Men's Boots

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920 Results
920 Results
Top Rated
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Timberland Mt. Maddsen Mid Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(573)
Clearance
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Top Rated
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Mix No. 6 Aleder Chelsea Boot

Now $69.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(41)
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Crown Vintage Cabastian Boot

Now $89.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(44)
Top Rated
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Timberland Timb 6 Padded Collar Waterproof Boot - Men's

$179.99
★★★★★ ★★★★★
(443)
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Clarks Shepton Chukka Boot

Minimum Clearance Price $74.98 $74.98 Maximum Clearance Price $79.99 $79.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(4)
Top Rated
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Wolverine Floorhand Steel Toe Work Boot - Men's

$129.99
★★★★★ ★★★★★
(370)
Top Rated
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Caterpillar Striver Steel Toe Work Boot

$94.99
★★★★★ ★★★★★
(59)
Top Rated
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Merrell Accentor 3 Hiking Boot - Men's

$99.99
★★★★★ ★★★★★
(81)
Top Rated
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Merrell MOAB 3 Hiking Boot - Men's

$139.99
★★★★★ ★★★★★
(331)
Top Rated
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Timberland Field Trekker Hiking Boot - Men's

$119.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(5)
New Arrival
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Timberland Mt. Maddsen Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(580)
Clearance
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Top Rated
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Dr. Martens Combs Boot - Men's

$139.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(367)
Top Rated
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Converse Chuck Taylor All Star Malden Street Boot - Men's

$79.96
★★★★★ ★★★★★
(29)
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Mix No. 6 Aydinn Boot

Now $59.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(9)
Top Rated
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Florsheim Rucci Chelsea Boot

Now $129.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(10)
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Skechers Relment Daggett Hiking Boot - Men's

$79.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(75)
Top Rated
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Crown Vintage Lanbart Chelsea Boot

Now $79.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(18)
Top Rated
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Timberland Mt. Maddsen Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(570)
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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
Extra 25% off reg. price!
★★★★★ ★★★★★
(16)
Top Rated
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Carhartt Force HD 6" Waterproof Work Boot - Men's

$159.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(7)
Top Rated
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Florsheim Chalet Plain Toe Chelsea Boot

Now $129.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(75)
Clearance
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Clarks Wallaston Chukka Boot

$69.99 Maximum Clearance Price $74.98 $74.98
Extra 25% off reg. price!
★★★★★ ★★★★★
(3)
Clearance
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Top Rated
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Carhartt Frontier Steel Toe Work Boot - Men's

$149.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(6)
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Caterpillar Striver Work Boot - Men's

$89.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(5)
Top Rated
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Merrell Speed Strike 2 Hiking Shoe - Men's

$89.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(13)
Top Rated
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Florsheim Chalet Boot

Now $149.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(39)
Top Rated
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Dr. Martens Bonny Boot - Men's

$129.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(47)
Top Rated
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Timberland Mt. Maddsen Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(550)
Top Rated
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adidas Terrex Anylander Mid RAIN.RDY Hiking Boot - Men's

$99.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(575)
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Carhartt Millbrook Steel Toe Work Boot - Men's

$164.99
Extra 25% off reg. price!
★★★★★ ★★★★★
(5)

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.