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Comfort Boots for Men

  • All Comfort
  • Boots
  • Dress Shoes
  • Loafers & Oxfords
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232 items
Oscar Waterproof Boot (Men)
Pajar

Oscar Waterproof Boot (Men)

$89.97Current Price $89.97
(55% off)55% off.
$200.00Comparable value $200.00
Only a few left
Turbo 8 USA Waterproof Work Boot (Men)
Ariat

Turbo 8 USA Waterproof Work Boot (Men)

$139.97Current Price $139.97
(36% off)36% off.
$219.95Comparable value $219.95
(45)
Avenue Duck Boot (Men)
Black Friday Deal
Sperry

Avenue Duck Boot (Men)

$39.99Current Price $39.99
(66% off)66% off.
$120.00Comparable value $120.00
(11)
Gustavo Zip Combat Boot (Men)
New!
Aquatalia

Gustavo Zip Combat Boot (Men)

$259.97Current Price $259.97
(58% off)58% off.
$625.00Comparable value $625.00
Finn Plain Toe Boot (Men)
Eastland

Finn Plain Toe Boot (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
(2)
Endeavor 6-Inch Waterproof Work Boot (Men)
Ariat

Endeavor 6-Inch Waterproof Work Boot (Men)

$99.97Current Price $99.97
(50% off)50% off.
$199.95Comparable value $199.95
(87)
Only a few left
Delton Plain Toe Chelsea Boot (Men)
NUNN BUSH

Delton Plain Toe Chelsea Boot (Men)

$54.97Current Price $54.97
(42% off)42% off.
$95.00Comparable value $95.00
Ryman Western Boot (Men)
Ariat

Ryman Western Boot (Men)

$109.97Current Price $109.97
(62% off)62% off.
$289.95Comparable value $289.95
(17)
Only a few left
Steadfast Western Boot (Men)
Ariat

Steadfast Western Boot (Men)

$99.97Current Price $99.97
(58% off)58% off.
$239.95Comparable value $239.95
(26)
Only a few left
Joss Water Resistant Boot (Men)
Pajar

Joss Water Resistant Boot (Men)

$79.97Current Price $79.97
(63% off)63% off.
$220.00Comparable value $220.00
Only a few left
Hugo Boot
Eastland

Hugo Boot

$59.97Current Price $59.97
(40% off)40% off.
$100.00Comparable value $100.00
Classic Short Hybrid Winter Boot (Men)
UGG®

Classic Short Hybrid Winter Boot (Men)

$99.97Current Price $99.97
(54% off)54% off.
$220.00Comparable value $220.00
(10)
Waterproof Moc Toe Lug Sole Boot (Men)
Rockport

Waterproof Moc Toe Lug Sole Boot (Men)

$89.97Current Price $89.97
(40% off)40% off.
$150.00Comparable value $150.00
(19)
Heritage Western Boot (Men)
Ariat

Heritage Western Boot (Men)

$139.97Current Price $139.97
(26% off)26% off.
$189.95Comparable value $189.95
(345)
Dylan Chelsea Boot (Men)
Dockers®

Dylan Chelsea Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
Stump Jumper Boot (Men)
Ariat

Stump Jumper Boot (Men)

$119.97Current Price $119.97
(40% off)40% off.
$199.95Comparable value $199.95
(24)
Only a few left
Moc Toe Boot (Men)
Dockers®

Moc Toe Boot (Men)

$64.97Current Price $64.97
(31% off)31% off.
$95.00Comparable value $95.00
(1)
Edmundo Water Repellent Combat Boot (Men)
New!
Aquatalia

Edmundo Water Repellent Combat Boot (Men)

$259.97Current Price $259.97
(58% off)58% off.
$625.00Comparable value $625.00
(2)
Dax Waterproof Chelsea Boot (Men)
Bos. & Co.

Dax Waterproof Chelsea Boot (Men)

$124.97Current Price $124.97
(54% off)54% off.
$275.00Comparable value $275.00
(2)
Only a few left
Grand Atlantic Chelsea Boot (Men)
New!
Cole Haan

Grand Atlantic Chelsea Boot (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(2)
Hybrid Rancher BOA® Waterproof Cowboy Boot (Men)
Ariat

Hybrid Rancher BOA® Waterproof Cowboy Boot (Men)

$119.97Current Price $119.97
(52% off)52% off.
$249.95Comparable value $249.95
(31)
Only a few left
x John Deere Segment 2.0 Waterproof Chelsea Boot (Men)
New!
SKECHERS

x John Deere Segment 2.0 Waterproof Chelsea Boot (Men)

$59.97Current Price $59.97
(53% off)53% off.
$128.00Comparable value $128.00
(4)
Float Lace-Up SeaCycled™ Duck Boot (Men)
Sperry

Float Lace-Up SeaCycled™ Duck Boot (Men)

$44.97Current Price $44.97
(59% off)59% off.
$110.00Comparable value $110.00
Trekker Mid Sneaker (Men)
NUNN BUSH

Trekker Mid Sneaker (Men)

$54.97Current Price $54.97
(35% off)35% off.
$85.00Comparable value $85.00
(2)
Truman Chelsea Boot (Men)
Dockers®

Truman Chelsea Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(1)
Karnak Plain Toe Chelsea Boot (Men)
NUNN BUSH

Karnak Plain Toe Chelsea Boot (Men)

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
Slingshot Western Boot (Men)
Ariat

Slingshot Western Boot (Men)

$149.97Current Price $149.97
(34% off)34% off.
$229.95Comparable value $229.95
(57)
Saltwater Duck Toe Boot (Men)
New!
Sperry

Saltwater Duck Toe Boot (Men)

$39.97Current Price $39.97
(69% off)69% off.
$130.00Comparable value $130.00
(69)
Britton Road Mid Gore-Tex® Waterproof Boot (Men)
Timberland

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

$149.97Current Price $149.97
(42% off)42% off.
$260.00Comparable value $260.00
Spitfire Leather Chukka Boot (Men)
New!
Ariat

Spitfire Leather Chukka Boot (Men)

$69.97Current Price $69.97
(50% off)50% off.
$139.95Comparable value $139.95
(41)
OriginalGrand Chukka Boot (Men)
New!
Cole Haan

OriginalGrand Chukka Boot (Men)

$119.97Current Price $119.97
(33% off)33% off.
$180.00Comparable value $180.00
(52)
Only a few left
Dakoda Chelsea Boot (Men)
NUNN BUSH

Dakoda Chelsea Boot (Men)

$44.97 – $54.97Current Price $44.97 to $54.97
(Up to 52% off)Up to 52% off.
$95.00Comparable value $95.00
(24)
'Daily Double' Chelsea Boot (Men)
Eastland

'Daily Double' Chelsea Boot (Men)

$99.97Current Price $99.97
(20% off)20% off.
$125.00Comparable value $125.00
(8)
Cold Bay Duck Boot (Men)
Sperry

Cold Bay Duck Boot (Men)

$49.97Current Price $49.97
(61% off)61% off.
$130.00Comparable value $130.00
(22)
Float Waterproof Rain Boot (Men)
Sperry

Float Waterproof Rain Boot (Men)

$39.97Current Price $39.97
(57% off)57% off.
$95.00Comparable value $95.00
(7)
Downtown Stonewash Suede Cowboy Boot (Men)
Ariat

Downtown Stonewash Suede Cowboy Boot (Men)

$129.97Current Price $129.97
(45% off)45% off.
$239.95Comparable value $239.95
(14)
Only a few left
Patterson Cap Toe Chukka Boot (Men)
Eastland

Patterson Cap Toe Chukka Boot (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
Sport Square Toe Cowboy Boot (Men)
Ariat

Sport Square Toe Cowboy Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
(34)
Only a few left
Turbo 8 Waterproof Work Boot (Men)
Ariat

Turbo 8 Waterproof Work Boot (Men)

$99.97Current Price $99.97
(42% off)42% off.
$174.95Comparable value $174.95
(2)
Only a few left
Dustin Boot (Men)
Dockers®

Dustin Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
Belgrade Boot (Men)
New!
Eastland

Belgrade Boot (Men)

$74.97Current Price $74.97
(46% off)46% off.
$140.00Comparable value $140.00
Cryus Chelsea Boot (Men)
Eastland

Cryus Chelsea Boot (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
(10)
Otto Chukka Boot - Wide Width Available (Men)
NUNN BUSH

Otto Chukka Boot - Wide Width Available (Men)

$44.97 – $74.97Current Price $44.97 to $74.97
(Up to 52% off)Up to 52% off.
$95.00Comparable value $95.00
(11)
Telford Lace-Up Boot (Men)
Dockers®

Telford Lace-Up Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
Neumel Waterproof Hybrid Boot (Men)
UGG®

Neumel Waterproof Hybrid Boot (Men)

$119.97Current Price $119.97
(36% off)36% off.
$190.00Comparable value $190.00
(5)
Bangor Chukka Boot
Deer Stags

Bangor Chukka Boot

$54.97Current Price $54.97
(45% off)45% off.
$100.00Comparable value $100.00
Sport Patriot Cowboy Boot (Men)
Ariat

Sport Patriot Cowboy Boot (Men)

$99.97Current Price $99.97
(41% off)41% off.
$169.95Comparable value $169.95
(289)
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
(16)
Classic 6-Inch Waterproof Boot (Men)
New!
Timberland

Classic 6-Inch Waterproof Boot (Men)

$89.97Current Price $89.97
(46% off)46% off.
$168.00Comparable value $168.00
(1)
Futurity Finalist Caiman Leather Boot (Men)
Ariat

Futurity Finalist Caiman Leather Boot (Men)

$299.97Current Price $299.97
(53% off)53% off.
$639.95Comparable value $639.95
(64)
Only a few left
Garfield Plain Toe Chukka Boot (Men)
Deer Stags

Garfield Plain Toe Chukka Boot (Men)

$64.97Current Price $64.97
(35% off)35% off.
$100.00Comparable value $100.00
1912 Plain Toe Chelsea Boot (Men)
NUNN BUSH

1912 Plain Toe Chelsea Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
(2)
Turbo 8 USA Waterproof Work Boot (Men)
New!
Ariat

Turbo 8 USA Waterproof Work Boot (Men)

$139.97Current Price $139.97
(39% off)39% off.
$229.95Comparable value $229.95
(51)
Futurity Cashout Square Toe Boot (Men)
Ariat

Futurity Cashout Square Toe Boot (Men)

$169.97Current Price $169.97
(39% off)39% off.
$279.95Comparable value $279.95
(9)
Top-Sider Saltwater Quilted Duck Boot (Men)
Sperry

Top-Sider Saltwater Quilted Duck Boot (Men)

$49.97Current Price $49.97
(58% off)58% off.
$120.00Comparable value $120.00
(1)
Baxter Boot (Men)
New!
Eastland

Baxter Boot (Men)

$69.97Current Price $69.97
(48% off)48% off.
$135.00Comparable value $135.00
Neumel High Weather Hybrid Waterproof Boot (Men)
UGG®

Neumel High Weather Hybrid Waterproof Boot (Men)

$99.97Current Price $99.97
(52% off)52% off.
$210.00Comparable value $210.00
(3)
Saltwater Duck Boot (Men)
Sperry

Saltwater Duck Boot (Men)

$49.97Current Price $49.97
(61% off)61% off.
$130.00Comparable value $130.00
Only a few left
Gender Inclusive Classic Mini Pumped Molded UGGplush Boot
New!
UGG®

Gender Inclusive Classic Mini Pumped Molded UGGplush Boot

$139.97Current Price $139.97
(30% off)30% off.
$200.00Comparable value $200.00
Dash Waterproof Boot (Men)
Bos. & Co.

Dash Waterproof Boot (Men)

$124.97Current Price $124.97
(Up to 56% off)Up to 56% off.
$275.00 – $290.00Comparable value $275.00 to $290.00
(2)
Otis II Chelsea Boot (Men)
NUNN BUSH

Otis II Chelsea Boot (Men)

$94.97Current Price $94.97
(13% off)13% off.
$110.00Comparable value $110.00
(1)
Morse GRANDFØAM Chukka Boot (Men)
New!
Cole Haan

Morse GRANDFØAM Chukka Boot (Men)

$109.97Current Price $109.97
(51% off)51% off.
$228.00Comparable value $228.00
Brody Chelsea Boot (Men)
Johnston & Murphy

Brody Chelsea Boot (Men)

$69.97Current Price $69.97
(57% off)57% off.
$165.00Comparable value $165.00
(18)
Only a few left
Hudson Western Boot (Men)
Ariat

Hudson Western Boot (Men)

$149.97Current Price $149.97
(40% off)40% off.
$249.95Comparable value $249.95
(4)
Futurity Time Western Boot (Men)
Ariat

Futurity Time Western Boot (Men)

$149.97Current Price $149.97
(46% off)46% off.
$279.95Comparable value $279.95
(65)
Otto Plain Toe Chukka Boot - Wide Width Available (Men)
NUNN BUSH

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

$69.97Current Price $69.97
(36% off)36% off.
$110.00Comparable value $110.00
(7)
Cowpuncher Venttek Western Boot (Men)
Ariat

Cowpuncher Venttek Western Boot (Men)

$149.97Current Price $149.97
(42% off)42% off.
$259.95Comparable value $259.95
(35)
Grand Woodbury Waterproof Boot (Men)
Cole Haan

Grand Woodbury Waterproof Boot (Men)

$144.97Current Price $144.97
(42% off)42% off.
$250.00Comparable value $250.00
(2)
Carlsbad Western Boot (Men)
Ariat

Carlsbad Western Boot (Men)

$149.97Current Price $149.97
(50% off)50% off.
$299.95Comparable value $299.95
(30)
Only a few left
Calgary Chukka Boot (Men)
Black Friday Deal
Dockers®

Calgary Chukka Boot (Men)

$59.99Current Price $59.99
(36% off)36% off.
$95.00Comparable value $95.00
Newmark Grand Water Resistant Chelsea Boot (Men)
Cole Haan

Newmark Grand Water Resistant Chelsea Boot (Men)

$129.97Current Price $129.97
(63% off)63% off.
$360.00Comparable value $360.00
(1)
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
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