Men's Boots Comfort Shoes

Johnston & Murphy Calder Chukka Boot (Men)

$179Current Price $179

4.3(34)

New

Red Wing Weekend Chukka Boot (Men)

$269.99Current Price $269.99

4.3(10)

Hoss Boot Company HOSS Eric Low Composite Toe Wedge Work Shoe

$135 – $140Current Price $135 to $140

5(2)

Ariat Hybrid Low Boy Western Chelsea Boot (Men)

$159.95Current Price $159.95

4.7(160)

UGG® Neumel Era Chukka Boot (Men)

$79.98 – $159.95Current Price $79.98 to $159.95

$159.95Previous Price $159.95

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4.6(18)

Cole Haan Judson Grand Chelsea Boot (Men)

$143Current Price $143

$260Previous Price $260

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4.5(13)

Mephisto Alexander Chukka Boot (Men)

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New

Ariat Wexford Waterproof Chelsea Boot (Men)

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

4.6(280)

Ariat Spitfire Chukka Boot (Men)

$129.95Current Price $129.95

4.7(332)

Johnston & Murphy Parker Waterproof Chukka Boot (Men)

$129.99Current Price $129.99

$189Previous Price $189

4.7(11)

Johnston & Murphy Upton Chukka (Men)

$119.99Current Price $119.99

$179Previous Price $179

4.6(164)

Rockport Flynn Plain Toe Derby Boot (Men)

$160Current Price $160

3.8(4)

Ariat Booker Wide Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(746)

Josef Seibel Erroll Waterproof Chukka (Men)

$185Current Price $185

Blundstone Footwear Plain Toe Chelsea Boot (Men)

$146.96 – $209.95Current Price $146.96 to $209.95

$209.95Previous Price $209.95

4(4)

Florsheim Anthem Plain Toe Chelsea Boot (Men)

$145Current Price $145

4.5(2)

Nordstrom Italian Collection Saluzzo Chukka Boot (Men)

$137.96Current Price $137.96

$229.95Previous Price $229.95

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5(2)

Clarks® Originals Clarks® Desert Chukka Boot (Men)

$140 – $150Current Price $140 to $150

4.3(11)

New

Vionic Livermore Water Repellent Lace-Up Bootie (Men)

$230Current Price $230

4.3(16)

Josef Seibel Earl 04 Chukka Boot (Men)

$180Current Price $180

5(1)

Timberland Redwood Falls Waterproof Lace-Up Boot (Men)

$160Current Price $160

4.6(140)

Gentle Souls Santo Chelsea Boot (Men)

$250Current Price $250

UGG® Mini Gore-Tex® Waterproof Boot (Men)

$114.96 – $137.96Current Price $114.96 to $137.96

$229.95Previous Price $229.95

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4(3)

Bogs Kicker II Waterproof Chelsea Rain Boot (Men)

$95Current Price $95

4.5(37)

Florsheim Forge Chelsea Boot (Men)

$130Current Price $130

5(2)

New

Clarks® Torhill Hi Chukka Boot (Men)

$140Current Price $140

4.6(14)

Ariat Hilo Moc Toe Slip-On (Men)

$89.95Current Price $89.95

4.9(114)

Ariat Booker Ultra Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(748)

Florsheim Launch Plain Toe Chukka (Men)

$135Current Price $135

Ariat Sport Rambler Western Boot (Men)

$179.95Current Price $179.95

4.8(77)

Red Wing 1907 Classic Moc Boot (Men)

$349.99Current Price $349.99

4.6(575)

UGG® Gender Inclusive Ultra Mini Crafted Regenerate Genuine Shearling Lined Bootie

$99.99Current Price $99.99

$199.95Previous Price $199.95

4.5(52)

DieHard Sunbird Composite Toe Work Shoe

$100Current Price $100

$144Previous Price $144

Ariat Booker Wide Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(746)

New

Johnston & Murphy Durham Waterproof Cap Toe Boot (Men)

$219Current Price $219

4.9(7)

Johnston & Murphy Reeve Chelsea Boot (Men)

$83.94 – $139Current Price $83.94 to $139

$139Previous Price $139

New Markdown

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(746)

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(751)

Johnston & Murphy Braxton Chukka Boot (Men)

$159Current Price $159

5(1)

Only a few left

Cole Haan Muir Waterproof Moc Toe Boot (Men)

$114.40Current Price $114.40

$208Previous Price $208

New Markdown

Bogs Digger Waterproof Ankle Boot (Men)

$85Current Price $85

3.7(54)

Merrell Moab 3 Mid Hiking Shoe (Men)

$150Current Price $150

4.5(256)

Vionic Uptown Jackson Boot - Wide Width Available (Men)

$230Current Price $230

5(1)

Cole Haan Roundhill Grand Waterproof Chukka Boot (Men)

$260Current Price $260

4.5(19)

Johnston & Murphy Upton Chelsea Boot (Men)

$119.99Current Price $119.99

$179Previous Price $179

4.6(134)

Ariat Alden Wide Square Toe Western Boot (Men)

$179.95Current Price $179.95

5(4)

Hoss Boot Company HOSS Buster Low Composite Toe Athletic Work Shoe

$130 – $140Current Price $130 to $140

Ariat Sport Herdsman Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

4.8(233)

Blundstone Footwear Gender Inclusive Blundstone Original Series Chelsea Boot

$179.95 – $184.95Current Price $179.95 to $184.95

4.3(6)

UGG® Classic Mini Boot (Men)

$169.95Current Price $169.95

4.8(36)

Pajar Fero 2.0 Waterproof Ankle Boot (Men)

$195Current Price $195

Johnston & Murphy Barrett Plain Toe Boot (Men)

$99.50 – $199Current Price $99.50 to $199

$199Previous Price $199

4(10)

Nordstrom Elijah Polished Leather Chelsea Boot (Men)

$74.98Current Price $74.98

$149.95Previous Price $149.95

New Markdown

5(3)

Ariat Sport Herdsman Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

4.7(163)

Timberland Oak Forge Boot (Men)

$225Current Price $225

5(5)

Birkenstock Highwood Chelsea Boot (Men)

$99.99 – $104.98Current Price $99.99 to $104.98

$209.95Previous Price $209.95

3.8(6)

Ariat Preston Wide Square Toe Cowboy Boot (Men)

$299.95Current Price $299.95

5(1)

Timberland White Ledge Waterproof Hiking Boot (Men)

$130Current Price $130

4.6(493)

Johnston & Murphy Calder 175th Chukka Boot (Men)

$159Current Price $159

$175Previous Price $175

4.1(10)

Only a few left

Florsheim Anthem Plain Toe Chukka (Men)

$145Current Price $145

UGG® Neumel Chelsea Boot (Men)

$149.95Current Price $149.95

4.7(61)

Ariat Hybrid Rancher Cowboy Boot (Men)

$199.95Current Price $199.95

4.5(235)

Clarks® Originals Wallabee Chukka Boot (Men)

$150 – $170Current Price $150 to $170

4.6(5)

Blundstone Footwear Originals Lace-Up Boot (Men)

$214.95Current Price $214.95

5(1)

Børn Nigel Low Boot (Men)

$150Current Price $150

4.1(7)

OluKai Mōlina Water Repellent Boot (Men)

$150Current Price $150

4.5(4)

Ariat Booker Wide Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(746)

Blundstone Footwear Classic Chelsea Boot (Men)

$209.95Current Price $209.95

4.9(21)

Ariat Bodie Western Boot (Men)

$179.95Current Price $179.95

4.8(19)

ECCO Metropole London Waterproof Suede Chukka Boot (Men)

$114.96Current Price $114.96

$229.95Previous Price $229.95

4.2(9)

Johnston & Murphy Calder Oiled Suede Chukka Boot (Men)

$179Current Price $179

4.6(10)