Men's Boots

Filters

Get it Fast
Get it Fast
913 Results
913 Results
Clearance
product image

Timberland Westmore Chukka Boot - Men's

Minimum Clearance Price $79.98 $79.98
★★★★★ ★★★★★
(103)
Top Rated
product image

Timberland Mt. Maddsen Mid Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(583)
Top Rated
product image
Sponsored

Merrell Accentor 3 Hiking Boot - Men's

$99.99
★★★★★ ★★★★★
(84)
Clearance
product image
product image
Sponsored

Merrell Speed Strike 2 Waterproof Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(23)
Top Rated
product image
Sponsored

Reebok Kitari DMX Waterproof Work Boot - Men's

Now $129.99
★★★★★ ★★★★★
(55)
Clearance
product image

Timberland Redwood Edge Boot - Men's

Minimum Clearance Price $109.98 $109.98
★★★★★ ★★★★★
(2)
product image
Sponsored

Merrell Moab Mid-Top Hiking Boot - Men's

$154.99
★★★★★ ★★★★★
(272)
product image

Eddie Bauer Portland Waterproof Hiking Boot - Men's

Now $69.99
★★★★★ ★★★★★
(11)
Clearance
product image

Eddie Bauer Track Boot

Minimum Clearance Price $74.98 $74.98
★★★★★ ★★★★★
(5)
product image
Sponsored

Reebok Work Trailgrip Alloy Toe Work Boot - Men's

Now $134.99
★★★★★ ★★★★★
(27)
Top Rated
product image

Mix No. 6 Aleder Chelsea Boot

Now $59.99 Maximum Clearance Price $69.99 $69.99
★★★★★ ★★★★★
(43)
Clearance
product image

Crown Vintage Cabastian Boot

Minimum Clearance Price $69.98 $69.98
★★★★★ ★★★★★
(44)
Top Rated
product image

Timberland Timb 6 Padded Collar Waterproof Boot - Men's

$179.99
★★★★★ ★★★★★
(455)
product image

Clarks Shepton Chukka Boot

Minimum Clearance Price $74.98 $74.98 Maximum Clearance Price $79.99 $79.99
★★★★★ ★★★★★
(4)
Top Rated
product image

Caterpillar Striver Steel Toe Work Boot

$94.99
★★★★★ ★★★★★
(62)
product image

Eddie Bauer Portland Waterproof Boot - Men's

Now $69.99
★★★★★ ★★★★★
(2)
product image
Sponsored

DC WORK CREW Navigator Work Boot - Men's

Now $164.95
★★★★★ ★★★★★
(3)
Top Rated
product image

Wolverine Floorhand Steel Toe Work Boot - Men's

Now $87.96
Up to 30% off!
★★★★★ ★★★★★
(370)
Clearance
product image

Timberland Parker Street Boot - Men's

Minimum Clearance Price $89.98 $89.98
★★★★★ ★★★★★
(63)
Top Rated
product image

Timberland Mt. Maddsen Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(591)
product image

Merrell MOAB 3 Waterproof Hiking Boot - Men's

$169.99
★★★★★ ★★★★★
(718)
Clearance
product image

Crown Vintage Lanbart Chelsea Boot

Minimum Clearance Price $64.98 $64.98
★★★★★ ★★★★★
(18)
Clearance
product image

Crown Vintage Jarelle Western Boot

Minimum Clearance Price $39.98 $39.98
★★★★★ ★★★★★
(10)
Top Rated
product image

Merrell MOAB 3 Hiking Boot - Men's

$139.99
★★★★★ ★★★★★
(335)
Top Rated
product image

Florsheim Rucci Chelsea Boot

Now $129.99
★★★★★ ★★★★★
(10)
Top Rated
product image

Timberland Field Trekker Hiking Boot - Men's

$119.99
★★★★★ ★★★★★
(8)
product image

Eddie Bauer Red Lodge Mid Hiking Boot - Men's

$74.99
★★★★★ ★★★★★
(17)
Clearance
product image

Crown Vintage Cyaire Boot

Minimum Clearance Price $39.98 $39.98
★★★★★ ★★★★★
(28)
Top Rated
product image

Timberland Mt. Maddsen Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(580)
Clearance
product image

Mix No. 6 Farrin Chukka Boot

Minimum Clearance Price $39.98 $39.98
★★★★★ ★★★★★
(3)
Top Rated
product image

Wolverine Floorhand Work Boot - Men's

Add to bag to see price
Up to 30% off!
★★★★★ ★★★★★
(11)
product image

Skechers Relment Daggett Hiking Boot - Men's

$79.99
★★★★★ ★★★★★
(77)
Clearance
product image

Skechers Respected 2.0 Hagler Boot

Minimum Clearance Price $79.98 $79.98
★★★★★ ★★★★★
(9)
Clearance
product image

Caterpillar Outline Work Boot

Clearance Item - Add to bag to see price Add to bag to see price
★★★★★ ★★★★★
(26)
Clearance
product image
Top Rated
product image

Florsheim Chalet Plain Toe Chelsea Boot

Now $129.99
★★★★★ ★★★★★
(76)
Clearance
product image

Timberland Parker Street Boot - Men's

Minimum Clearance Price $89.98 $89.98
★★★★★ ★★★★★
(62)
product image

Florsheim Anthem Chukka Boot

$144.99
product image

Caterpillar Striver Waterproof Steel Toe Work Boot - Men's

$104.99
★★★★★ ★★★★★
(1)
Clearance
product image

Clarks Wallaston Chukka Boot

$69.99 Maximum Clearance Price $74.98 $74.98
★★★★★ ★★★★★
(3)
Top Rated
product image

adidas TERREX Anylander Mid RAIN.RDY Waterproof Hiking Boot - Men's

$99.99
★★★★★ ★★★★★
(611)
Clearance
product image

Timberland Redwood Falls Boot - Men's

Minimum Clearance Price $129.98 $129.98
★★★★★ ★★★★★
(152)
product image

Carhartt Rugged Flex Steel Toe Work Boot - Men's

$109.99
★★★★★ ★★★★★
(40)
Top Rated
product image

Drew Rockfort Work Boot

$319.99
★★★★★ ★★★★★
(10)
Top Rated
product image

Florsheim Chalet Boot

Now $149.99
★★★★★ ★★★★★
(39)
Clearance
product image

Crown Vintage Crishean Cap Buckle Boot

Minimum Clearance Price $64.98 $64.98
★★★★★ ★★★★★
(7)
Top Rated
product image

Converse Chuck Taylor All Star Malden Street Boot - Men's

$79.96
★★★★★ ★★★★★
(30)
Top Rated
product image

Caterpillar Outline Steel Toe Work Boot

$109.99
★★★★★ ★★★★★
(27)
Top Rated
product image

Dr. Martens Bonny Boot - Men's

$129.99
★★★★★ ★★★★★
(82)
Top Rated
product image

Stacy Adams Madison Cap Toe Boot

$159.99
★★★★★ ★★★★★
(170)
Top Rated
product image

TAFT Jack Cap Toe Boot

Now $279.99 Maximum Clearance Price $364.99 $364.99
★★★★★ ★★★★★
(5037)
Top Rated
product image

Dr. Martens Combs Boot - Men's

$139.99
★★★★★ ★★★★★
(368)
Clearance
product image

Timberland Westmore Chukka Boot - Men's

Minimum Clearance Price $79.98 $79.98
★★★★★ ★★★★★
(68)
product image

Merrell Speed Strike 2 Mid Boot - Men's

Add to bag to see price
★★★★★ ★★★★★
(33)
product image

XTRATUF Sport Ankle Deck Boot

$139.99
★★★★★ ★★★★★
(46)
Clearance
product image

Madden Lorinn Boot

Minimum Clearance Price $49.98 $49.98
★★★★★ ★★★★★
(2)
product image

Mix No. 6 Aydinn Boot

Now $59.99
★★★★★ ★★★★★
(9)
product image

Florsheim Anthem Chelsea Boot

$144.99
product image

Steve Madden Troopah-C Boot

$128.99
★★★★★ ★★★★★
(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.