Men's Dress Boot

118 Results
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118 Results
Top Rated
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Florsheim Chalet Boot

Now $149.99
BOGO 50% off!
★★★★★ ★★★★★
(39)
Top Rated
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Florsheim Chalet Plain Toe Chelsea Boot

Now $129.99
BOGO 50% off!
★★★★★ ★★★★★
(71)
New Arrival
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New Arrival
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Florsheim Anthem Chelsea Boot

$144.99
BOGO 50% off!
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Tommy Hilfiger Solter Boot

Now $89.99
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Nunn Bush Odell II Wingtip Boot

Now $99.99
BOGO 50% off!
★★★★★ ★★★★★
(2)
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Florsheim Forge Plain Toe Chukka Boot

Now $114.99 – Maximum Clearance Price $129.99 $129.99
BOGO 1st pair only!
★★★★★ ★★★★★
(2)
Clearance
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Florsheim Rucci Chukka Boot

Now $149.99
BOGO 50% off!
New Arrival
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Tommy Hilfiger Rimnan Chelsea Boot

Now $89.99
BOGO 50% off!
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Florsheim Anthem Chukka Boot

$144.99
BOGO 50% off!
New Arrival
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Clearance
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Mix No. 6 Aydinn Boot

Minimum Clearance Price $49.98 $49.98
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★★★★★ ★★★★★
(10)
Top Rated
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Carlos by Carlos Santana Mantra Boot

$158.99
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★★★★★ ★★★★★
(38)
New Arrival
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Steve Madden Brompton Chelsea Boot

$139.99
BOGO 1st pair only!
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Florsheim Lodge Chukka Boot

$139.99
BOGO 50% off!
★★★★★ ★★★★★
(1)
New Arrival
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Calvin Klein Volminer Chelsea Boot

Now $149.99
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Reaction Kenneth Cole Vesto Boot

Now $89.99
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★★★★★ ★★★★★
(1)
New Arrival
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New Arrival
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Blondo Charles Waterproof Chukka Boot

$169.99
BOGO 50% off!
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Florsheim Forge Plain Toe Chelsea Boot

$129.99
BOGO 1st pair only!
★★★★★ ★★★★★
(1)
New Arrival
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Tommy Hilfiger Sholdan Chelsea Boot

Now $134.99
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New Arrival
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Clarks Jaxen Easy Chelsea Boot

Now $99.99
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Top Rated
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Stacy Adams Santos Boot

$114.99
BOGO 50% off!
★★★★★ ★★★★★
(26)
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TAFT Douglas Boot

Now $179.99
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★★★★★ ★★★★★
(18)
New Arrival
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Deer Stags Garfield Chukka Boot

Now $74.99
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Top Rated
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Kenneth Cole New York Tully Chelsea Boot

$184.99
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★★★★★ ★★★★★
(4)
Top Rated
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Dockers Esmond Boot

Now $69.99
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★★★★★ ★★★★★
(6)
Top Rated
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Stacy Adams Finnegan Boot

$154.99
BOGO 1st pair only!
★★★★★ ★★★★★
(28)
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Carlos by Carlos Santana Corazon Chukka Boot

$178.99
BOGO 50% off!
★★★★★ ★★★★★
(1)
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Blake McKay Stewart Chelsea Boot

$164.99
BOGO 50% off!
★★★★★ ★★★★★
(1)
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Rockport Macklin Boot

$159.99
BOGO 50% off!
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ALDO Collen Boot

$119.99
BOGO 1st pair only!
★★★★★ ★★★★★
(1)

Men’s Dress Boots & Styles

If you’re looking for the best men’s boot styles, there’s only one name you need to remember: DSW. We’re your one-stop boot shop for all your men’s boot needs, and that includes men’s dress boots and men’s formal boots. Boots not your thing? Don’t worry – we’ve also got a large selection of all the best men’s dress shoes, like loafers, oxfords, and more!

Shopping for Men’s Dress Boots

If you’re looking for men’s dress boots, but don’t know where to even start you’ve come to the right place. When looking for a men’s formal boot the first question you always need to answer is this: why. Going to a formal wedding? You’re going to need a formal men’s boot, like an upscale chelsea boot, a cap toe boot, or even just a nicer lace-up boot. Just looking for something versatile you can wear when you’re trying to impress people? Then you can have a little more fun with and just go with a men’s dress boot that’s a little more casual, like a chukka boot, wingtip boot, or even a combat boot – you’ve got options!

After that the next question you need to answer is what are you wearing these men’s dress boots with? If it’s a formal event and you’re wearing a formal boot, you’ll want to pick something that compliments the color of your suit and consider going with something a little more toned down style wise to not take away from the rest of your outfit. If you’re looking for a dress boot to wear when you want to look nice, try going for something that’s going to standout a bit – whether it’s a dress boot with a different color, patterning, or style, you can go with something you can build your look around.

When you’ve answered both those questions there’s just one more step: finding your perfect men’s dress boot or formal boot. And that’s where DSW comes in – we’re sure to have the right style at the right price, so all you need to focus on is looking good.