Men s Comfort Dress Shoes

New Markdown

Camper Brutus Chelsea Boot (Men)

$175Current Price $175

$245Previous Price $245

Johnston Murphy Kinser Slip-On Shoe (Men)

$325Current Price $325

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Johnston Murphy Calder 175th Chelsea Boot (Men)

$175Current Price $175

Johnston Murphy Raleigh XC Flex Cap Toe Boot (Men)

$185Current Price $185

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Cole Haan Judson Grand Chelsea Boot (Men)

$260Current Price $260

New Markdown

Sperry Authentic Original Gold Rivinton Boat Shoe (Men)

$105Current Price $105

$175Previous Price $175

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Timberland Attleboro Mid Chukka Boot (Men)

$130Current Price $130

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Sperry Gold Cup Prescott Authentic Original Boat Shoe (Men)

$195Current Price $195

Cole Haan Judson Grand Chelsea Boot (Men)

$260Current Price $260

Mephisto Davy HydroProtect Waterproof Slip-On Men)

$339Current Price $339

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

$274.95Current Price $274.95

Blundstone Footwear Water Resistant Classics Chelsea Boot (Men)

$209.95Current Price $209.95

Red Wing 6 Inch Moc Toe Boot

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

Johnston Murphy Taylor Penny Loafer (Men)

$298Current Price $298

Sperry 3-Eye Vibram Hiker Shoe (Men)

$200Current Price $200

Florsheim Motor Moc Toe Penny Driving Loafer (Men)

$110Current Price $110

Mephisto Harper Penny Loafer (Men)

$369Current Price $369

Ariat Hybrid Low Boy Western Chelsea Boot (Men)

$159.95Current Price $159.95

Johnston Murphy Jameson Chelsea Boot (Men)

$295Current Price $295

Børn Hemlock Boot (Online Only)

$135 – $145Current Price $135 to $145

Robert Zur Etro Penny Loafer (Men)

$315Current Price $315

Ron White Tate Moc Toe Loafer (Men)

$495Current Price $495

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Aquatalia Bernardo Water Repellent Combat Boot (Men)

$495Current Price $495

Johnston Murphy Baldwin Penny Loafer (Men)

$195 – $218Current Price $195 to $218

Timberland Redwood Falls Chelsea Boot (Men)

$130Current Price $130

Ron White Edman Weatherproof Cap Toe Oxford (Men)

$495Current Price $495

Camper Pelotas Ariel Boot (Men)

$295Current Price $295

Johnston Murphy Flynch Bit Loafer (Men)

$328Current Price $328

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

$239.95Current Price $239.95

Florsheim Motor Moc Toe Bit Driving Loafer - Multiple Widths Available (Men)

$110Current Price $110

PIKOLINOS York Ankle Boot (Men)

$220Current Price $220

Cole Haan American Classics Pinch Penny Loafer (Men) (Regular Wide Width)

$228Current Price $228

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Mephisto Pegasio Water Resistant Derby (Men)

$549Current Price $549

Blundstone Footwear Heritage Chelsea Boot (Men)

$354.95Current Price $354.95

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)

$184.95Current Price $184.95

Bogs Kicker II Waterproof Chelsea Rain Boot (Men)

$95Current Price $95

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Mephisto Algoras Slip-On

$329Current Price $329

Cole Haan ZeroGrand Remastered Wingtip Oxford (Men)

$220Current Price $220

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Aquatalia Blake Water Resistant Penny Loafer (Men)

$395Current Price $395

Red Wing Blacksmith Boot (Men)

$329.99Current Price $329.99

Blundstone Footwear Original Water Resistant Chelsea Boot (Men)

$199.95Current Price $199.95

Sperry Gold Cup Authentic Original™ 2-Eye Boat Shoe (Men)

$175Current Price $175

Red Wing Classic Muleskinner Moc Toe Boot (Men)

$299.99Current Price $299.99

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New Markdown

Camper Dean Chelsea Boot (Men)

$185.50 – $245Current Price $185.50 to $245

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

Florsheim Zaffiro Bit Loafer (Men)

$145Current Price $145

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Camper Pelotas Ariel Distressed Combat Boot (Men)

$345Current Price $345

Ariat Heritage Roper Boot (Online Only) (Men)

$169.95Current Price $169.95

Sperry Authentic Original 3-Eye Boat Shoe (Men)

$130Current Price $130

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Florsheim Conetta Apron Toe Bit Loafer (Men)

$150Current Price $150

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Clarks® Originals Wallabee Chukka Boot (Men)

$160Current Price $160

Aquatalia Jon Penny Loafer (Men)

$450Current Price $450

Johnston Murphy Dudley Plain Toe Lug Boot (Men)

$285Current Price $285

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Clarks® Originals Wallabee Kiltie Chukka Boot (Men)

$170 – $190Current Price $170 to $190

Camper Pelotas Ariel Boot (Men)

$355Current Price $355

Red Wing 1907 Classic Moc Boot (Men)

$349.99Current Price $349.99

PIKOLINOS Conil Penny Loafer (Men)

$190Current Price $190

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Ron White Kenneth Water Resistant Loafer (Men)

$279.99Current Price $279.99

$395Previous Price $395

Sperry Gold Cup Prescott Authentic Original Boat Shoe (Men)

$195Current Price $195

New Markdown

Camper Lab Aqua Platform Chukka Boot (Women)

$316Current Price $316

$385Previous Price $385

Cole Haan ZERØGRAND Remastered Wingtip Derby Sneaker (Men)

$220Current Price $220

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Mephisto Berto Chukka Boot (Men)

$439Current Price $439

New Markdown

Cole Haan Grand Laser Bit Driving Loafer (Men)

$107.20Current Price $107.20

$149Previous Price $149

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Johnston Murphy Jenson Water Resistant Chukka Boot (Men)

$295Current Price $295

Florsheim Rucci Penny Loafer (Men)

$130Current Price $130

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Florsheim Forge Chelsea Boot (Men)

$130Current Price $130

Sperry Gold Authentic Original Boat Shoe (Men)

$175Current Price $175

Ron White Seth Penny Loafer (Men)

$695Current Price $695

Robert Zur Dillon Penny Loafer (Men)

$325Current Price $325

Timberland Attleboro Chelsea Boot (Men)

$130Current Price $130

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Cole Haan Muir Waterproof Moc Toe Boot (Men)

$208Current Price $208