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Men's Dress Boots

Roundhill Grand Waterproof Chukka Boot (Men)

Free Delivery by Christmas

Cole Haan Roundhill Grand Waterproof Chukka Boot (Men)

Current Price $260

Durham Waterproof Cap Toe Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Durham Waterproof Cap Toe Boot (Men)

Current Price $199 to $229

Derrk Chelsea Boot (Men)

Free Delivery by Christmas

BOSS Derrk Chelsea Boot (Men)

Current Price $299

Bernardo Water Repellent Combat Boot (Men)

Free Delivery by Christmas

Aquatalia Bernardo Water Repellent Combat Boot (Men)

Current Price $495

Cassius Chelsea Boot (Men)

Free Delivery by Christmas

Rockport Cassius Chelsea Boot (Men)

Current Price $160

Logan Chelsea Boot (Men)

Free Delivery by Christmas

Magnanni Logan Chelsea Boot (Men)

Current Price $525

Paul Chukka (Men)

Free Delivery by Christmas

Frye Paul Chukka (Men)

Current Price $188 to $198

Austin Chukka Boot (Men)

Free Delivery by Christmas

Gordon Rush Austin Chukka Boot (Men)

Current Price $290

Judson Grand Chelsea Boot (Men)

Free Delivery by Christmas

Cole Haan Judson Grand Chelsea Boot (Men)

Current Price $260

Metropole Milan Chelsea Boot (Men)

Free Delivery by Christmas

ECCO Metropole Milan Chelsea Boot (Men)

Current Price $194.95

Christophe Chelsea Boot (Men)

Free Delivery by Christmas

TO BOOT NEW YORK Christophe Chelsea Boot (Men)

Current Price $495

Metropole London Waterproof Suede Chukka Boot (Men)

Free Delivery by Christmas

ECCO Metropole London Waterproof Suede Chukka Boot (Men)

Current Price $229.95

Traveler Chukka Boot (Men)

Free Delivery by Christmas

Florsheim Traveler Chukka Boot (Men)

Current Price $135

Upton Chukka (Men)

Free Delivery by Christmas

Johnston & Murphy Upton Chukka (Men)

Current Price $119.99

Previous Price $179

Julio Lugged Moc Toe Leather Boot (Men) (Exclusive Retailer)

Free Delivery by Christmas

BOSS Julio Lugged Moc Toe Leather Boot (Men) (Exclusive Retailer)

Current Price $250

Matchin Plain Toe Chelsea Boot (Men)

Free Delivery by Christmas

Dune London Matchin Plain Toe Chelsea Boot (Men)

Current Price $199

Easy On Chelsea Boot (Men)

Free Delivery by Christmas

Santoni Easy On Chelsea Boot (Men)

Current Price $850

Chandler Chukka Boot (Men)

Free Delivery by Christmas

Allen Edmonds Chandler Chukka Boot (Men)

Current Price $525

Jerome Chukka Boot (Men)

Free Delivery by Christmas

Vince Jerome Chukka Boot (Men)

Current Price $298

Judson Grand Chelsea Boot (Men)

Free Delivery by Christmas

Cole Haan Judson Grand Chelsea Boot (Men)

Current Price $260

Tully Chelsea Boot (Men)

Free Delivery by Christmas

Kenneth Cole New York Tully Chelsea Boot (Men)

Current Price $185

Elijah Polished Leather Chelsea Boot (Men)

Free Delivery by Christmas

Nordstrom Elijah Polished Leather Chelsea Boot (Men)

Current Price $149.95

Dante Boots

Free Delivery by Christmas

SCAROSSO Dante Boots

Current Price $445

Anthony Lace-Up Boot (Men)

Free Delivery by Christmas

Bruno Magli Anthony Lace-Up Boot (Men)

Current Price $450

Maurilio Chukka Boot (Men)

Free Delivery by Christmas

Magnanni Maurilio Chukka Boot (Men)

Current Price $550

Macy Chelsea Boot (Men)

Free Delivery by Christmas

Bruno Magli Macy Chelsea Boot (Men)

Current Price $325

Anthem Plain Toe Chelsea Boot (Men)

Free Delivery by Christmas

Florsheim Anthem Plain Toe Chelsea Boot (Men)

Current Price $145

Calder Chukka Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Calder Chukka Boot (Men)

Current Price $179

Daystorm Horizon Gore-Tex® Weatherproof Boot (Men)

Free Delivery by Christmas

SOREL Daystorm Horizon Gore-Tex® Weatherproof Boot (Men)

Current Price $250

The Chelsea Boot (Men)

Free Delivery by Christmas

MORJAS The Chelsea Boot (Men)

Current Price $450

Higgins Mill Plain Toe Boot (Men)

Free Delivery by Christmas

Allen Edmonds Higgins Mill Plain Toe Boot (Men)

Current Price $550

Barret Zip Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Barret Zip Boot (Men)

Current Price $199

Jerome Chukka Boot (Men)

Free Delivery by Christmas

Vince Jerome Chukka Boot (Men)

Current Price $298

Elliot Chelsea Boots

Free Delivery by Christmas

SCAROSSO Elliot Chelsea Boots

Current Price $545

Italian Collection Saluzzo Chukka Boot (Men)

Free Delivery by Christmas

Nordstrom Italian Collection Saluzzo Chukka Boot (Men)

Current Price $229.95

Anthem Plain Toe Chukka (Men)

Free Delivery by Christmas

Florsheim Anthem Plain Toe Chukka (Men)

Current Price $145

Julio Lugged Suede Chelsea Boot (Men) (Exclusive Retailer)

Free Delivery by Christmas

BOSS Julio Lugged Suede Chelsea Boot (Men) (Exclusive Retailer)

Current Price $250

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

Free Delivery by Christmas

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

Current Price $298

Largo Chelsea Boot (Men)

Free Delivery by Christmas

TO BOOT NEW YORK Largo Chelsea Boot (Men)

Current Price $495

Flynn Plain Toe Derby Boot (Men)

Free Delivery by Christmas

Rockport Flynn Plain Toe Derby Boot (Men)

Current Price $160

Reeve Chelsea Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Reeve Chelsea Boot (Men)

Current Price $139

Enzo Chelsea Boots

Free Delivery by Christmas

SCAROSSO Enzo Chelsea Boots

Current Price $495

Uptown Jackson Boot - Wide Width Available (Men)

Free Delivery by Christmas

Vionic Uptown Jackson Boot - Wide Width Available (Men)

Current Price $230

Richard Chukka Boot (Men)

Free Delivery by Christmas

TO BOOT NEW YORK Richard Chukka Boot (Men)

Current Price $450

Carlo Leather Chukka Boot (Men)

Free Delivery by Christmas

Bruno Magli Carlo Leather Chukka Boot (Men)

Current Price $375

Alpinsol Chelsea Boot (Men)

Free Delivery by Christmas

Christian Louboutin Alpinsol Chelsea Boot (Men)

Current Price $1,345

Navi Water Resistant Chukka Boot (Men)

Free Delivery by Christmas

TOMS Navi Water Resistant Chukka Boot (Men)

Current Price $140

XC Flex Connelly Wingtip Boot (Men)

Free Delivery by Christmas

Johnston & Murphy XC Flex Connelly Wingtip Boot (Men)

Current Price $149.99 to $199

Previous Price $199 to $219

Henry Cap Toe Boot (Men)

Free Delivery by Christmas

Stacy Adams Henry Cap Toe Boot (Men)

Current Price $165

Tyler Flex Lace-Up Boot (Men)

Free Delivery by Christmas

Frye Tyler Flex Lace-Up Boot (Men)

Current Price $258

Vestri Ankle Boot (Men)

Free Delivery by Christmas

Bruno Magli Vestri Ankle Boot (Men)

Current Price $425

Meays Chukka Boot (Men)

Free Delivery by Christmas

Barbour Meays Chukka Boot (Men)

Current Price $230

Forge Chelsea Boot (Men)

Free Delivery by Christmas

Florsheim Forge Chelsea Boot (Men)

Current Price $130

Forge Chukka Boot (Men)

Free Delivery by Christmas

Florsheim Forge Chukka Boot (Men)

Current Price $130

Tompkins Boot (Men)

Free Delivery by Christmas

Allen Edmonds Tompkins Boot (Men)

Current Price $550

Paolo Boots

Free Delivery by Christmas

SCAROSSO Paolo Boots

Current Price $480 to $520

Raymond Chelsea Boot (Men)

Free Delivery by Christmas

Kenneth Cole New York Raymond Chelsea Boot (Men)

Current Price $185

Dave Chelsea Boot (Men)

Free Delivery by Christmas

Vince Dave Chelsea Boot (Men)

Current Price $398

Prospero Water Resistant Chelsea Boot (Men)

Free Delivery by Christmas

Aquatalia Prospero Water Resistant Chelsea Boot (Men)

Current Price $450

Myles Chelsea Boot (Men)

Free Delivery by Christmas

TO BOOT NEW YORK Myles Chelsea Boot (Men)

Current Price $495

Richard Chukka Boot (Men)

Free Delivery by Christmas

TO BOOT NEW YORK Richard Chukka Boot (Men)

Current Price $450

Mortar Boot (Men)

Free Delivery by Christmas

Warfield & Grand Mortar Boot (Men)

Current Price $189

Beckett Zip Boot (Men)

Free Delivery by Christmas

AllSaints Beckett Zip Boot (Men)

Current Price $179.40

Previous Price $299

Bloom Chelsea Boot (Men)

Free Delivery by Christmas

AllSaints Bloom Chelsea Boot (Men)

Current Price $319

Samson Chelsea Boot (Men)

Free Delivery by Christmas

Christian Louboutin Samson Chelsea Boot (Men)

Current Price $1,345

Paul Leather Boot (Men)

Free Delivery by Christmas

Frye Paul Leather Boot (Men)

Current Price $228

Vincenzo Wingtip Boot (Men)

Free Delivery by Christmas

Bruno Magli Vincenzo Wingtip Boot (Men)

Current Price $450

Hulard Chelsea Boot (Men)

Free Delivery by Christmas

Kenneth Cole Reaction Hulard Chelsea Boot (Men)

Current Price $129

Maddox Reserve Wingtip Dress Boot (Men)

Free Delivery by Christmas

Allen Edmonds Maddox Reserve Wingtip Dress Boot (Men)

Current Price $1,095

Funäs Zipper Boots

Free Delivery by Christmas

Myrqvist Funäs Zipper Boots

Current Price $399

MMXXIV Cap Toe Boot (Men)

Free Delivery by Christmas

Warfield & Grand MMXXIV Cap Toe Boot (Men)

Current Price $199