Men's Boots Comfort Shoes

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Florsheim Anthem Plain Toe Chukka

$145Current Price $145

5(1)

Cole Haan Roundhill Grand Waterproof Chukka Boot

$260Current Price $260

4.3(10)

New

Ariat Spitfire Chukka Boot

$129.95Current Price $129.95

4.8(362)

New

Johnston & Murphy Hartford Chelsea Boot

$328Current Price $328

5(5)

Florsheim Forge Chukka Boot

$130Current Price $130

5(2)

Ariat Wexford Waterproof Chelsea Boot

$199.95Current Price $199.95

4.5(307)

Florsheim Launch Plain Toe Chukka

$135Current Price $135

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HOKA Arahi 8 Stability Running Shoe

$120 – $150Current Price $120 to $150

$150Previous Price $150

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5(6)

Red Wing Weekend Chukka Boot

$269.99Current Price $269.99

4(15)

Florsheim Forge Lace-Up Boot

$135Current Price $135

New

Ariat Rambler Recon Square Toe Chelsea Boot

$159.95 – $169.95Current Price $159.95 to $169.95

4.8(12)

New

Timberland Gridworks 6" Waterproof Work Boot

$170 – $180Current Price $170 to $180

4.4(62)

Ariat Clean Country Shoe

$139.95Current Price $139.95

4.5(28)

Florsheim Rucci Plain Toe Chukka Boot

$155Current Price $155

UGG® Ultra Mini Classic Water Resistant Boot

$164.95Current Price $164.95

4.5(46)

Florsheim Anthem Plain Toe Chelsea Boot

$145Current Price $145

3.8(4)

UGG® Neumel Chelsea Boot

$154.95Current Price $154.95

4.7(61)

Clarks® Originals Clarks® Desert Chukka Boot

$140Current Price $140

4.4(13)

Blundstone Footwear Gender Inclusive Blundstone Original Series Chelsea Boot

$179.95 – $194.95Current Price $179.95 to $194.95

4.3(6)

Timberland Premium 6-Inch Waterproof Boot

$220Current Price $220

4.6(2782)

Mephisto Alexander Chukka Boot

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ECCO Metropole Prague Chukka Boot

$240Current Price $240

5(1)

UGG® Truckee Field Boot

$154.95Current Price $154.95

5(6)

Johnston & Murphy Durham Waterproof Cap Toe Boot

$228.95 – $238.95Current Price $228.95 to $238.95

4.9(8)

UGG® Birch Hiker Shoe

$194.95Current Price $194.95

UGG® Classic Ultra Mini Weather Hybrid Boot

$204.95Current Price $204.95

5(1)

Ariat Sport Wide Square Toe Cowboy Boot

$189.95Current Price $189.95

4.8(456)

Ariat Wexford Waterproof Chelsea Boot

$209.95Current Price $209.95

4.6(288)

New

Clarks® Originals Clarks® Desert Trek Chukka Boot

$140 – $150Current Price $140 to $150

5(4)

Timberland Britton Road Mid Chelsea Boot

$160Current Price $160

4.6(43)

Ariat Spitfire H2O Waterproof Chukka Boot

$139.95Current Price $139.95

4.5(64)

Vionic Livermore Water Repellent Lace-Up Bootie

$230Current Price $230

4.4(17)

Clarks® Wallabee Suede Boot

$110Current Price $110

5(8)

Red Wing Classic Muleskinner Moc Toe Boot

$319.99Current Price $319.99

5(3)

New

Camper Peu Terreno Chukka

$225Current Price $225

New

Timberland Redwood Edge Essential Water Repellent Chelsea Boot

$140Current Price $140

4.7(25)

Aquatalia Bernardo Water Repellent Combat Boot

$495Current Price $495

New

Clarks® Cleyhill Hi Boot

$130Current Price $130

Johnston & Murphy Barret Zip Boot

$198.95Current Price $198.95

4.9(20)

Blundstone Footwear Chelsea Boot

$219.95Current Price $219.95

4.7(156)

Red Wing Iron Ranger Cap Toe Boot

$349.99Current Price $349.99

4.7(800)

New

Florsheim Redford Plain Toe Side Zip Boot

$145Current Price $145

Johnston & Murphy Latham Cap Toe Combat Boot

$328Current Price $328

4.8(6)

UGG® Idyllwild Lace-Up Boot

$194.95Current Price $194.95

5(1)

Blundstone Footwear Classic Chelsea Boot

$219.95 – $229.95Current Price $219.95 to $229.95

4.5(24)

Clarks® Originals Wallabee Chukka Boot

$150Current Price $150

4.6(5)

Ariat Sport Rambler Western Boot

$179.95Current Price $179.95

4.8(84)

Rockport Cassius Chelsea Boot

$160Current Price $160

4.3(6)

Vionic Uptown Jackson Boot - Wide Width Available

$230Current Price $230

4.3(4)

Gentle Souls Almada Lug Sole Boot

$250Current Price $250

5(1)

New

Camper Ground Leather Desert Boot

$245Current Price $245

Mephisto Berto Chukka Boot

$439Current Price $439

5(3)

Johnston & Murphy Calder Chelsea Boot

$188.95Current Price $188.95

4(4)

Blundstone Footwear Waterproof Leather Thermal Boot

$249.95Current Price $249.95

5(1)

New

Camper Peu Terreno Wallabee Chukka Boot

$225Current Price $225

Johnston & Murphy Calder Plain Toe Chelsea Boot

$188.95Current Price $188.95

3.9(19)

New

Timberland Gridworks 6" Waterproof Work Boot

$170Current Price $170

2(1)

Ariat Booker Ultra Chelsea Boot

$149.95Current Price $149.95

4.8(848)

Ariat Maverick Western Boot

$259.95Current Price $259.95

4.7(14)

Merrell Thermo Chill 2 Waterproof Boot

$150Current Price $150

4.5(26)

Ariat Booker Ultra Chelsea Boot

$149.95Current Price $149.95

4.8(843)

UGG® Adirondack XXV Boot

$249.95Current Price $249.95

3.6(7)

Florsheim Traveler Chukka Boot

$135Current Price $135

3(1)

Blundstone Footwear Water Resistant Chelsea Boot

$219.95Current Price $219.95

4.9(33)

New

Blundstone Footwear All Terrain Series Water Resistant Chelsea Boot

$229.95 – $244.95Current Price $229.95 to $244.95

5(2)

Timberland Redwood Edge Essential Water Repellent Boot

$160Current Price $160

4.7(33)

PIKOLINOS Vigo Water Resistant Boot

$230Current Price $230

Johnston & Murphy Calder Oiled Suede Chukka Boot

$188.95Current Price $188.95

4.6(10)

UGG® Neumel Chukka Boot

$154.95Current Price $154.95

4.8(530)

ECCO Track 25 Waterproof Boot

$275Current Price $275

4.6(38)

Ariat Sport Outdoor Square Toe Cowboy Boot

$169.95 – $179.95Current Price $169.95 to $179.95

4.8(153)