Men's Chelsea Comfort Dress Shoes

Florsheim Anthem Plain Toe Chelsea Boot (Men)

$145Current Price $145

Rockport Cassius Chelsea Boot (Men)

$160Current Price $160

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

Johnston & Murphy Calder Plain Toe Chelsea Boot (Men)

$179Current Price $179

Johnston & Murphy Reeve Chelsea Boot (Men)

$139Current Price $139

Ariat Booker Ultra Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

Johnston & Murphy Calder Chelsea Boot (Men)

$179Current Price $179

Florsheim Forge Chelsea Boot (Men)

$130Current Price $130

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

Johnston & Murphy Upton Chelsea Boot (Men)

$179Current Price $179

Cole Haan Judson Grand Chelsea Boot (Men)

$260Current Price $260

Johnston & Murphy Calder 175th Chelsea Boot (Men)

$175Current Price $175

ECCO Metropole Milan Chelsea Boot (Men)

$194.95Current Price $194.95

Black Friday Deal

Johnston & Murphy Jameson Chelsea Boot (Men)

$189.99Current Price $189.99

$295Previous Price $295

Cole Haan Judson Grand Chelsea Boot (Men)

$260Current Price $260

Johnston & Murphy Upton Chelsea Boot (Men)

$179Current Price $179

Ariat Hybrid Low Boy Western Chelsea Boot (Men)

$159.95Current Price $159.95

Timberland Redwood Falls Chelsea Boot (Men)

$130Current Price $130

Black Friday Deal

Johnston & Murphy Flynch Chelsea Boot (Men)

$199.99Current Price $199.99

$328Previous Price $328

Blundstone Footwear Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

UGG® Chelsea Lug Boot (Men)

$159.95Current Price $159.95

Ariat Midtown Rambler Square Toe Western Chelsea Boot (Men)

$159.95Current Price $159.95

Blundstone Footwear Gender Inclusive Chelsea Boot

$209.95Current Price $209.95

Blundstone Footwear Plain Toe Chelsea Boot (Men)

$209.95Current Price $209.95

Blundstone Footwear Original Water Resistant Chelsea Boot (Men)

$199.95Current Price $199.95

Bogs Kicker II Waterproof Chelsea Rain Boot (Men)

$95Current Price $95

Timberland Britton Road Mid Chelsea Boot (Men)

$150Current Price $150

Birkenstock Highwood Chelsea Boot (Men)

$209.95Current Price $209.95

New!

Aquatalia Prospero Water Resistant Chelsea Boot (Men)

$450Current Price $450

Johnston & Murphy Jenson Chelsea Boot (Men)

$328Current Price $328

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Blundstone Footwear Water Resistant Chelsea Boot (Men)

$184.95Current Price $184.95

Blundstone Footwear Original Water Resistant Chelsea Boot (Men)

$184.95Current Price $184.95

Black Friday Deal

Camper Dean Chelsea Boot (Men)

$179.99 – $189.99Current Price $179.99 to $189.99

$245 – $260Previous Price $245 to $260

Ariat Hybrid Low Boy Western Chelsea Boot (Men)

$159.95Current Price $159.95

New Markdown

Ron White Ryder Chelsea Boot (Men)

$449.99Current Price $449.99

$645Previous Price $645

Aquatalia Prospero Chelsea Boot (Men)

$450Current Price $450

Black Friday Deal

Camper Brutus Chelsea Boot (Men)

$179.99 – $240Current Price $179.99 to $240

$240 – $245Previous Price $240 to $245

Blundstone Footwear Blundstone City Chelsea Boot (Men)

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

Aquatalia Prospero Chelsea Boot (Men)

$450Current Price $450

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

$239.95Current Price $239.95

Blundstone Footwear Water Resistant Classics Chelsea Boot (Men)

$209.95Current Price $209.95

Blundstone Footwear Heritage Chelsea Boot (Men)

$354.95Current Price $354.95

Blundstone Footwear Original Water Resistant Chelsea Boot (Men)

$184.95Current Price $184.95

Timberland Redwood Falls Chelsea Boot (Men)

$130Current Price $130

Camper Pix Chelsea Boot (Men)

$225Current Price $225

New!

Blundstone Footwear Classic Chelsea Boot (Men)

$219.95Current Price $219.95

Ariat Booker Ultra Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

Blundstone Footwear Chelsea Boot (Men)

$204.95Current Price $204.95

Camper Brutus Chelsea Boot (Men)

$245Current Price $245

Blundstone Footwear Classic Chelsea Boot (Men)

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

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

$274.95Current Price $274.95

Johnston & Murphy Hartley Chelsea Boot (Men)

$229Current Price $229

$325Previous Price $325

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Blundstone Footwear Chelsea Boot (Men)

$219.95Current Price $219.95

Blundstone Footwear Lugged Chelsea Boot (Men)

$219.95Current Price $219.95

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

$274.95Current Price $274.95

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

$234.95Current Price $234.95

Clarks® Originals Desert Chelsea Boot (Men)

$150Current Price $150

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Pajar Messi Waterproof Ice-Gripper Chelsea Boot (Men)

$275Current Price $275

Camper Walden Chelsea Boot (Men)

$275Current Price $275

Blundstone Footwear Water Resistant Chelsea Boot (Men)

$204.95Current Price $204.95

Blundstone Footwear Chelsea Boot (Men)

$219.95Current Price $219.95

New Markdown

Ron White Nigel Weatherproof Chelsea Boot (Men)

$349.99Current Price $349.99

$495Previous Price $495

Blundstone Footwear 062 Chelsea Boot

$209.95Current Price $209.95

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

$234.95Current Price $234.95

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

$264.95Current Price $264.95

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New!

Timberland Attleboro Chelsea Boot (Men)

$130Current Price $130

Only a few left