankle boots add an iconic British vibe to any look, whether on the red carpet or walking down the street. These days, there are Chelsea boots for cold winter days, like the Ugg Neumel Chelsea Boot, rain storms, like the Hunter Insulated Chelsea Boots, and so much more. 

Check out the best men's Chelsea boots of 2024 ahead from Blundstone, Sorel, Frye, Ugg and more beloved brands. There's a boot for your budget ahead. These investment pieces are often made of leather and, if necessary, can be resoled to wear for years to come. Many of the biggest men's shoe brands have their own take on this classic style right now.

Blundstone Chelsea Boots

Blundstone Chelsea Boots
Blundstone

Blundstone Chelsea Boots

These classic Blundstone boots are super popular. They're easy to slip on and can even protect your feet in the rain and snow. These leather boots are lightweight and promise to already feel worn in.

Sorel Hi-Line Chelsea Boot

Sorel Hi-Line Chelsea Boot
Nordstrom

Sorel Hi-Line Chelsea Boot

These waterproof suede and full-grain leather boots have pull tabs for easy on-off. Find them in three colors.

$175 $131

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Aldo Gweracien Chelsea boot

Aldo Gweracien Chelsea boot
Aldo

Aldo Gweracien Chelsea boot

These leather ankle boots have a closed square toe and come in two colors.

Frye Conway Chelsea

Frye Conway Chelsea
Frye

Frye Conway Chelsea

This investment piece is vintage-inspired and made of vegetable-tanned leather. These shoes have a stacked leather heel and come in two colors.

Thursday Boot Company Cavalier Chelsea Boot

Thursday Boot Company Cavalier Chelsea Boot
Amazon

Thursday Boot Company Cavalier Chelsea Boot

These sleek leather Chelsea boots can be dressed up or down. Choose from suede or smooth leather and six colors.

Frye Paul Chelsea

Frye Paul Chelsea
Frye

Frye Paul Chelsea

These low-profile boots come in hand-burnished leather. These boots come in three colors, all of which are on sale now.

$298 $200

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Ugg Biltmore Waterproof Chelsea Boot

Ugg Biltmore Waterproof Chelsea Boot
Ugg

Ugg Biltmore Waterproof Chelsea Boot

For a more rugged boot, check out this waterproof Ugg option. It offers arch support and comes in five colors, some of which are on sale now. 

Thursday Boot Company Legend Chelsea Leather Boot

Thursday Boot Company Legend Chelsea Leather Boot
Amazon

Thursday Boot Company Legend Chelsea Leather Boot

This Chelsea boot promises to be rugged and resilient. These water-resistant leather boots come in five colors in both shiny and matte leather.

Ugg Neumel Chelsea Boot

Ugg Neumel Chelsea Boot
Nordstrom

Ugg Neumel Chelsea Boot

Uggs meet Chelsea boots in this pair that's ideal for cold winter days. This suede boot comes in four colors, two of which are on sale.

Sorel Carson Waterproof Chelsea Boot

Sorel Carson Waterproof Chelsea Boot
Nordstrom

Sorel Carson Waterproof Chelsea Boot

These weather-ready boots with a rubber sole have a Chelsea silhouette. They're made of waterproof suede and are on sale now in two colors.

$155 $116

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Dr. Martens 2976 Chelsea Boot

Dr. Martens 2976 Chelsea Boot
Amazon

Dr. Martens 2976 Chelsea Boot

These men's Chelsea boots have a slick, kickass look with a sure fit for easy-on, easy-off style.

$137 and up

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Hunter Insulated Chelsea Boots

Hunter Insulated Chelsea Boots
Hunter

Hunter Insulated Chelsea Boots

Lined with vegan shearling fleece, these waterproof men's boots are perfect for colder climates.

$160 $112

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