Men's Boots

Chelsea

Cowboy & Western

Combat

Dress Boots

Waterproof

Chukka

Free Delivery by Christmas

Cole Haan Roundhill Grand Waterproof Chukka Boot (Men)

$260Current Price $260

Free Delivery by Christmas

MORJAS The Chelsea Boot (Men)

$450Current Price $450

Free Delivery by Christmas

Baffin Tavern Waterproof Faux Shearling Lined Winter Boot (Men)

$240Current Price $240

Free Delivery by Christmas

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

$250Current Price $250

Free Delivery by Christmas

Timberland 6-Inch Premium Waterproof Boot (Men)

$198Current Price $198

Free Delivery by Christmas

Aquatalia Bernardo Water Repellent Combat Boot (Men)

$495Current Price $495

Free Delivery by Christmas

BOSS Derrk Chelsea Boot (Men)

$299Current Price $299

Free Delivery by Christmas

TO BOOT NEW YORK Largo Chelsea Boot (Men)

$495Current Price $495

Free Delivery by Christmas

Aquatalia Golliard Water Resistant Chukka Boot (Men)

$495Current Price $495

Free Delivery by Christmas

Aquatalia Prospero Water Resistant Chelsea Boot (Men)

$450Current Price $450

Free Delivery by Christmas

Johnston & Murphy Durham Waterproof Cap Toe Boot (Men)

$199 – $229Current Price $199 to $229

Free Delivery by Christmas

TO BOOT NEW YORK Christophe Chelsea Boot (Men)

$495Current Price $495

Free Delivery by Christmas

Vince Lafayette Chukka Boot (Men)

$350Current Price $350

Free Delivery by Christmas

Bruno Magli Cat Walk Chukka Boot (Men)

$350Current Price $350

Free Delivery by Christmas

SOREL Caribou Horizon Gore-Tex® Waterproof Boot (Men)

$350Current Price $350

Free Delivery by Christmas

Mephisto Leonardo HydroProtect Waterproof Genuine Shearling Lined Boot (Men)

$469Current Price $469

Free Delivery by Christmas

SOREL Slabtown 62 Waterproof Moc Toe Boot (Men)

$180Current Price $180

Free Delivery by Christmas

SOREL Madson II Waterproof Chukka Boot (Men)

$190Current Price $190

Free Delivery by Christmas

Gordon Rush Austin Chukka Boot (Men)

$290Current Price $290

Free Delivery by Christmas

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

$250Current Price $250

Free Delivery by Christmas

Red Wing Blacksmith Boot (Men)

$329.99Current Price $329.99

Free Delivery by Christmas

Barbour Meays Chukka Boot (Men)

$230Current Price $230

Free Delivery by Christmas

UGG® Truckee Field Boot (Men)

$149.95Current Price $149.95

Free Delivery by Christmas

Vince Jerome Chukka Boot (Men)

$298Current Price $298

Free Delivery by Christmas

SOREL Caribou™ WP Boot (Men)

$225Current Price $225

Free Delivery by Christmas

UGG® Neumel Chelsea Boot (Men)

$149.95Current Price $149.95

Free Delivery by Christmas

Magnanni Logan Chelsea Boot (Men)

$525Current Price $525

Free Delivery by Christmas

UGG® Chelsea Lug Boot (Men)

$159.95Current Price $159.95

Free Delivery by Christmas

SCAROSSO Enzo Chelsea Boots

$495Current Price $495

Free Delivery by Christmas

Timberland Premium Waterproof Lace-Up Chukka Boot (Men)

$140 – $150Current Price $140 to $150

Free Delivery by Christmas

SOREL Slabtown '62™ Waterproof Moc Toe Boot (Men)

$175Current Price $175

Free Delivery by Christmas

Baffin Strathcona Chelsea Boot (Men)

$228Current Price $228

Free Delivery by Christmas

Pajar Torsion IG Waterproof Boot (Men)

$295Current Price $295

Free Delivery by Christmas

Baffin Cloud Low Waterproof Winter Boot (Men)

$186Current Price $186

Free Delivery by Christmas

Frye Paul Suede Chukka Boot (Men)

$188 – $198Current Price $188 to $198

Free Delivery by Christmas

Aquatalia Danny Water Resistant Lace-Up Boot (Men)

$550Current Price $550

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Free Delivery by Christmas

SCAROSSO Leonardo Boots

$425Current Price $425

Free Delivery by Christmas

ECCO Metropole London Waterproof Suede Chukka Boot (Men)

$229.95Current Price $229.95

Free Delivery by Christmas

Myrqvist Funäs Zipper Boots

$399Current Price $399

Free Delivery by Christmas

Red Wing 6 Inch Moc Toe Boot

$319.99 – $329.99Current Price $319.99 to $329.99

Free Delivery by Christmas

Blundstone Footwear Classic Chelsea Boot (Men)

$209.95 – $219.95Current Price $209.95 to $219.95

Free Delivery by Christmas

UGG® Adirondack XXV Boot (Men)

$249.95Current Price $249.95

Free Delivery by Christmas

UGG® Neumel High Top Waterproof Hybrid Boot (Men)

$219.95Current Price $219.95

Free Delivery by Christmas

Barbour Tinstone Lugged Chelsea Boot (Men)

$245Current Price $245

Free Delivery by Christmas

SOREL Madson II Moc Toe Waterproof Boot (Men)

$200Current Price $200

Free Delivery by Christmas

Josef Seibel Erroll Waterproof Chukka (Men)

$185Current Price $185

Free Delivery by Christmas

Common Projects Chelsea Boot (Men)

$670Current Price $670

Free Delivery by Christmas

Prada America's Cup Chelsea Boot (Men)

$1,250Current Price $1,250

Free Delivery by Christmas

Common Projects Chelsea Boot (Men)

$682Current Price $682

Free Delivery by Christmas

SOREL Buxton Lite Plus Waterproof Boot (Men)

$135Current Price $135

Free Delivery by Christmas

Pajar Franky Waterproof Boot (Men)

$210Current Price $210

Free Delivery by Christmas

The North Face Nuptse Traction Waterproof Chukka (Men)

$130Current Price $130

Free Delivery by Christmas

Blundstone Footwear Original Water Resistant Chelsea Boot (Men)

$199.95Current Price $199.95

Free Delivery by Christmas

SOREL CALLSIGN HORIZON™ Mid GTX Gore-Tex® Waterproof Sneaker (Men)

$220Current Price $220

Free Delivery by Christmas

Allen Edmonds Chandler Chukka Boot (Men)

$525Current Price $525

Free Delivery by Christmas

UGG® Ultra Mini Classic Water Resistant Boot (Men)

$159.95Current Price $159.95

Free Delivery by Christmas

Christian Louboutin Alpinsol Chelsea Boot (Men)

$1,345Current Price $1,345

Free Delivery by Christmas

SCAROSSO Edmund Boots

$555Current Price $555

Free Delivery by Christmas

Brunello Cucinelli Hiking Boot (Men)

$1,650Current Price $1,650

Free Delivery by Christmas

UGG® Idyllwild Lace-Up Boot (Men)

$189.95Current Price $189.95

Free Delivery by Christmas

ECCO Metropole Milan Chelsea Boot (Men)

$194.95Current Price $194.95

Free Delivery by Christmas

Santoni Easy Chelsea Boot (Men)

$830Current Price $830

Free Delivery by Christmas

Red Wing Iron Ranger Cap Toe Boot (Men)

$349.99Current Price $349.99

Free Delivery by Christmas

The North Face Glenclyffe Boot (Men)

$139Current Price $139

Free Delivery by Christmas

TO BOOT NEW YORK Richard Chukka Boot (Men)

$450Current Price $450

Free Delivery by Christmas

Santoni Easy On Chelsea Boot (Men)

$850Current Price $850

Free Delivery by Christmas

Columbia Newton Wander™ LTR Waterproof Hiking Boot (Men)

$110Current Price $110

Free Delivery by Christmas

UGG® Neumel Chukka Boot (Men)

$149.95Current Price $149.95

Free Delivery by Christmas

Anthony Veer Everest Moc Boot

$251.10Current Price $251.10

$279Previous Price $279

Free Delivery by Christmas

Mephisto Berto Chukka Boot (Men)

$439Current Price $439

Free Delivery by Christmas

Myrqvist Elfvik Chelsea Boots

$359Current Price $359