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Dress Boots for Men

  • All Boots
  • Chelsea
  • Chukka
  • Combat & Lace-Up
  • Comfort
  • Dress Boots
  • Rain & Snow
  • Boots Under $100
37 items
Sesame Chelsea Boot (Men)
Tommy Hilfiger

Sesame Chelsea Boot (Men)

$54.97Current Price $54.97
(53% off)53% off.
$119.00Comparable value $119.00
(30)
Burlo Leather Chelsea Boot (Men)
Magnanni

Burlo Leather Chelsea Boot (Men)

$249.97Current Price $249.97
(44% off)44% off.
$450.00Comparable value $450.00
(32)
Colby Chelsea Boot (Men)
BOSS

Colby Chelsea Boot (Men)

$149.97Current Price $149.97
(24% off)24% off.
$199.00Comparable value $199.00
Vitelo Boot (Men)
Magnanni

Vitelo Boot (Men)

$249.97Current Price $249.97
(44% off)44% off.
$450.00Comparable value $450.00
(19)
Sawyer Chelsea Boot (Men)
Steve Madden

Sawyer Chelsea Boot (Men)

$49.97Current Price $49.97
(44% off)44% off.
$90.00Comparable value $90.00
(10)
Croc Embossed Leather Chelsea Boot (Men)
Donald Pliner

Croc Embossed Leather Chelsea Boot (Men)

$139.97Current Price $139.97
(57% off)57% off.
$328.00Comparable value $328.00
(4)
Polar Leather Boot (Men)
Magnanni

Polar Leather Boot (Men)

$249.97Current Price $249.97
(49% off)49% off.
$495.00Comparable value $495.00
(14)
Newmark Grand Water Resistant Chelsea Boot (Men)
Cole Haan

Newmark Grand Water Resistant Chelsea Boot (Men)

$129.97Current Price $129.97
(63% off)63% off.
$360.00Comparable value $360.00
(7)
Perseus Plain Toe Chelsea Boot (Men)
Maison Forte

Perseus Plain Toe Chelsea Boot (Men)

$109.97Current Price $109.97
(48% off)48% off.
$215.00Comparable value $215.00
(18)
Only a few left
Suede Chelsea Boot (Men)
KARL LAGERFELD PARIS

Suede Chelsea Boot (Men)

$89.97Current Price $89.97
(64% off)64% off.
$250.00Comparable value $250.00
(7)
RACY
New!
Santoni

RACY

$859.97Current Price $859.97
(53% off)53% off.
$1,840.00Comparable value $1,840.00
Only a few left
Eddison Chelsea Boot (Men)
Magnanni

Eddison Chelsea Boot (Men)

$249.97Current Price $249.97
(46% off)46% off.
$465.00Comparable value $465.00
Daytona Chukka Boot (Men)
Maison Forte

Daytona Chukka Boot (Men)

$109.97Current Price $109.97
(43% off)43% off.
$195.00Comparable value $195.00
(2)
Oakridge Lug Sole Boot (Men)
WINTHROP

Oakridge Lug Sole Boot (Men)

$59.97Current Price $59.97
(65% off)65% off.
$175.00Comparable value $175.00
(3)
Eddison Chukka Boot (Men)
Magnanni

Eddison Chukka Boot (Men)

$249.97Current Price $249.97
(46% off)46% off.
$465.00Comparable value $465.00
(2)
Betun Boot (Men)
Magnanni

Betun Boot (Men)

$249.97Current Price $249.97
(44% off)44% off.
$450.00Comparable value $450.00
(20)
Calder Chukka Boot (Men)
Johnston & Murphy

Calder Chukka Boot (Men)

$79.97Current Price $79.97
(51% off)51% off.
$165.00Comparable value $165.00
(21)
Jimara Leather Faux Fur Lined Boot (Men)
VINTAGE FOUNDRY

Jimara Leather Faux Fur Lined Boot (Men)

$89.97Current Price $89.97
(59% off)59% off.
$220.00Comparable value $220.00
(50)
Calf Suede Chelsea Boot (Men)
Donald Pliner

Calf Suede Chelsea Boot (Men)

$139.97Current Price $139.97
(57% off)57% off.
$328.00Comparable value $328.00
(9)
Donovan Chukka Boot (Men)
Allen Edmonds

Donovan Chukka Boot (Men)

$199.97Current Price $199.97
(59% off)59% off.
$495.00Comparable value $495.00
Garrett Cap Chelsea Boot - Wide Width (Men)
VANCE CO

Garrett Cap Chelsea Boot - Wide Width (Men)

$44.97Current Price $44.97
(55% off)55% off.
$99.99Comparable value $99.99
Claremont Chukka (Men)
Brooks Brothers

Claremont Chukka (Men)

$169.97Current Price $169.97
(62% off)62% off.
$449.00Comparable value $449.00
Randall Leather Chelsea Boot (Men)
VINTAGE FOUNDRY

Randall Leather Chelsea Boot (Men)

$109.97Current Price $109.97
(50% off)50% off.
$220.00Comparable value $220.00
(21)
Only a few left
Josiah Chelsea Boot (Men)
VANCE CO

Josiah Chelsea Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$109.99Comparable value $109.99
Calev Chelsea Boot (Men)
BOSS

Calev Chelsea Boot (Men)

$149.97Current Price $149.97
(34% off)34% off.
$230.00Comparable value $230.00
Garfield Plain Toe Chukka Boot (Men)
Deer Stags

Garfield Plain Toe Chukka Boot (Men)

$64.97Current Price $64.97
(35% off)35% off.
$100.00Comparable value $100.00
Thorpe Wingtip Chelsea Boot (Men)
VANCE CO

Thorpe Wingtip Chelsea Boot (Men)

$44.97 – $49.97Current Price $44.97 to $49.97
(Up to 59% off)Up to 59% off.
$109.99Comparable value $109.99
(4)
Clark Waterproof Lug Sole Boot (Men)
AQUATHERM BY SANTANA CANADA

Clark Waterproof Lug Sole Boot (Men)

$94.97Current Price $94.97
(32% off)32% off.
$139.99Comparable value $139.99
Alex Chelsea Boot (Men) (Wide Width)
VANCE CO

Alex Chelsea Boot (Men) (Wide Width)

$49.97Current Price $49.97
(37% off)37% off.
$79.99Comparable value $79.99
(13)
Only a few left
Jacob Combat Boot (Men)
BOSS

Jacob Combat Boot (Men)

$119.97Current Price $119.97
(55% off)55% off.
$270.00Comparable value $270.00
(2)
Only a few left
Parker Wingtip Boot (Men)
VINTAGE FOUNDRY

Parker Wingtip Boot (Men)

$89.97Current Price $89.97
(39% off)39% off.
$149.00Comparable value $149.00
(4)
Oracle Cap Toe Boot (Men)
BOSS

Oracle Cap Toe Boot (Men)

$199.97Current Price $199.97
(49% off)49% off.
$398.00Comparable value $398.00
Only a few left
Sawyer Hybrid Chukka Boot (Men)
Maison Forte

Sawyer Hybrid Chukka Boot (Men)

$109.97Current Price $109.97
(40% off)40% off.
$185.00Comparable value $185.00
(7)
Only a few left
Metcalf Lace-Up Boot (Men)
VANCE CO

Metcalf Lace-Up Boot (Men)

$34.99Current Price $34.99
(70% off)70% off.
$119.99Comparable value $119.99
Only a few left
Vinny Chukka Boot (Men)
TO BOOT NEW YORK

Vinny Chukka Boot (Men)

$199.97Current Price $199.97
(52% off)52% off.
$425.00Comparable value $425.00
(2)
Hartwell Chelsea Boot (Men)
VANCE CO

Hartwell Chelsea Boot (Men)

$34.97 – $59.97Current Price $34.97 to $59.97
(Up to 70% off)Up to 70% off.
$119.99Comparable value $119.99
(1)
Only a few left
Brody Chukka Boot (Men)
Johnston & Murphy

Brody Chukka Boot (Men)

$109.97Current Price $109.97
(33% off)33% off.
$165.00Comparable value $165.00
(27)
Only a few left
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