Men's Boots

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929 Results
929 Results
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Timberland Westmore Chukka Boot - Men's

Minimum Clearance Price $79.98 $79.98
★★★★★ ★★★★★
(102)
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Timberland Redwood Edge Boot - Men's

Minimum Clearance Price $109.98 $109.98
★★★★★ ★★★★★
(2)
Top Rated
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Timberland Mt. Maddsen Mid Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(581)
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Eddie Bauer Portland Waterproof Hiking Boot - Men's

Now $69.99
★★★★★ ★★★★★
(11)
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Eddie Bauer Track Boot

Minimum Clearance Price $74.98 $74.98
★★★★★ ★★★★★
(4)
Top Rated
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Mix No. 6 Aleder Chelsea Boot

Now $59.99 Maximum Clearance Price $69.99 $69.99
★★★★★ ★★★★★
(42)
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Crown Vintage Cabastian Boot

Minimum Clearance Price $69.98 $69.98
★★★★★ ★★★★★
(44)
Top Rated
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Timberland Timb 6 Padded Collar Waterproof Boot - Men's

$179.99
★★★★★ ★★★★★
(454)
New Arrival
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Caterpillar Striver Steel Toe Work Boot

$94.99
★★★★★ ★★★★★
(60)
Top Rated
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Wolverine Floorhand Steel Toe Work Boot - Men's

$129.99
★★★★★ ★★★★★
(370)
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Clarks Shepton Chukka Boot

Minimum Clearance Price $74.98 $74.98 Maximum Clearance Price $79.99 $79.99
★★★★★ ★★★★★
(4)
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Crown Vintage Jarelle Western Boot

Minimum Clearance Price $39.98 $39.98
★★★★★ ★★★★★
(10)
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Timberland Parker Street Boot - Men's

Minimum Clearance Price $89.98 $89.98
★★★★★ ★★★★★
(62)
Top Rated
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Merrell Accentor 3 Hiking Boot - Men's

$99.99
★★★★★ ★★★★★
(82)
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Merrell MOAB 3 Hiking Boot - Men's

$139.99
★★★★★ ★★★★★
(333)
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Skechers Relment Daggett Hiking Boot - Men's

$79.99
★★★★★ ★★★★★
(76)
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Caterpillar Outline Steel Toe Work Boot

$109.99
★★★★★ ★★★★★
(27)
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Crown Vintage Cyaire Boot

Minimum Clearance Price $39.98 $39.98
★★★★★ ★★★★★
(27)
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Timberland Parker Street Boot - Men's

Minimum Clearance Price $89.98 $89.98
★★★★★ ★★★★★
(61)
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Mix No. 6 Aydinn Boot

Now $59.99
★★★★★ ★★★★★
(9)
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Skechers Respected 2.0 Hagler Boot

Minimum Clearance Price $79.98 $79.98
★★★★★ ★★★★★
(9)
Top Rated
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Florsheim Rucci Chelsea Boot

Now $129.99
★★★★★ ★★★★★
(10)
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Crown Vintage Lanbart Chelsea Boot

Minimum Clearance Price $64.98 $64.98
★★★★★ ★★★★★
(18)
Top Rated
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Converse Chuck Taylor All Star Malden Street Boot - Men's

$79.96
★★★★★ ★★★★★
(29)
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Reebok Work Zig Kinetica Edge II Composite Toe Work Boot - Men's

Now $154.99
★★★★★ ★★★★★
(54)
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Merrell MOAB 3 Waterproof Hiking Boot - Men's

$169.99
★★★★★ ★★★★★
(716)
Top Rated
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Timberland Mt. Maddsen Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(578)
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Mix No. 6 Farrin Chukka Boot

Minimum Clearance Price $39.98 $39.98
★★★★★ ★★★★★
(3)
Top Rated
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Timberland Mt. Maddsen Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(589)
Top Rated
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Durango Rebel Patriotic Cowboy Boot

$164.99
★★★★★ ★★★★★
(141)
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Timberland Field Trekker Hiking Boot - Men's

$119.99
★★★★★ ★★★★★
(8)
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Clarks Wallaston Chukka Boot

$69.99 Maximum Clearance Price $74.98 $74.98
★★★★★ ★★★★★
(3)
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Carhartt Rugged Flex Steel Toe Work Boot - Men's

$109.99
★★★★★ ★★★★★
(40)
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adidas Terrex Anylander Mid RAIN.RDY Hiking Boot - Men's

Now $75.00
Up to 25% off!
★★★★★ ★★★★★
(600)
Top Rated
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Dr. Martens Combs Boot - Men's

$139.99
★★★★★ ★★★★★
(368)
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Caterpillar Striver Work Boot - Men's

$89.99
★★★★★ ★★★★★
(5)
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Florsheim Chalet Plain Toe Chelsea Boot

Now $129.99
★★★★★ ★★★★★
(76)
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Madden Lorinn Boot

Minimum Clearance Price $49.98 $49.98
★★★★★ ★★★★★
(2)
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Timberland Redwood Falls Boot - Men's

Minimum Clearance Price $129.98 $129.98
★★★★★ ★★★★★
(152)
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Rockport Cassius Chelsea Boot

Now $119.99
★★★★★ ★★★★★
(2)
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Eddie Bauer Red Lodge Mid Hiking Boot - Men's

$74.99
★★★★★ ★★★★★
(17)
Top Rated
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Hi-Tec Mesa Waterproof Hiking Boot - Men's

$69.99
★★★★★ ★★★★★
(10)
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Florsheim Duke Bicycle Toe Boot

Now $149.99
★★★★★ ★★★★★
(318)
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Florsheim Chalet Boot

Now $149.99
★★★★★ ★★★★★
(39)
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Caterpillar Outline Work Boot

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★★★★★ ★★★★★
(26)
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Crown Vintage Harvee Boot

Minimum Clearance Price $49.98 $49.98
★★★★★ ★★★★★
(6)
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Merrell Speed Strike 2 Hiking Shoe - Men's

Minimum Clearance Price $74.98 $74.98
★★★★★ ★★★★★
(12)
Top Rated
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adidas TERREX Anylander Mid RAIN.RDY Waterproof Hiking Boot - Men's

$99.99
★★★★★ ★★★★★
(600)
Top Rated
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Dr. Martens 1460 Boot - Men's

Add to bag to see price
★★★★★ ★★★★★
(164)
Top Rated
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Carhartt Force HD 6" Waterproof Work Boot - Men's

$159.99
★★★★★ ★★★★★
(9)
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Timberland PRO PRO Direct Attach Steel Toe Work Boot - Men's

$179.99
★★★★★ ★★★★★
(354)
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Steve Madden Wayne Harness Western Boot

Minimum Clearance Price $89.98 $89.98
★★★★★ ★★★★★
(7)

Men’s Boots at DSW

Shop for men’s boots online at DSW. Use filters to search through our wide range of men’s boot types such as work boots, dress boots, hiking boots, chukkas, chelsea boots, and more. Whatever style men’s boot you’re looking for, you’ll find the right style and the right price at DSW.

Men’s Chelsea Boots

Let us introduce you to your new favorite men’s boot style: the chelsea boot. Chelsea boots, named after the city in London where they first rose to prominence, are all about one thing: easy-to-wear style. A classic dress boot style, they feature a high ankle with elastic side panel that makes them easy to pull on or off. Since they’re known for being stylish, chelsea boots these days are usually worn when you’re trying to get for a little dressier look, such as a night out on the town, trips to the office, or even formal events like weddings. That being said, there’s never a bad time to rock a men’s chelsea boot and you can easily keep it as casual as you like. 

Men’s Chukka Boots

Ever want to look nice, but not too formal? The men’s chukka boot is for you. These leather ankle-high, open laced dress boots are perfect for any event where you’d want an upscale casual to business casual kinda vibe, like heading to work, happy hours, guy’s nights, and so on. Chukka boots pair very well with both jeans and slacks, making them one of the more versatile men’s boot styles.

More Men’s Boot Styles

Whatever style men’s boots you’re looking for, you’ll find them at DSW. Outside of men’s chelsea boots and chukka boots, you’ll also find a large selection men’s work boots, men’s hiking boots, and even men’s combat boots. We truly are your one-stop boot shop.