Comfort Boots for Men

Børn

Theo Chukka Boot (Men)

$59.97 – $79.97Current Price $59.97 to $79.97

(Up to 53% off select items)Up to 53% off select items.

$130.00Comparable value $130.00

(6)

Aquatalia

Gustavo Zip Combat Boot (Men)

$259.97Current Price $259.97

(58% off)58% off.

$625.00Comparable value $625.00

Cole Haan

Chamberlin Grand Chukka Boot (Men)

$97.47 – $129.97Current Price $97.47 to $129.97

(Up to 66% off select items)Up to 66% off select items.

$290.00Comparable value $290.00

(1)

Johnston & Murphy

Boswell Chukka Boot (Men)

$89.97Current Price $89.97

(48% off)48% off.

$175.00Comparable value $175.00

(10)

New!

Cole Haan

Morse GRANDFØAM Chukka Boot (Men)

$129.97Current Price $129.97

(40% off)40% off.

$220.00Comparable value $220.00

Aquatalia

Edmundo Water Repellent Combat Boot (Men)

$259.97Current Price $259.97

(58% off)58% off.

$625.00Comparable value $625.00

(3)

Clarks®

Shepton Chukka Boot (Men)

$74.97Current Price $74.97

(Up to 31% off)Up to 31% off.

$100.00 – $110.00Comparable value $100.00 to $110.00

(1)

Johnston & Murphy

Barrett Alpine Boot (Men)

$99.97Current Price $99.97

(45% off)45% off.

$185.00Comparable value $185.00

(10)

Aquatalia

Fortino Water Repellent Boot (Men)

$259.97Current Price $259.97

(58% off)58% off.

$625.00Comparable value $625.00

(1)

Cole Haan

2.Zerogrand Chukka Boot (Men)

$99.97Current Price $99.97

(70% off)70% off.

$338.00Comparable value $338.00

(397)

Eastland

High Fidelity Leather Boot (Men)

$79.97 – $119.97Current Price $79.97 to $119.97

(Up to 40% off)Up to 40% off.

$135.00Comparable value $135.00

(1)

Florsheim

Ruvo Chelsea Boot (Men)

$109.97Current Price $109.97

(26% off)26% off.

$150.00Comparable value $150.00

(21)

Florsheim

Chalet Leather Cap Toe Boot (Men)

$109.97Current Price $109.97

(29% off)29% off.

$155.00Comparable value $155.00

(16)

Ariat

Futurity Finalist Genuine Caiman Leather Boot (Men)

$299.97Current Price $299.97

(53% off)53% off.

$639.95Comparable value $639.95

(64)

Only a few left

Florsheim

Forge Lace-Up Boot (Men)

$109.97Current Price $109.97

(18% off)18% off.

$135.00Comparable value $135.00

Florsheim

Chalet Chelsea Boot (Men)

$99.97Current Price $99.97

(31% off)31% off.

$145.00Comparable value $145.00

(112)

Clarks®

Weltridge Side Zip Boot (Men)

$94.97Current Price $94.97

(26% off)26% off.

$130.00Comparable value $130.00

(2)

Clarks®

Wallaston Chukka Boot (Men)

$79.97Current Price $79.97

(33% off)33% off.

$120.00Comparable value $120.00

(1)

New!

Clarks®

Wallaston Low Chukka Boot (Men)

$84.97Current Price $84.97

(22% off)22% off.

$110.00Comparable value $110.00

Florsheim

Forge Chelsea Boot (Men)

$109.97Current Price $109.97

(15% off)15% off.

$130.00Comparable value $130.00

(1)

NUNN BUSH

Chase Plain Toe Chukka Boot - Wide Width Available (Men)

$44.97 – $54.97Current Price $44.97 to $54.97

(Up to 52% off)Up to 52% off.

$90.00 – $95.00Comparable value $90.00 to $95.00

(13)

New!

Timberland

Attleboro Chelsea Boot (Men)

$69.97Current Price $69.97

(Up to 50% off)Up to 50% off.

$130.00 – $140.00Comparable value $130.00 to $140.00

(7)

Børn

Lincoln Chukka (Men)

$89.97Current Price $89.97

(41% off)41% off.

$155.00Comparable value $155.00

(4)

Eastland

Allagash Standard Derby Boot (Men)

$99.97Current Price $99.97

(31% off)31% off.

$145.00Comparable value $145.00

Clarks®

Maplewalk Rise Boot (Men)

$89.97Current Price $89.97

(25% off)25% off.

$120.00Comparable value $120.00

NUNN BUSH

Karnak Water Resistant Plain Toe Boot (Men)

$89.97Current Price $89.97

(18% off)18% off.

$110.00Comparable value $110.00

Eastland

'Seneca' Moc Toe Boot (Men)

$74.97Current Price $74.97

(40% off)40% off.

$125.00Comparable value $125.00

Aquatalia

Gitano Genuine Shearling Lined Water Repellent Boot (Men)

$259.97Current Price $259.97

(58% off)58% off.

$625.00Comparable value $625.00

(1)

Eastland

Ethan 1955 Cap Toe Boot (Men)

$99.99Current Price $99.99

(55% off)55% off.

$225.00Comparable value $225.00

Only a few left

Cole Haan

Chamberlin Grand Water Resistant Chelsea Boot (Men)

$129.97Current Price $129.97

(50% off)50% off.

$260.00Comparable value $260.00

(7)

New!

Timberland

Premium Waterproof Lace-Up Chukka Boot (Men)

$59.97Current Price $59.97

(60% off)60% off.

$150.00Comparable value $150.00

(41)

Merrell

Moab 3 Vista Waterproof Mid Hiking Shoe (Men)

$69.97Current Price $69.97

(53% off)53% off.

$150.00Comparable value $150.00

(42)

Johnston & Murphy

Upton Chukka Boot (Men)

$69.97Current Price $69.97

(58% off)58% off.

$169.00Comparable value $169.00

(18)

Børn

Seth Chukka Boot (Men)

$89.97Current Price $89.97

(35% off)35% off.

$140.00Comparable value $140.00

(7)

Johnston & Murphy

Barrett Water Resistant Boot (Men)

$99.97Current Price $99.97

(45% off)45% off.

$185.00Comparable value $185.00

(60)

Cole Haan

Grand Atlantic Chukka Boot - Wide Width Available (Men)

$74.97 – $99.97Current Price $74.97 to $99.97

(Up to 62% off select items)Up to 62% off select items.

$200.00Comparable value $200.00

(38)

Aquatalia

Edwin Weatherproof Lace-Up Boot (Men)

$239.97Current Price $239.97

(58% off)58% off.

$575.00Comparable value $575.00

New!

Ariat

Barrett Almond Toe Boot (Men)

$159.97Current Price $159.97

(38% off)38% off.

$259.95Comparable value $259.95

(4)

Only a few left

Aquatalia

Edwin Weatherproof Lace-Up Boot (Men)

$239.97Current Price $239.97

(58% off)58% off.

$575.00Comparable value $575.00

Cole Haan

Chamberlain Cap Toe Boot (Men)

$129.97Current Price $129.97

(58% off)58% off.

$310.00Comparable value $310.00

(1)

Dockers®

Tobias Lug Sole Boot (Men)

$59.97Current Price $59.97

(36% off)36% off.

$95.00Comparable value $95.00

Johnston & Murphy

Henson XC4 Waterproof Chukka Boot (Men)

$99.97 – $109.97Current Price $99.97 to $109.97

(Up to 49% off)Up to 49% off.

$199.00Comparable value $199.00

(18)

Børn

Eli Suede Chukka Boot (Men)

$89.97Current Price $89.97

(30% off)30% off.

$130.00Comparable value $130.00

(2)

Johnston & Murphy

Hutson Plain Toe Boot (Men)

$74.97 – $99.97Current Price $74.97 to $99.97

(Up to 55% off select items)Up to 55% off select items.

$169.00Comparable value $169.00

(2)

Eastland

Baxter Boot (Men)

$69.97Current Price $69.97

(48% off)48% off.

$135.00Comparable value $135.00

Ariat

Heritage Western Boot (Men)

$112.47Current Price $112.47

(40% off)40% off.

$189.95Comparable value $189.95

(348)

New!

Timberland

Killington Trekker Mid Boot (Men)

$69.97Current Price $69.97

(50% off)50% off.

$140.00Comparable value $140.00

Timberland

Newmarket Chukka Boot (Men)

$89.97Current Price $89.97

(40% off)40% off.

$150.00Comparable value $150.00

(6)

Eastland

Belgrade Boot (Men)

$74.97Current Price $74.97

(46% off)46% off.

$140.00Comparable value $140.00

Johnston & Murphy

Calder Chukka Boot (Men)

$79.97Current Price $79.97

(51% off)51% off.

$165.00Comparable value $165.00

(21)

Florsheim

Azzano Plain Toe Chukka Boot (Men)

$109.97Current Price $109.97

(24% off)24% off.

$145.00Comparable value $145.00

Clarks®

Maplewalk Moc Toe Boot (Men)

$79.97Current Price $79.97

(33% off)33% off.

$120.00Comparable value $120.00

(6)

NUNN BUSH

Karnak Water Resistant Moc Toe Boot (Men)

$89.97Current Price $89.97

(18% off)18% off.

$110.00Comparable value $110.00

(3)

Cole Haan

Grand Remix Chukka Boot (Men)

$99.97Current Price $99.97

(Up to 56% off)Up to 56% off.

$220.00 – $230.00Comparable value $220.00 to $230.00

(14)

Johnston & Murphy

Brody Chelsea Boot (Men)

$69.97Current Price $69.97

(57% off)57% off.

$165.00Comparable value $165.00

(18)

Dockers®

Truman Chelsea Boot (Men)

$59.97Current Price $59.97

(36% off)36% off.

$95.00Comparable value $95.00

(1)

NUNN BUSH

Ozark II Chukka Boot (Men)

$89.97Current Price $89.97

(18% off)18% off.

$110.00Comparable value $110.00

(3)

Timberland

Britton Road Mid Gore-Tex® Waterproof Boot (Men)

$149.97Current Price $149.97

(42% off)42% off.

$260.00Comparable value $260.00

Ariat

Willie French Toe Western Boot (Men)

$149.97Current Price $149.97

(40% off)40% off.

$249.95Comparable value $249.95

(6)

Only a few left

Cole Haan

Grand Atlantic Chelsea Boot (Men)

$74.97 – $99.97Current Price $74.97 to $99.97

(Up to 62% off select items)Up to 62% off select items.

$200.00Comparable value $200.00

(2)

Johnston & Murphy

Chadwick Cap Toe Boot (Men)

$89.97Current Price $89.97

(54% off)54% off.

$198.00Comparable value $198.00

(2)

Dockers®

Davis Lace-Up Boot (Men)

$59.97Current Price $59.97

(36% off)36% off.

$95.00Comparable value $95.00

(6)

Nordstrom

Payton Mini Lug Pebbled Leather Chukka Boot (Men)

$69.97Current Price $69.97

(46% off)46% off.

$129.95Comparable value $129.95

(12)

Only a few left

New!

Sperry

Coldbay Waterproof 3-Eye Duck Shoe (Men)

$49.97Current Price $49.97

(61% off)61% off.

$130.00Comparable value $130.00

Only a few left

NUNN BUSH

Delton Plain Toe Chelsea Boot (Men)

$54.97Current Price $54.97

(42% off)42% off.

$95.00Comparable value $95.00

Merrell

Moab 3 Mid Waterproof Hiking Shoe (Men)

$99.97Current Price $99.97

(41% off)41% off.

$170.00Comparable value $170.00

(367)

Eastland

'Lumber Up' Moc Toe Boot (Men)

$74.97 – $99.97Current Price $74.97 to $99.97

(Up to 50% off select items)Up to 50% off select items.

$135.00 – $150.00Comparable value $135.00 to $150.00

(4)

New!

Sperry

Clifton Waterproof Chelsea Duck Boot (Men)

$49.97Current Price $49.97

(54% off)54% off.

$110.00Comparable value $110.00

Eastland

Hugo Boot

$44.97 – $59.97Current Price $44.97 to $59.97

(Up to 55% off select items)Up to 55% off select items.

$100.00Comparable value $100.00

Eastland

Seth Memory Foam Chukka Boot (Men)

$44.97Current Price $44.97

(50% off)50% off.

$90.00Comparable value $90.00

(1)

NUNN BUSH

Otto Chukka Boot - Wide Width Available (Men)

$44.97 – $79.97Current Price $44.97 to $79.97

(Up to 52% off)Up to 52% off.

$95.00 – $110.00Comparable value $95.00 to $110.00

(13)

UGG®

Classic Mini Atherson Boot (Men)

$99.97Current Price $99.97

(47% off)47% off.

$190.00Comparable value $190.00

(7)