Men's Chelsea Clothing, Shoes, Accessories & Grooming

Blundstone Footwear Classic Chelsea Boot (Men)

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

Blundstone Footwear Classic 587 Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

Christian Louboutin Alpinsol Chelsea Boot (Men)

$1,345Current Price $1,345

Blundstone Footwear Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

Blundstone Footwear Blundstone City Chelsea Boot (Men)

$224.95 – $234.95Current Price $224.95 to $234.95

Blundstone Footwear Original Water Resistant Chelsea Boot (Men)

$199.95Current Price $199.95

Blundstone Footwear Original Water Resistant Chelsea Boot (Men)

$184.95Current Price $184.95

Bogs Arcata Waterproof Chelsea Boot (Men)

$165Current Price $165

Blundstone Footwear Plain Toe Chelsea Boot (Men)

$209.95Current Price $209.95

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

$274.95Current Price $274.95

Blundstone Footwear Heritage Chelsea Boot (Men)

$354.95Current Price $354.95

Blundstone Footwear Water Resistant Classics Chelsea Boot (Men)

$209.95Current Price $209.95

Santoni Easy Chelsea Boot (Men)

$830Current Price $830

Ariat Midtown Rambler Mid Chelsea Boot (Men)

$169.95Current Price $169.95

Barbour Nimbus Chelsea Rain Boot (Men)

$100 – $125Current Price $100 to $125

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

$250Current Price $250

Hunter Orford Insulated Waterproof Chelsea Boot (Men)

$195Current Price $195

TO BOOT NEW YORK Largo Chelsea Boot (Men)

$495Current Price $495

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

$274.95Current Price $274.95

TO BOOT NEW YORK Christophe Chelsea Boot (Men)

$495Current Price $495

Cole Haan Judson Grand Chelsea Boot (Men)

$260Current Price $260

New Markdown

ECCO Metropole Milan Chelsea Boot (Men)

$137.50Current Price $137.50

$194.95Previous Price $194.95

New!

Ariat Wexford Waterproof Chelsea Boot (Men)

$189.95 – $199.95Current Price $189.95 to $199.95

Common Projects Chelsea Boot (Men)

$682Current Price $682

Aquatalia Prospero Water Resistant Chelsea Boot (Men)

$450Current Price $450

OluKai Lae'ahi Mid Chelsea Boot (Men)

$150Current Price $150

Vince Dave Chelsea Boot (Men)

$398Current Price $398

Dune London Mandatory Chelsea Boot (Men)

$180Current Price $180

New!

Blundstone Footwear Classic Chelsea Boot (Men)

$219.95Current Price $219.95

Ariat Hybrid Low Boy Western Chelsea Boot (Men)

$159.95Current Price $159.95

New!

Santoni Claw Chelsea Boot (Men)

$930Current Price $930

Jack Erwin Ellis Chelsea Boot

$210Current Price $210

$280Previous Price $280

TO BOOT NEW YORK Shelby II Chelsea Boot (Men)

$399Current Price $399

Rockport Cassius Chelsea Boot (Men)

$160Current Price $160

Magnanni Logan Chelsea Boot (Men)

$525Current Price $525

TO BOOT NEW YORK Bedell Chelsea Boot (Men)

$595Current Price $595

Santoni Easy On Chelsea Boot (Men)

$850Current Price $850

MORJAS The Chelsea Boot (Men)

$450Current Price $450

Hunter Original Waterproof Chelsea Rain Boot (Men)

$175Current Price $175

New Markdown

Brunello Cucinelli Chelsea Boot (Men)

$810Current Price $810

$1,350Previous Price $1,350

Johnston & Murphy Upton Chelsea Boot (Men)

$119.99Current Price $119.99

$179Previous Price $179

Ariat Booker Ultra Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

Blundstone Footwear All Terrain Chelsea Service Shoe (Men)

$229.95Current Price $229.95

Common Projects Chelsea Boot (Men)

$670Current Price $670

UGG® Chelsea Lug Boot (Men)

$89.96Current Price $89.96

$149.95Previous Price $149.95

Georgia Boot Eagle One Waterproof Chelsea Work Boot

$160Current Price $160

New!

Dune London Maisen Plain Toe Chelsea Boot (Men)

$229Current Price $229

KLEMAN Tonnant Lugged Plain Toe Chelsea Boot (Men)

$275Current Price $275

Nordstrom Elijah Polished Leather Chelsea Boot (Men)

$149.95Current Price $149.95

Blundstone Footwear Chelsea Boot (Men)

$204.95Current Price $204.95

BOSS Derrk Chelsea Boot (Men)

$299Current Price $299

Johnston & Murphy Calder Plain Toe Chelsea Boot (Men)

$179Current Price $179

Allen Edmonds Liverpool Chelsea Boot (Men)

$495 – $550Current Price $495 to $550

Blundstone Footwear Gender Inclusive Chelsea Boot

$209.95Current Price $209.95

Dune London Saltwood Chelsea Boot (Men)

$195Current Price $195

Dr. Martens 2976 Chelsea Boot (Men)

$170Current Price $170

New Markdown

UGG® Neumel Chelsea Boot (Men)

$112.50 – $149.95Current Price $112.50 to $149.95

$149.95Previous Price $149.95

SOREL Slabtown 62 Waterproof Chelsea Boot (Men)

$170Current Price $170

Santoni Detoxify Chelsea Boot (Men)

$559.99Current Price $559.99

$860Previous Price $860

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Blundstone Footwear Lugged Chelsea Boot (Men)

$219.95Current Price $219.95

Johnston & Murphy Calder Chelsea Boot (Men)

$179Current Price $179

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

$234.95Current Price $234.95

Aquatalia Prospero Chelsea Boot (Men)

$450Current Price $450

Baffin Strathcona Chelsea Boot (Men)

$228Current Price $228

Camper Dean Chelsea Boot (Men)

$175Current Price $175

$245Previous Price $245

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

Johnston & Murphy Upton Chelsea Boot (Men)

$179Current Price $179

Stuart Weitzman Aiden Chelsea Boot (Men)

$595Current Price $595

Only a few left

FERRAGAMO Angle Chelsea Boot (Men)

$1,190Current Price $1,190

New Markdown

Brunello Cucinelli Chelsea Boot (Men)

$990Current Price $990

$1,650Previous Price $1,650

ROAN Jardeen Boot

$84Current Price $84

$120Previous Price $120