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Comfort Boots for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
  • Sneakers
144 items
Conrad Waterproof Hiking Boot (Men)
New
Propét

Conrad Waterproof Hiking Boot (Men)

$59.97Current Price $59.97
(57% off)57% off.
$139.99Comparable value $139.99
Stuart Chukka (Men)
New
Josef Seibel

Stuart Chukka (Men)

$69.97Current Price $69.97
(61% off)61% off.
$180.00Comparable value $180.00
Charge Work Boot - Wide Width Available
Dr. Scholl's

Charge Work Boot - Wide Width Available

$85.00Current Price $85.00
(34% off)34% off.
$130.00Comparable value $130.00
(45)
Chalet Chelsea Boot (Men)
Florsheim

Chalet Chelsea Boot (Men)

$69.96Current Price $69.96
(51% off)51% off.
$145.00Comparable value $145.00
(125)
Headout Waterproof Mid Hiking Shoe (Men)
New
KEEN

Headout Waterproof Mid Hiking Shoe (Men)

$79.97Current Price $79.97
(46% off)46% off.
$150.00Comparable value $150.00
(1)
Tempo Sol Waterproof Hiking Boot (Men)
Merrell

Tempo Sol Waterproof Hiking Boot (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
(2)
Speed Solo Mid Waterproof Hiking Boot (Men)
Merrell

Speed Solo Mid Waterproof Hiking Boot (Men)

$94.97Current Price $94.97
(40% off)40% off.
$160.00Comparable value $160.00
(6)
Karnak Water Resistant Moc Toe Boot - Wide Width Available (Men)
NUNN BUSH

Karnak Water Resistant Moc Toe Boot - Wide Width Available (Men)

$89.97Current Price $89.97
(Up to 25% off)Up to 25% off.
$110.00 – $120.00Comparable value $110.00 to $120.00
(3)
Norfolk Duck Boot (Men)
New
Sperry

Norfolk Duck Boot (Men)

$39.97Current Price $39.97
(60% off)60% off.
$100.00Comparable value $100.00
Barrett Almond Toe Boot (Men)
Ariat

Barrett Almond Toe Boot (Men)

$159.97Current Price $159.97
(38% off)38% off.
$259.95Comparable value $259.95
(9)
Bend Chelsea Boot (Men)
Birkenstock

Bend Chelsea Boot (Men)

$64.98Current Price $64.98
(61% off)61% off.
$170.00Comparable value $170.00
(3)
Maplewalk Moc Toe Boot (Men)
Clarks®

Maplewalk Moc Toe Boot (Men)

$79.97Current Price $79.97
(33% off)33% off.
$120.00Comparable value $120.00
(6)
Excavate Plain Toe Boot - Wide Width Available (Men)
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)
x One Of These Days Tony Moc Toe Boot (Men)
New
Sperry

x One Of These Days Tony Moc Toe Boot (Men)

$119.97Current Price $119.97
(60% off)60% off.
$300.00Comparable value $300.00
Boswell Chukka Boot (Men)
Johnston & Murphy

Boswell Chukka Boot (Men)

$49.98Current Price $49.98
(71% off)71% off.
$175.00Comparable value $175.00
(24)
'Targhee II' Waterproof Boot (Men)
New
KEEN

'Targhee II' Waterproof Boot (Men)

$89.97Current Price $89.97
(47% off)47% off.
$170.00Comparable value $170.00
(457)
Moab Speed 2 Waterproof Hiking Boot (Men)
Merrell

Moab Speed 2 Waterproof Hiking Boot (Men)

$109.97Current Price $109.97
(42% off)42% off.
$190.00Comparable value $190.00
(35)
Avenue Duck Boot (Men)
Sperry

Avenue Duck Boot (Men)

$49.97Current Price $49.97
(58% off)58% off.
$120.00Comparable value $120.00
(26)
Upton Chelsea Boot (Men)
Johnston & Murphy

Upton Chelsea Boot (Men)

$129.97Current Price $129.97
(27% off)27% off.
$179.00Comparable value $179.00
(7)
Downtown Western Boot (Men)
Ariat

Downtown Western Boot (Men)

$139.97Current Price $139.97
(46% off)46% off.
$259.95Comparable value $259.95
(23)
Speed Strike 2 Waterproof Hiking Boot (Men)
New
Merrell

Speed Strike 2 Waterproof Hiking Boot (Men)

Add to Bag or Wish List to see price(21)
Sidestrike West Glory Cowboy Boot (Men)
Ariat

Sidestrike West Glory Cowboy Boot (Men)

$179.97Current Price $179.97
(40% off)40% off.
$299.95Comparable value $299.95
(48)
Chelsea Lug Boot (Men)
New
UGG®

Chelsea Lug Boot (Men)

$99.97Current Price $99.97
(39% off)39% off.
$165.00Comparable value $165.00
(3)
Oakwood Cowboy Boot (Men)
Ariat

Oakwood Cowboy Boot (Men)

$129.97Current Price $129.97
(50% off)50% off.
$259.95Comparable value $259.95
(84)
Kingham Waterproof Boot (Men)
Ariat

Kingham Waterproof Boot (Men)

$99.97Current Price $99.97
(45% off)45% off.
$184.95Comparable value $184.95
(22)
Spitfire All Terrain Waterproof Chukka Boot (Men)
Ariat

Spitfire All Terrain Waterproof Chukka Boot (Men)

$89.97Current Price $89.97
(47% off)47% off.
$169.95Comparable value $169.95
(13)
Speed Solo Waterproof Mid Hiking Sneaker (Men)
Merrell

Speed Solo Waterproof Mid Hiking Sneaker (Men)

$94.97Current Price $94.97
(40% off)40% off.
$160.00Comparable value $160.00
(5)
Muir Waterproof Moc Toe Boot (Men)
New
Cole Haan

Muir Waterproof Moc Toe Boot (Men)

$56.96Current Price $56.96
(74% off)74% off.
$220.00Previous Price $220.00
(1)
Only a few left
Grand Remix Chukka Boot (Men)
Cole Haan

Grand Remix Chukka Boot (Men)

$99.97Current Price $99.97
(54% off)54% off.
$220.00Comparable value $220.00
(15)
Only a few left
Karnak Water Resistant Plain Toe Boot - Wide Width Available (Men)
NUNN BUSH

Karnak Water Resistant Plain Toe Boot - Wide Width Available (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
Chase Plain Toe Chukka Boot - Wide Width Available (Men)
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)
Shepton Chukka Boot (Men)
Clarks®

Shepton Chukka Boot (Men)

$48.73 – $74.97Current Price $48.73 to $74.97
(Up to 55% off select items)Up to 55% off select items.
$100.00 – $110.00Comparable value $100.00 to $110.00
(6)
Only a few left
Arcata Boot (Men)
New
Bogs

Arcata Boot (Men)

$119.97Current Price $119.97
(33% off)33% off.
$180.00Comparable value $180.00
(49)
Otto Chukka Boot - Wide Width Available (Men)
NUNN BUSH

Otto Chukka Boot - Wide Width Available (Men)

$49.97 – $79.97Current Price $49.97 to $79.97
(Up to 58% off)Up to 58% off.
$110.00 – $120.00Comparable value $110.00 to $120.00
(14)
Lockhart Mini Lug Suede Chelsea Boot (Men)
Nordstrom

Lockhart Mini Lug Suede Chelsea Boot (Men)

$32.48Current Price $32.48
(72% off)72% off.
$119.95Comparable value $119.95
(3)
Only a few left
Weltridge Side Zip Boot (Men)
Clarks®

Weltridge Side Zip Boot (Men)

$94.97Current Price $94.97
(26% off)26% off.
$130.00Comparable value $130.00
(3)
Only a few left
Brush Creek Western Boot (Men)
Ariat

Brush Creek Western Boot (Men)

$139.97Current Price $139.97
(46% off)46% off.
$259.95Comparable value $259.95
(14)
Lite Hybrid Chukka Boot (Men)
ECCO

Lite Hybrid Chukka Boot (Men)

$79.97Current Price $79.97
(42% off)42% off.
$140.00Comparable value $140.00
(1)
Ice Chukka Boot (Men)
New
Sperry

Ice Chukka Boot (Men)

$59.97Current Price $59.97
(60% off)60% off.
$150.00Comparable value $150.00
Esmond Plain Toe Chukka Boot (Men)
Dockers®

Esmond Plain Toe Chukka Boot (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
(10)
Circuit Plain Toe Chukka Boot - Wide Width Available (Men)
NUNN BUSH

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

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(17)
Venture Daze Ultra Mini Boot (Men)
UGG®

Venture Daze Ultra Mini Boot (Men)

$109.97Current Price $109.97
(38% off)38% off.
$180.00Comparable value $180.00
(22)
Futurity Champ Western Boot (Men)
New
Ariat

Futurity Champ Western Boot (Men)

$169.97Current Price $169.97
(41% off)41% off.
$289.95Comparable value $289.95
(61)
Odell II Wingtip Boot - Wide Width Available (Men)
NUNN BUSH

Odell II Wingtip Boot - Wide Width Available (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
(4)
Arcata Camo Chelsea Boot (Men)
New
Bogs

Arcata Camo Chelsea Boot (Men)

$109.97Current Price $109.97
(35% off)35% off.
$170.00Comparable value $170.00
(14)
Metropole London Waterproof Suede Chukka Boot (Men)
New
ECCO

Metropole London Waterproof Suede Chukka Boot (Men)

$62.96Current Price $62.96
(72% off)72% off.
$229.95Previous Price $229.95
(3)
Only a few left
Downtown Western Boot (Men)
Ariat

Downtown Western Boot (Men)

$139.97Current Price $139.97
(46% off)46% off.
$259.95Comparable value $259.95
(28)
Upton Chukka (Men)
Johnston & Murphy

Upton Chukka (Men)

$129.97Current Price $129.97
(27% off)27% off.
$179.00Comparable value $179.00
x John Deere Lace-Up Boot (Men)
SKECHERS

x John Deere Lace-Up Boot (Men)

$59.97Current Price $59.97
(55% off)55% off.
$135.00Comparable value $135.00
Hustler Narrow Cutter Toe Cowboy Boot (Men)
Ariat

Hustler Narrow Cutter Toe Cowboy Boot (Men)

$119.97Current Price $119.97
(52% off)52% off.
$249.95Comparable value $249.95
(35)
Emmett Waterproof Snow Boot (Men)
UGG®

Emmett Waterproof Snow Boot (Men)

$99.97Current Price $99.97
(33% off)33% off.
$150.00Comparable value $150.00
(137)
Ridgeback Oily Western Boot (Men)
Ariat

Ridgeback Oily Western Boot (Men)

$129.97Current Price $129.97
(40% off)40% off.
$219.95Comparable value $219.95
(38)
Only a few left
Sting Western Boot (Men)
Ariat

Sting Western Boot (Men)

$149.97Current Price $149.97
(46% off)46% off.
$279.95Comparable value $279.95
(101)
Downtown Western Boot (Men)
Ariat

Downtown Western Boot (Men)

$129.97Current Price $129.97
(50% off)50% off.
$259.95Comparable value $259.95
(21)
Wilder Western Boot (Men)
Ariat

Wilder Western Boot (Men)

$129.97Current Price $129.97
(48% off)48% off.
$249.95Comparable value $249.95
(32)
Franz Gore-Tex® Boot (Men)
ara

Franz Gore-Tex® Boot (Men)

$109.97Current Price $109.97
(54% off)54% off.
$240.00Comparable value $240.00
Only a few left
Sport Patriot Cowboy Boot (Men)
Ariat

Sport Patriot Cowboy Boot (Men)

$89.97Current Price $89.97
(47% off)47% off.
$169.95Comparable value $169.95
(292)
Tobias Lug Sole Boot (Men)
Dockers®

Tobias Lug Sole Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(6)
Thomas Lace-Up Boot (Men)
Dockers®

Thomas Lace-Up Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(6)
Ozark II Chukka Boot - Wide Width Available (Men)
NUNN BUSH

Ozark II Chukka Boot - Wide Width Available (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
(3)
Gore-Tex® Waterproof Desert Boot (Men)
New
Clarks® Originals

Gore-Tex® Waterproof Desert Boot (Men)

$89.97Current Price $89.97
(62% off)62% off.
$240.00Comparable value $240.00
Chalet Leather Cap Toe Boot (Men)
Florsheim

Chalet Leather Cap Toe Boot (Men)

$59.98Current Price $59.98
(61% off)61% off.
$155.00Comparable value $155.00
(26)
Only a few left
Moab 3 Waterproof Mid Hiking Boot (Men)
Merrell

Moab 3 Waterproof Mid Hiking Boot (Men)

$119.97Current Price $119.97
(40% off)40% off.
$200.00Comparable value $200.00
(47)
Futurity Showman Leather Cowboy Boot (Men)
New
Ariat

Futurity Showman Leather Cowboy Boot (Men)

$139.97Current Price $139.97
(51% off)51% off.
$289.95Comparable value $289.95
(145)
Wallabee Genuine Calf Hair Chukka (Men)
Clarks®

Wallabee Genuine Calf Hair Chukka (Men)

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
Fortino Water Repellent Boot (Men)
Aquatalia

Fortino Water Repellent Boot (Men)

$259.97Current Price $259.97
(58% off)58% off.
$625.00Comparable value $625.00
(2)
Bodie Cowboy Boot (Men)
Ariat

Bodie Cowboy Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
(21)
Slingshot Cowboy Boot (Men)
Ariat

Slingshot Cowboy Boot (Men)

$114.97Current Price $114.97
(52% off)52% off.
$239.95Comparable value $239.95
(128)
Premium 6-Inch Waterproof Boot (Men)
Timberland

Premium 6-Inch Waterproof Boot (Men)

$99.97Current Price $99.97
(52% off)52% off.
$210.00Comparable value $210.00
(2736)
Futurity Royal Western Boot (Men)
Ariat

Futurity Royal Western Boot (Men)

$179.97Current Price $179.97
(40% off)40% off.
$299.95Comparable value $299.95
(6)
Noog Fly Boot (Men)
Fly London

Noog Fly Boot (Men)

$124.97Current Price $124.97
(53% off)53% off.
$270.00Comparable value $270.00
Only a few left
Moab 3 Mid Waterproof Hiking Shoe (Men)
Merrell

Moab 3 Mid Waterproof Hiking Shoe (Men)

$99.97Current Price $99.97
(41% off)41% off.
$170.00Comparable value $170.00
(416)
Only a few left
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