Comfort Boots for Men

New

Clarks®

Torhill Lo Chukka Boot (Men)

$69.97Current Price $69.97

(46% off)46% off.

$130.00Comparable value $130.00

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

(4)

Sperry

Authentic Original Chukka Boot (Men)

$37.47Current Price $37.47

(71% off)71% off.

$130.00Comparable value $130.00

(5)

Only a few left

Clarks®

Wallaston Chukka Boot (Men)

$59.96 – $79.97Current Price $59.96 to $79.97

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

$120.00Comparable value $120.00

(6)

Cole Haan

Grand Remix Chukka Boot (Men)

$74.96 – $99.97Current Price $74.96 to $99.97

(Up to 67% off select items)Up to 67% off select items.

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

(15)

Cole Haan

Grand Atlantic Chukka Boot - Wide Width Available (Men)

$44.97Current Price $44.97

(77% off)77% off.

$200.00Comparable value $200.00

(43)

NUNN BUSH

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

$49.97Current Price $49.97

(47% off)47% off.

$95.00Comparable value $95.00

(14)

Johnston & Murphy

Boswell Chukka Boot (Men)

$58.48 – $67.47Current Price $58.48 to $67.47

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

$175.00Comparable value $175.00

(17)

Ariat

'Lookout' Moc Toe Boot (Men)

$79.97Current Price $79.97

(50% off)50% off.

$159.95Comparable value $159.95

(70)

Børn

Theo Chukka Boot (Men)

$35.97 – $55.96Current Price $35.97 to $55.96

(Up to 72% off)Up to 72% off.

$130.00Comparable value $130.00

(13)

Johnston & Murphy

Upton Chelsea Boot (Men)

$129.97Current Price $129.97

(27% off)27% off.

$179.00Comparable value $179.00

(7)

New

Birkenstock

Bend Chelsea Boot (Men)

$99.97Current Price $99.97

(41% off)41% off.

$170.00Comparable value $170.00

Dockers®

Esmond Chukka Boot (Men)

$59.97Current Price $59.97

(36% off)36% off.

$95.00Comparable value $95.00

(5)

Florsheim

Chalet Chelsea Boot (Men)

$99.97Current Price $99.97

(31% off)31% off.

$145.00Comparable value $145.00

(121)

Ariat

Spitfire Leather Chukka Boot (Men)

$69.97Current Price $69.97

(50% off)50% off.

$139.95Comparable value $139.95

(53)

Clarks®

Wallaston Low Chukka Boot (Men)

$84.97Current Price $84.97

(22% off)22% off.

$110.00Comparable value $110.00

(2)

ECCO

Lite Hybrid Chukka Boot (Men)

$79.97Current Price $79.97

(42% off)42% off.

$140.00Comparable value $140.00

Johnston & Murphy

Brody Chelsea Boot (Men)

$49.99Current Price $49.99

(69% off)69% off.

$165.00Comparable value $165.00

(19)

Ariat

Spitfire Leather Chukka Boot (Men)

$59.97Current Price $59.97

(53% off)53% off.

$129.95Comparable value $129.95

(331)

Clarks®

Weltridge Side Zip Boot (Men)

$94.97Current Price $94.97

(26% off)26% off.

$130.00Comparable value $130.00

(3)

New

Clarks®

Jaxen Easy Chelsea Boot (Men)

$99.97Current Price $99.97

(16% off)16% off.

$120.00Comparable value $120.00

New

UGG®

Chukka Lug Boot (Men)

$89.97Current Price $89.97

(40% off)40% off.

$150.00Comparable value $150.00

Only a few left

New

Timberland

Premium 6-Inch Waterproof Patent Boot (Men)

$99.97Current Price $99.97

(52% off)52% off.

$210.00Comparable value $210.00

(2724)

NUNN BUSH

Karnak Water Resistant Moc Toe Boot (Men)

$89.97Current Price $89.97

(18% off)18% off.

$110.00Comparable value $110.00

(3)

Eastland

Chimney Pond Chelsea Boot (Men)

$74.96Current Price $74.96

(48% off)48% off.

$145.00Comparable value $145.00

Only a few left

Cole Haan

2.Zerogrand Chukka Boot (Men)

$44.97 – $99.97Current Price $44.97 to $99.97

(Up to 86% off select items)Up to 86% off select items.

$338.00Comparable value $338.00

(403)

Only a few left

New

Clarks®

Wallabee FTR2 Moc Toe Chukka Boot (Men)

$79.97Current Price $79.97

(42% off)42% off.

$140.00Comparable value $140.00

UGG®

Neumel Chukka Boot (Men)

$99.97Current Price $99.97

(Up to 35% off)Up to 35% off.

$150.00 – $155.00Comparable value $150.00 to $155.00

(461)

Only a few left

Ariat

Hustler Narrow Cutter Toe Cowboy Boot (Men)

$119.97Current Price $119.97

(52% off)52% off.

$249.95Comparable value $249.95

(17)

New

Timberland

Premium 6-Inch Waterproof Patent Boot (Men)

$99.97Current Price $99.97

(52% off)52% off.

$210.00Comparable value $210.00

Ariat

Barrett Almond Toe Boot (Men)

$159.97Current Price $159.97

(38% off)38% off.

$259.95Comparable value $259.95

(5)

New

Clarks® Originals

Wallabee Scout Chukka Boot (Men)

$139.97Current Price $139.97

(Up to 51% off)Up to 51% off.

$270.00 – $290.00Comparable value $270.00 to $290.00

Cole Haan

Morse GRANDFØAM Chukka Boot (Men)

$58.48 – $97.47Current Price $58.48 to $97.47

(Up to 73% off)Up to 73% off.

$220.00Comparable value $220.00

(8)

Johnston & Murphy

Borland Chelsea Boot (Men)

$55.96 – $59.96Current Price $55.96 to $59.96

(Up to 65% off)Up to 65% off.

$160.00Comparable value $160.00

(7)

NUNN BUSH

Ozark II Chukka Boot (Men)

$89.97Current Price $89.97

(18% off)18% off.

$110.00Comparable value $110.00

(3)

Clarks®

Wallaston Low Chukka Sneaker (Men)

$84.97Current Price $84.97

(22% off)22% off.

$110.00Comparable value $110.00

Cole Haan

Grand Atlantic Chelsea Boot (Men)

$44.97 – $74.96Current Price $44.97 to $74.96

(Up to 77% off)Up to 77% off.

$200.00Comparable value $200.00

(8)

Only a few left

Ariat

Spitfire All Terrain Waterproof Chukka Boot (Men)

$89.97Current Price $89.97

(47% off)47% off.

$169.95Comparable value $169.95

(11)

NUNN BUSH

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

$41.22 – $54.97Current Price $41.22 to $54.97

(Up to 54% off select items)Up to 54% off select items.

$90.00Comparable value $90.00

(17)

Dockers®

Esmond Plain Toe Chukka Boot (Men)

$59.97Current Price $59.97

(29% off)29% off.

$85.00Comparable value $85.00

(10)

NUNN BUSH

Karnak Water Resistant Plain Toe Boot (Men)

$89.97Current Price $89.97

(18% off)18% off.

$110.00Comparable value $110.00

Aquatalia

Fortino Water Repellent Boot (Men)

$149.99 – $259.97Current Price $149.99 to $259.97

(Up to 76% off select items)Up to 76% off select items.

$625.00Comparable value $625.00

(3)

Børn

Eli Suede Chukka Boot (Men)

$40.48 – $58.48Current Price $40.48 to $58.48

(Up to 68% off)Up to 68% off.

$130.00Comparable value $130.00

(3)

Ariat

Downtown Western Boot (Men)

$129.97Current Price $129.97

(50% off)50% off.

$259.95Comparable value $259.95

(25)

Ariat

Wexford Chelsea Boot (Men)

$99.97Current Price $99.97

(47% off)47% off.

$189.95Comparable value $189.95

(4)

Johnston & Murphy

Upton Chukka (Men)

$129.97Current Price $129.97

(27% off)27% off.

$179.00Comparable value $179.00

Eastland

Herman Water Resistant Chelsea Boot (Men)

$59.96 – $79.97Current Price $59.96 to $79.97

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

$135.00Comparable value $135.00

(4)

Only a few left

NUNN BUSH

Otto Chukka Boot - Wide Width Available (Men)

$69.97 – $79.97Current Price $69.97 to $79.97

(Up to 27% off)Up to 27% off.

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

(14)

New

Ariat

Downtown Western Boot (Men)

$139.97Current Price $139.97

(46% off)46% off.

$259.95Comparable value $259.95

(21)

Timberland

Motion Ledge Mid Hiking Boot (Men)

$69.97Current Price $69.97

(41% off)41% off.

$120.00Comparable value $120.00

Cole Haan

Chamberlin Grand Water Resistant Chelsea Boot (Men)

$97.47 – $119.97Current Price $97.47 to $119.97

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

$260.00Comparable value $260.00

(11)

New

Clarks®

Wallabee Chukka (Men)

$79.97Current Price $79.97

(52% off)52% off.

$170.00Comparable value $170.00

Timberland

Attleboro Mid Chukka Boot (Men)

$69.97Current Price $69.97

(46% off)46% off.

$130.00Comparable value $130.00

(5)

Ariat

Ridgeback Round Toe Cowboy Boot (Men)

$109.97Current Price $109.97

(50% off)50% off.

$219.95Comparable value $219.95

(10)

Nordstrom

Lockhart Mini Lug Suede Chelsea Boot (Men)

$49.97Current Price $49.97

(58% off)58% off.

$119.95Comparable value $119.95

(2)

Clarks®

Walpath Waterproof Chukka Boot (Men)

$99.97Current Price $99.97

(23% off)23% off.

$130.00Comparable value $130.00

(2)

Only a few left

NUNN BUSH

Excavate Plain Toe Boot - Wide Width Available (Men)

$64.97Current Price $64.97

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

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

(4)

Clarks®

Shepton Easy Chelsea Boot (Men)

$94.97Current Price $94.97

(26% off)26% off.

$130.00Comparable value $130.00

Clarks®

Maplewalk Moc Toe Boot (Men)

$79.97Current Price $79.97

(33% off)33% off.

$120.00Comparable value $120.00

(6)

Ariat

Hybrid Low Boy Chelsea Boot (Men)

$99.97Current Price $99.97

(37% off)37% off.

$159.95Comparable value $159.95

(35)

Dockers®

Dylan Chelsea Boot (Men)

$59.97Current Price $59.97

(36% off)36% off.

$95.00Comparable value $95.00

(5)

New

Ariat

Quickdraw Western Boot (Men)

$119.97Current Price $119.97

(50% off)50% off.

$239.95Comparable value $239.95

(103)

Deer Stags

Garfield Plain Toe Chukka Boot (Men)

$64.97Current Price $64.97

(35% off)35% off.

$100.00Comparable value $100.00

Only a few left

Ariat

Sport Square Toe Western Boot (Men)

$99.97Current Price $99.97

(47% off)47% off.

$189.95Comparable value $189.95

(26)

Only a few left

UGG®

Neumel Chelsea Boot (Men)

$99.97Current Price $99.97

(35% off)35% off.

$155.00Comparable value $155.00

(29)

Only a few left

Cole Haan

Grand Lug Sole Boot (Men)

$64.98Current Price $64.98

(51% off)51% off.

$135.00Comparable value $135.00

(2)

Only a few left

New

UGG®

Classic Ultra Mini Regen Boot (Men)

$119.97Current Price $119.97

(29% off)29% off.

$170.00Comparable value $170.00

(5)

Only a few left

New

Ariat

Oakwood Cowboy Boot (Men)

$139.97Current Price $139.97

(46% off)46% off.

$259.95Comparable value $259.95

(78)

Ariat

Sport Stratten Leather Boot (Men)

$99.97Current Price $99.97

(47% off)47% off.

$189.95Comparable value $189.95

(82)

Dockers®

Truman Chelsea Boot (Men)

$59.97Current Price $59.97

(36% off)36% off.

$95.00Comparable value $95.00

(5)

Clarks®

Steadwell Dress Boot (Men)

$99.97Current Price $99.97

(23% off)23% off.

$130.00Comparable value $130.00

Only a few left

New

Clarks® Originals

Wallabee Gore-Tex® Waterproof Shoe (Men)

$99.97Current Price $99.97

(60% off)60% off.

$250.00Comparable value $250.00

Only a few left