Men's Comfort Boots

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Gentle Souls Santo Chelsea Boot

$149.99 – $250Current Price $149.99 to $250

$250Previous Price $250

5(1)

Clarks® Originals Clarks® Desert Chukka Boot

$140Current Price $140

4.3(12)

Vionic Livermore Water Repellent Lace-Up Bootie

$230Current Price $230

4.4(17)

UGG® Neumel Chukka Boot

$154.95Current Price $154.95

4.8(530)

Ariat Sport Wide Square Toe Cowboy Boot

$189.95Current Price $189.95

4.8(451)

Josef Seibel Erroll Waterproof Chukka

$185Current Price $185

Blundstone Footwear Classic Chelsea Boot

$219.95Current Price $219.95

4.5(24)

New

UGG® Classic Ultra Mini Weather Hybrid Boot

$204.95Current Price $204.95

5(1)

Johnston & Murphy Barret Zip Boot

$198.95Current Price $198.95

4.9(20)

Ariat Wexford Waterproof Chelsea Boot

$199.95Current Price $199.95

4.5(304)

Florsheim Anthem Plain Toe Chukka

$145Current Price $145

Johnston & Murphy Durham Waterproof Cap Toe Boot

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

4.9(7)

Florsheim Forge Chukka Boot

$130Current Price $130

5(2)

UGG® Ultra Mini Classic Water Resistant Boot

$164.95Current Price $164.95

4.5(45)

Blundstone Footwear Gender Inclusive Blundstone Original Series Chelsea Boot

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

4.3(6)

Rockport Cassius Chelsea Boot

$160Current Price $160

4.3(6)

Cole Haan Roundhill Grand Waterproof Chukka Boot

$260Current Price $260

4.3(10)

Florsheim Forge Lace-Up Boot

$135Current Price $135

Red Wing Weekend Chukka Boot

$269.99Current Price $269.99

3.8(13)

Red Wing Iron Ranger Cap Toe Boot

$349.99Current Price $349.99

4.7(799)

UGG® Neumel Chelsea Boot

$154.95Current Price $154.95

4.7(61)

Blundstone Footwear All Terrain Series Water Resistant Chelsea Boot

$229.95 – $239.95Current Price $229.95 to $239.95

5(2)

Florsheim Anthem Plain Toe Chelsea Boot

$145Current Price $145

4.5(2)

ECCO Track 25 Waterproof Boot

$275Current Price $275

4.6(38)

Ariat Booker Ultra Chelsea Boot

$149.95Current Price $149.95

4.8(837)

UGG® Idyllwild Lace-Up Boot

$194.95Current Price $194.95

5(1)

Blundstone Footwear All Terrain Chelsea Service Shoe

$239.95Current Price $239.95

5(2)

Mephisto Berto Chukka Boot

$439Current Price $439

5(3)

Johnston & Murphy Reeve Zip Boot

$139.85Current Price $139.85

5(2)

Ariat Plano Cowboy Boot

$229.95 – $239.95Current Price $229.95 to $239.95

4.1(25)

Blundstone Footwear Original Water Resistant Chelsea Boot

$209.95Current Price $209.95

4.8(30)

Ariat Heritage R Toe Western Boot

$199.95Current Price $199.95

4.7(461)

Ariat Sport Rambler Western Boot

$179.95Current Price $179.95

4.8(82)

UGG® Classic Mini Boot

$174.95Current Price $174.95

4.8(37)

Blundstone Footwear Gender Inclusive Chelsea Boot

$219.95Current Price $219.95

4.6(7)

Hoss Boot Company HOSS Beta Soft Toe Wide Fit Work Shoe

$125 – $130Current Price $125 to $130

Clarks® Wallabee Suede Boot

$110Current Price $110

5(8)

New

Timberland Gridworks 6" Waterproof Work Boot

$170 – $180Current Price $170 to $180

4.4(60)

Gentle Souls Chaves Suede Chukka Boot

$225Current Price $225

New

UGG® Birch Hiker Shoe

$194.95Current Price $194.95

Blundstone Footwear Water Resistant Chelsea Boot

$199.95Current Price $199.95

Ariat Sport Outdoor Square Toe Cowboy Boot

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

4.8(150)

Timberland Mt. Maddsen Waterproof Hiking Boot

$125 – $130Current Price $125 to $130

4.6(600)

Florsheim 'Midtown' Zip Boot

$150Current Price $150

4.4(60)

Camper Pix Leather Ankle Boot

$215Current Price $215

Blundstone Footwear Water Resistant Lace-Up Boot

$244.95Current Price $244.95

Blundstone Footwear Chelsea Boot

$214.95Current Price $214.95

4.5(6)

Johnston & Murphy Jameson Chelsea Boot

$199Current Price $199

$295Previous Price $295

5(1)

Blundstone Footwear Water Resistant Chelsea Boot

$219.95Current Price $219.95

4.9(33)

Mephisto Pitt Mid Lace-Up Boot

$499Current Price $499

4.4(17)

Gentle Souls Almada Lug Sole Boot

$250Current Price $250

5(1)

Vionic Uptown Jackson Boot - Wide Width Available

$230Current Price $230

5(2)

Blundstone Footwear Original Water Resistant Chelsea Boot

$209.95Current Price $209.95

4.8(30)

Aquatalia Prospero Water Resistant Chelsea Boot

$450Current Price $450

New

Ariat Spitfire Chukka Boot

$129.95Current Price $129.95

4.7(344)

Aquatalia Bernardo Water Repellent Combat Boot

$495Current Price $495

UGG® Truckee Field Boot

$154.95Current Price $154.95

5(6)

Florsheim Launch Plain Toe Chukka

$135Current Price $135

Timberland Premium 6-Inch Waterproof Boot

$220Current Price $220

4.6(2775)

PIKOLINOS York M2M Lace-Up Cap Toe Boot

$250Current Price $250

4.5(2)

Børn Nigel Low Boot

$150Current Price $150

4.1(7)

Blundstone Footwear Original Water Resistant Chelsea Boot

$194.95Current Price $194.95

1(1)

UGG® Adirondack XXV Boot

$249.95Current Price $249.95

3.6(7)

Ariat Hybrid Low Boy Western Chelsea Boot

$159.95Current Price $159.95

4.8(197)

Blundstone Footwear Classic Chelsea Boot

$229.95Current Price $229.95

Blundstone Footwear Original Suede Water Resistant Chelsea Boot

$194.95Current Price $194.95

Camper Dean Chelsea Boot

$245Current Price $245

5(2)

New

UGG® Neumel Waterproof Hybrid Boot

$194.95Current Price $194.95

4.5(12)

UGG® Classic Boot

$194.95Current Price $194.95

4.7(210)

Blundstone Footwear Classic 587 Water Resistant Chelsea Boot

$219.95Current Price $219.95

4.9(23)

Rockport Flynn Plain Toe Derby Boot

$160Current Price $160

3.8(4)