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

Johnston Murphy Durham Waterproof Cap Toe Boot (Men)

$199 – $229Current Price $199 to $229

Free Delivery by Christmas

UGG® Neumel Era Chukka Boot (Men)

$159.95Current Price $159.95

Free Delivery by Christmas

Florsheim Anthem Plain Toe Chelsea Boot (Men)

$145Current Price $145

Free Delivery by Christmas

Florsheim Traveler Chukka Boot (Men)

$135Current Price $135

Free Delivery by Christmas

TOMS Navi Water Resistant Chukka Boot (Men)

$140Current Price $140

Free Delivery by Christmas

Frye Paul Chukka (Men)

$188 – $198Current Price $188 to $198

Free Delivery by Christmas

Florsheim Anthem Plain Toe Chukka (Men)

$145Current Price $145

Free Delivery by Christmas

SOREL Slabtown 62 Waterproof Moc Toe Boot (Men)

$180Current Price $180

Free Delivery by Christmas

Florsheim Forge Chukka Boot (Men)

$130Current Price $130

Free Delivery by Christmas

Gordon Rush Brysen Chelsea Boot (Men)

$169.90Current Price $169.90

$290Previous Price $290

Free Delivery by Christmas

Timberland Redwood Falls Waterproof Lace-Up Boot (Men)

$160Current Price $160

Free Delivery by Christmas

SOREL Madson II Waterproof Chukka Boot (Men)

$190Current Price $190

Free Delivery by Christmas

UGG® Neumel Chukka Boot (Men)

$149.95Current Price $149.95

Free Delivery by Christmas

Johnston Murphy Calder Chukka Boot (Men)

$179Current Price $179

Free Delivery by Christmas

Rockport Cassius Chelsea Boot (Men)

$160Current Price $160

Free Delivery by Christmas

Dune London Matchin Plain Toe Chelsea Boot (Men)

$199Current Price $199

Free Delivery by Christmas

SOREL Slabtown 62™ Waterproof Moc Toe Boot (Men)

$175Current Price $175

Free Delivery by Christmas

V.GAN LONDON Vegan Goji 2 Chukka Boots

$140Current Price $140

Free Delivery by Christmas

Johnston Murphy Upton Chukka (Men)

$179Current Price $179

Free Delivery by Christmas

Nordstrom Elijah Polished Leather Chelsea Boot (Men)

$149.95Current Price $149.95

Free Delivery by Christmas

Frye Paul Suede Chukka Boot (Men)

$188 – $198Current Price $188 to $198

Free Delivery by Christmas

Blake Mckay Dixon Chukka Boot (Men)

$119.90 – $175Current Price $119.90 to $175

$175Previous Price $175

Free Delivery by Christmas

ECCO Metropole London Waterproof Suede Chukka Boot (Men)

$229.95Current Price $229.95

Free Delivery by Christmas

A. Veer Wilder Lace-up Boot

$159Current Price $159

Free Delivery by Christmas

Blundstone Footwear Classic Chelsea Boot (Men)

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

Free Delivery by Christmas

Rockport Flynn Plain Toe Derby Boot (Men)

$160Current Price $160

Free Delivery by Christmas

V.GAN LONDON Vegan Gooseberry Chelsea Boot

$155Current Price $155

Free Delivery by Christmas

Steve Madden MADDEN Highline Chelsea Boot (Men)

$109.95Current Price $109.95

Free Delivery by Christmas

Florsheim Forge Chelsea Boot (Men)

$130Current Price $130

Free Delivery by Christmas

Warfield Grand Trench Lace-Up Boot (Men)

$139 – $179Current Price $139 to $179

$179Previous Price $179

Free Delivery by Christmas

SOREL Madson II Moc Toe Waterproof Boot (Men)

$200Current Price $200

Free Delivery by Christmas

Florsheim Forge Lace-Up Boot (Men)

$135Current Price $135

Free Delivery by Christmas

Blake Mckay Stewart Chelsea Boot (Men)

$109.90 – $165Current Price $109.90 to $165

$165Previous Price $165

Free Delivery by Christmas

Blake Mckay Bryan Cap Toe Boot (Men)

$119.90Current Price $119.90

$175Previous Price $175

Free Delivery by Christmas

Vince Camuto Presely Chukka Boot (Men)

$169Current Price $169

Free Delivery by Christmas

Steve Madden Noby Lace-Up Boot (Men)

$180Current Price $180

Free Delivery by Christmas

V.GAN LONDON Vegan Arame Ankle Boots

$140Current Price $140

Free Delivery by Christmas

Dune London Characteristic Chelsea Boot (Men)

$195Current Price $195

Free Delivery by Christmas

ECCO Metropole Milan Chelsea Boot (Men)

$194.95Current Price $194.95

Free Delivery by Christmas

Johnston Murphy Barret Zip Boot (Men)

$199Current Price $199

Free Delivery by Christmas

Timberland 6-Inch Premium Waterproof Boot (Men)

$198Current Price $198

Free Delivery by Christmas

UGG® Chelsea Lug Boot (Men)

$89.96Current Price $89.96

$149.95Previous Price $149.95

Free Delivery by Christmas

Frye Tyler Flex Lace-Up Boot (Men)

$258Current Price $258

Free Delivery by Christmas

Dune London Smoky Plain Toe Chukka Boot (Men)

$195Current Price $195

Free Delivery by Christmas

Johnston Murphy Barrett Plain Toe Boot (Men)

$199Current Price $199

Free Delivery by Christmas

Dune London Matias Cap Toe Boot (Men)

$225Current Price $225

Free Delivery by Christmas

Call It Spring By Aldo Britton Chelsea Boot (Men)

$99.99Current Price $99.99

Free Delivery by Christmas

Ariat Sport Herdsman Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

Free Delivery by Christmas

OluKai Mōlina Water Repellent Boot (Men)

$150Current Price $150

Free Delivery by Christmas

Ariat Sport Rambler Western Boot (Men)

$179.95Current Price $179.95

Free Delivery by Christmas

Johnston Murphy Calder Plain Toe Chelsea Boot (Men)

$179Current Price $179

Free Delivery by Christmas

Baffin Tavern Waterproof Faux Shearling Lined Winter Boot (Men)

$240Current Price $240

Free Delivery by Christmas

ROAN Jardeen Boot

$84Current Price $84

$120Previous Price $120

Free Delivery by Christmas

V.GAN LONDON Vegan Endive Chukka Boots

$140Current Price $140

Free Delivery by Christmas

UGG® Neumel Chelsea Boot (Men)

$99.99 – $149.95Current Price $99.99 to $149.95

$149.95Previous Price $149.95

Free Delivery by Christmas

Timberland Premium 6-Inch Waterproof Boot (Men)

$198Current Price $198

Free Delivery by Christmas

Barbour Hadston Chukka Boot (Men)

$240Current Price $240

Free Delivery by Christmas

ALDO Jefry Chukka Boot (Men)

$150Current Price $150

Free Delivery by Christmas

Florsheim Lodge Plain Toe Boot (Men)

$145Current Price $145

Free Delivery by Christmas

Florsheim Midtown Zip Boot (Men)

$150Current Price $150

Free Delivery by Christmas

SOREL Slabtown 62™ Stoic Chukka Boot (Men)

$160Current Price $160

Free Delivery by Christmas

SOREL Caribou™ WP Boot (Men)

$225Current Price $225

Free Delivery by Christmas

Frye Campus Leather Plain Toe Zip Boot (Men)

$358Current Price $358

Free Delivery by Christmas

Blundstone Footwear Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

Free Delivery by Christmas

Johnston Murphy XC Flex Connelly Wingtip Boot (Men)

$129.99 – $219Current Price $129.99 to $219

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

Free Delivery by Christmas

Clarks® Originals Clarks® Desert Chukka Boot (Men)

$150Current Price $150

Free Delivery by Christmas

ALDO Collen Chelsea Boot (Men)

$120Current Price $120

Free Delivery by Christmas

UGG® Chelsea Lug Boot (Men)

$159.95Current Price $159.95

Free Delivery by Christmas

Blundstone Footwear Classic 587 Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

Free Delivery by Christmas

Marc Joseph New York Clark Road Hands Free Technology Leather Laceup Chukka Boot

$117 – $135Current Price $117 to $135

$195Previous Price $195