Men's Cushioned Insoles Dress Boots

Vince Jerome Suede Lugged Chukka Boot (Men) (Nordstrom Exclusive)

$298Current Price $298

Rockport Cassius Chelsea Boot (Men)

$160Current Price $160

ECCO Metropole London Waterproof Suede Chukka Boot (Men)

$159.99 – $172.50Current Price $159.99 to $172.50

$229.95Previous Price $229.95

Alden Barrie Chukka Boot (Men)

$682Current Price $682

Johnston & Murphy Upton Chukka (Men)

$119.99Current Price $119.99

$179Previous Price $179

Blake Mckay Bryan Cap Toe Boot (Men)

$119.90Current Price $119.90

$175Previous Price $175

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Blake Mckay Alder Chukka Boot (Men)

$99.90Current Price $99.90

$165Previous Price $165

Florsheim Forge Chelsea Boot (Men)

$130Current Price $130

TO BOOT NEW YORK Christophe Chelsea Boot (Men)

$495Current Price $495

Johnston & Murphy XC Flex Connelly Lace-Up Leather Boot (Men)

$149.99Current Price $149.99

$199Previous Price $199

Gordon Rush Austin Chukka Boot (Men)

$290Current Price $290

New Markdown

Johnston & Murphy XC Flex Connelly Wingtip Boot (Men)

$149.99 – $199Current Price $149.99 to $199

$199 – $219Previous Price $199 to $219

Blundstone Footwear Heritage Chelsea Boot (Men)

$354.95Current Price $354.95

Allen Edmonds Dain Combat Boot (Men)

$272.25Current Price $272.25

$495Previous Price $495

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Børn Nigel Low Boot (Men)

$150Current Price $150

Kenneth Cole New York Tully Chelsea Boot (Men)

$185Current Price $185

Frye Hudson Lug Work Boot (Men)

$368Current Price $368

New Markdown

Birkenstock Highwood Chelsea Boot (Men)

$124.99 – $137.50Current Price $124.99 to $137.50

$209.95Previous Price $209.95

New Markdown

SOREL Cyprus™ Waterproof Boot (Men)

$101.25 – $135Current Price $101.25 to $135

$135Previous Price $135

Gordon Rush Portland Boot (Men)

$129.90Current Price $129.90

$265Previous Price $265

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Florsheim Forge Lace-Up Boot (Men)

$135Current Price $135

BOSS Dresletic Suede Chukka Boot (Men) (Exclusive Retailer)

$399Current Price $399

Johnston & Murphy Calder 175th Chukka Boot (Men)

$175Current Price $175

Florsheim Traveler Chukka Boot (Men)

$135Current Price $135

Magnanni Maurilio Chukka Boot (Men)

$550Current Price $550

Børn Nigel Low Boot (Men)

$150Current Price $150

Warfield & Grand MMXXIV Cap Toe Boot (Men)

$199Current Price $199

Florsheim Forge Chukka Boot (Men)

$130Current Price $130

Robert Barakett Murphey Chelsea Boot (Men)

$348Current Price $348

Bruno Magli Vestri Ankle Boot (Men)

$425Current Price $425

Rockport Flynn Plain Toe Derby Boot (Men)

$160Current Price $160

New!

Zelli Italia Jodphur Buckle Strap Boot (Men)

$695Current Price $695

TOMS Griffin Water Resistant Boot (Men)

$140Current Price $140

Ariat Downtown Western Boot (Men)

$259.95Current Price $259.95

Eastland Allagash Standard Derby Boot (Men)

$145Current Price $145

Magnanni Marton Chelsea Boot (Men) (Nordstrom Exclusive)

$357.50Current Price $357.50

$550Previous Price $550

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Blundstone Footwear Thermal All Terrain Water Resistant Chelsea Boot (Men)

$274.95Current Price $274.95

Stacy Adams Bradley Chelsea Boot (Men)

$160Current Price $160

Blundstone Footwear Thermal Waterproof Genuine Shearling Lined Chelsea Boot (Men)

$239.95Current Price $239.95

Blundstone Footwear Water Resistant Chelsea Boot (Men)

$184.95Current Price $184.95

Johnston & Murphy Calder 175th Chelsea Boot (Men)

$175Current Price $175

Blundstone Footwear All Terrain Series Water Resistant Chelsea Boot (Men)

$234.95Current Price $234.95

Frye Nash Roper Boot (Men)

$358Current Price $358

Kenneth Cole New York Raymond Chelsea Boot (Men)

$185Current Price $185

Blundstone Footwear Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

Kenneth Cole Reaction Hulard Chelsea Boot (Men)

$129Current Price $129

Blundstone Footwear Water Resistant Classics Chelsea Boot (Men)

$209.95Current Price $209.95

Warfield & Grand Roseberg Derby Boot (Men)

$199Current Price $199

Mephisto Alexander Chukka Boot (Men)

$399Current Price $399

Stacy Adams Platt Chelsea Boot (Men)

$110Current Price $110

Vionic Uptown Jackson Boot - Wide Width Available (Men)

$230Current Price $230

Blundstone Footwear Water Resistant Chelsea Boot (Men)

$204.95Current Price $204.95

TO BOOT NEW YORK Bower Monk Strap Shoe (Men)

$450Current Price $450

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Kenneth Cole New York Todd Wingtip Boot (Men)

$219Current Price $219

Blundstone Footwear Original Water Resistant Chelsea Boot (Men)

$184.95Current Price $184.95

Magnanni Grayson Lace-Up Lug Sole Boot (Men)

$525Current Price $525

Eastland Chimney Pond Chelsea Boot (Men)

$145Current Price $145

Stacy Adams Townsend Chelsea Boot (Men)

$150Current Price $150

Ron White Nevin Water Resistant Lace-Up Boot (Men)

$545Current Price $545

PIKOLINOS York Ankle Boot (Men)

$220Current Price $220

Frye Paul Leather Boot (Men)

$228Current Price $228

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Blundstone Footwear Chelsea Boot (Men)

$219.95Current Price $219.95

TO BOOT NEW YORK Hansen Boot (Men)

$625Current Price $625

TO BOOT NEW YORK Jarreau Lace-Up Boot (Men)

$595Current Price $595

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Magnanni Montana Lug Sole Boot (Men)

$575Current Price $575

Frye Campus Leather Boot (Men)

$358Current Price $358

Stacy Adams Brumley Moc Toe Lace Up Boot (Men)

$160Current Price $160

Ron White Nigel Weatherproof Chelsea Boot (Men)

$349.99Current Price $349.99

$495Previous Price $495

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Stacy Adams Thompson Elastic Lace Boot (Men)

$150Current Price $150

Stacy Adams Kaius Double Monk Strap Boot (Men)

$150Current Price $150

Golden Goose Chelsea Boot (Women)

$810Current Price $810

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