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Discover shipping and pickup options near you.

Boots for Men

Men’s dress boots.
Dress Boots
A men’s Chelsea boot.
Chelsea
A men’s lace-up boot.
Combat & Lace-Up
Men’s rain and snow boots.
Rain & Snow
Men’s UGG® boots.
UGG®
Men’s boots under $100.
Under $100
  • All Boots
  • Chelsea
  • Chukka
  • Combat & Lace-Up
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  • Boots Under $100
404 items
Chalet Chelsea Boot (Men)
Florsheim

Chalet Chelsea Boot (Men)

$69.96Current Price $69.96
(51% off)51% off.
$145.00Comparable value $145.00
New Markdown
(121)
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
Dominic Plain Toe Boot (Men)
Vince

Dominic Plain Toe Boot (Men)

$109.99 – $169.97Current Price $109.99 to $169.97
(Up to 72% off select items)Up to 72% off select items.
$395.00Comparable value $395.00
New Markdown
(5)
'Lookout' Moc Toe Boot (Men)
Ariat

'Lookout' Moc Toe Boot (Men)

$79.97Current Price $79.97
(50% off)50% off.
$159.95Comparable value $159.95
(70)
Terrex Anylander Mid R.RDY Waterproof Hiking Boot (Men)
adidas

Terrex Anylander Mid R.RDY Waterproof Hiking Boot (Men)

$79.97Current Price $79.97
(20% off)20% off.
$100.00Comparable value $100.00
(600)
Stratton Chukka Boot (Men)
VANCE CO

Stratton Chukka Boot (Men)

$74.97Current Price $74.97
(31% off)31% off.
$109.99Comparable value $109.99
(1)
New Tunley Chelsea Boot (Men)
BOSS

New Tunley Chelsea Boot (Men)

$58.48 – $149.97Current Price $58.48 to $149.97
(Up to 70% off select items)Up to 70% off select items.
$199.00Comparable value $199.00
New Markdown
(3)
Tristen Boot (Men)
MADDEN

Tristen Boot (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
(51)
Futurity Cashout Square Toe Boot (Men)
Ariat

Futurity Cashout Square Toe Boot (Men)

$159.97Current Price $159.97
(42% off)42% off.
$279.95Comparable value $279.95
(26)
Colby Chelsea Boot (Men)
BOSS

Colby Chelsea Boot (Men)

$99.99 – $149.97Current Price $99.99 to $149.97
(Up to 49% off select items)Up to 49% off select items.
$199.00Comparable value $199.00
New Markdown
(2)
Ridgeback Oily Western Boot (Men)
New
Ariat

Ridgeback Oily Western Boot (Men)

$129.97Current Price $129.97
(40% off)40% off.
$219.95Comparable value $219.95
(38)
Ridgeback Round Toe Cowboy Boot (Men)
Ariat

Ridgeback Round Toe Cowboy Boot (Men)

$109.97Current Price $109.97
(50% off)50% off.
$219.95Comparable value $219.95
(10)
Boswell Chukka Boot (Men)
Johnston & Murphy

Boswell Chukka Boot (Men)

$49.98Current Price $49.98
(71% off)71% off.
$175.00Comparable value $175.00
New Markdown
(17)
Tempo Sol Waterproof Hiking Boot (Men)
New
Merrell

Tempo Sol Waterproof Hiking Boot (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
(1)
Claus Chukka Boot (Men)
Dune London

Claus Chukka Boot (Men)

$89.97Current Price $89.97
(52% off)52% off.
$190.00Comparable value $190.00
Shepton Easy Chelsea Boot (Men)
Clarks®

Shepton Easy Chelsea Boot (Men)

$64.98 – $94.97Current Price $64.98 to $94.97
(Up to 50% off select items)Up to 50% off select items.
$130.00Comparable value $130.00
New Markdown
Braise Combat Boot (Men)
Roberto Cavalli

Braise Combat Boot (Men)

$99.99 – $159.97Current Price $99.99 to $159.97
(Up to 82% off select items)Up to 82% off select items.
$570.00Comparable value $570.00
New Markdown
(7)
Downtown Western Boot (Men)
Ariat

Downtown Western Boot (Men)

$139.97Current Price $139.97
(46% off)46% off.
$259.95Comparable value $259.95
(26)
Neumal Crafted Regenerate Water Resistant Chukka Boot (Men)
UGG®

Neumal Crafted Regenerate Water Resistant Chukka Boot (Men)

$119.97Current Price $119.97
(40% off)40% off.
$200.00Comparable value $200.00
(4)
Only a few left
Scotch Lug Sole Boot (Men)
Steve Madden

Scotch Lug Sole Boot (Men)

$34.99Current Price $34.99
(73% off)73% off.
$130.00Comparable value $130.00
New Markdown
(11)
Eddison Chukka Boot (Men)
Magnanni

Eddison Chukka Boot (Men)

$164.98Current Price $164.98
(64% off)64% off.
$465.00Comparable value $465.00
New Markdown
(3)
Hybrid Low Boy Chelsea Boot (Men)
Ariat

Hybrid Low Boy Chelsea Boot (Men)

$99.97Current Price $99.97
(37% off)37% off.
$159.95Comparable value $159.95
(35)
Readhead Chukka Boot (Men)
Barbour

Readhead Chukka Boot (Men)

$109.97Current Price $109.97
(50% off)50% off.
$220.00Comparable value $220.00
(2)
Only a few left
Sawyer Chelsea Boot (Men)
MADDEN

Sawyer Chelsea Boot (Men)

$24.98 – $34.96Current Price $24.98 to $34.96
(Up to 72% off)Up to 72% off.
$90.00Comparable value $90.00
New Markdown
(14)
Quickdraw Western Boot (Men)
New
Ariat

Quickdraw Western Boot (Men)

$119.97Current Price $119.97
(50% off)50% off.
$239.95Comparable value $239.95
(103)
Joplin Lace Up Boot (Men)
Donald Pliner

Joplin Lace Up Boot (Men)

$89.98 – $149.97Current Price $89.98 to $149.97
(Up to 72% off select items)Up to 72% off select items.
$325.00Comparable value $325.00
New Markdown
(3)
Whitman Chukka Boot (Men)
VITTORIO RUSSO

Whitman Chukka Boot (Men)

$84.98 – $89.98Current Price $84.98 to $89.98
(Up to 62% off)Up to 62% off.
$225.00Comparable value $225.00
New Markdown
(3)
Hustler Narrow Cutter Toe Cowboy Boot (Men)
New
Ariat

Hustler Narrow Cutter Toe Cowboy Boot (Men)

$119.97Current Price $119.97
(52% off)52% off.
$249.95Comparable value $249.95
(17)
Jaxen Easy Chelsea Boot (Men)
New
Clarks®

Jaxen Easy Chelsea Boot (Men)

$99.97Current Price $99.97
(16% off)16% off.
$120.00Comparable value $120.00
Emmett Waterproof Snow Boot (Men)
New
UGG®

Emmett Waterproof Snow Boot (Men)

$99.97Current Price $99.97
(33% off)33% off.
$150.00Comparable value $150.00
(133)
Only a few left
Marlow Chukka Boot (Men)
VINTAGE FOUNDRY

Marlow Chukka Boot (Men)

$54.97Current Price $54.97
(70% off)70% off.
$185.00Comparable value $185.00
Wren Chelsea Boot (Men)
Allen Edmonds

Wren Chelsea Boot (Men)

$159.97Current Price $159.97
(67% off)67% off.
$495.00Comparable value $495.00
(6)
Martin Chelsea Boot (Men)
VINTAGE FOUNDRY

Martin Chelsea Boot (Men)

$49.97Current Price $49.97
(71% off)71% off.
$175.00Comparable value $175.00
(8)
Speed Strike 2 Waterproof Hiking Boot (Men)
New
Merrell

Speed Strike 2 Waterproof Hiking Boot (Men)

$84.97 – $89.97Current Price $84.97 to $89.97
(Up to 25% off)Up to 25% off.
$110.00 – $120.00Comparable value $110.00 to $120.00
(15)
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
(31)
Walpath Waterproof Chukka Boot (Men)
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
Slingshot Cowboy Boot (Men)
Ariat

Slingshot Cowboy Boot (Men)

$119.97Current Price $119.97
(50% off)50% off.
$239.95Comparable value $239.95
(119)
Motion Ledge Mid Hiking Boot (Men)
Timberland

Motion Ledge Mid Hiking Boot (Men)

$48.96Current Price $48.96
(59% off)59% off.
$120.00Comparable value $120.00
New Markdown
Slabtown '62™ Waterproof Moc Toe Boot (Men)
New
SOREL

Slabtown '62™ Waterproof Moc Toe Boot (Men)

$99.97Current Price $99.97
(42% off)42% off.
$175.00Comparable value $175.00
(11)
Bushwick Chukka Boot (Men)
Anthony Veer

Bushwick Chukka Boot (Men)

$74.97Current Price $74.97
(48% off)48% off.
$145.99Comparable value $145.99
(1)
Chukka Lug Boot (Men)
New
UGG®

Chukka Lug Boot (Men)

$89.97Current Price $89.97
(40% off)40% off.
$150.00Comparable value $150.00
Only a few left
Oakwood Cowboy Boot (Men)
New
Ariat

Oakwood Cowboy Boot (Men)

$139.97Current Price $139.97
(46% off)46% off.
$259.95Comparable value $259.95
(78)
Higgins Hiker Lug Sole Boot (Men)
Allen Edmonds

Higgins Hiker Lug Sole Boot (Men)

$179.97Current Price $179.97
(63% off)63% off.
$495.00Comparable value $495.00
(20)
Only a few left
Slater Chelsea Boot (Men)
VANCE CO

Slater Chelsea Boot (Men)

$74.97Current Price $74.97
(31% off)31% off.
$109.99Comparable value $109.99
(1)
Karnak Water Resistant Plain Toe Boot (Men)
NUNN BUSH

Karnak Water Resistant Plain Toe Boot (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
Driggs Chelsea Boot (Men)
Allen Edmonds

Driggs Chelsea Boot (Men)

$199.97Current Price $199.97
(59% off)59% off.
$495.00Comparable value $495.00
(3)
Taskorn Combat Boot (Men)
MADDEN

Taskorn Combat Boot (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(50)
Wexford Chelsea Boot (Men)
Ariat

Wexford Chelsea Boot (Men)

$99.97Current Price $99.97
(47% off)47% off.
$189.95Comparable value $189.95
(4)
Delton Plain Toe Chukka Boot (Men)
NUNN BUSH

Delton Plain Toe Chukka Boot (Men)

$54.97Current Price $54.97
(42% off)42% off.
$95.00Comparable value $95.00
Esmond Chukka Boot (Men)
Dockers®

Esmond Chukka Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(5)
Eddy Waterproof Leather Boot (Men)
Align

Eddy Waterproof Leather Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
Kingston Chukka Boot (Men)
Donald Pliner

Kingston Chukka Boot (Men)

$89.98 – $139.97Current Price $89.98 to $139.97
(Up to 72% off select items)Up to 72% off select items.
$325.00Comparable value $325.00
New Markdown
(3)
Truman Chelsea Boot (Men)
Dockers®

Truman Chelsea Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(5)
Upton Chukka (Men)
Johnston & Murphy

Upton Chukka (Men)

$129.97Current Price $129.97
(27% off)27% off.
$179.00Comparable value $179.00
Jerome Chukka Boot (Men)
New
Vince

Jerome Chukka Boot (Men)

$149.97Current Price $149.97
(49% off)49% off.
$295.00Comparable value $295.00
Only a few left
Downtown Western Boot (Men)
New
Ariat

Downtown Western Boot (Men)

$139.97Current Price $139.97
(46% off)46% off.
$259.95Comparable value $259.95
(21)
Bowery Lace-Up Boot (Men)
Frye

Bowery Lace-Up Boot (Men)

$179.97Current Price $179.97
(49% off)49% off.
$358.00Comparable value $358.00
(51)
Only a few left
Gainsly Chelsea Boot (Men)
Tommy Hilfiger

Gainsly Chelsea Boot (Men)

$41.96 – $59.97Current Price $41.96 to $59.97
(Up to 66% off select items)Up to 66% off select items.
$125.00Comparable value $125.00
New Markdown
(2)
Bodie Cowboy Boot (Men)
Ariat

Bodie Cowboy Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
(16)
Maverick Western Boot (Men)
New
Ariat

Maverick Western Boot (Men)

$139.97Current Price $139.97
(46% off)46% off.
$259.95Comparable value $259.95
(5)
Harbin Chukka Boot (Men)
Tommy Hilfiger

Harbin Chukka Boot (Men)

$24.99 – $39.99Current Price $24.99 to $39.99
(Up to 79% off)Up to 79% off.
$119.00Comparable value $119.00
New Markdown
(10)
Futurity Relentless Western Boot (Men)
Ariat

Futurity Relentless Western Boot (Men)

$159.97Current Price $159.97
(46% off)46% off.
$299.95Comparable value $299.95
(4)
Only a few left
Kingham Waterproof Boot (Men)
Ariat

Kingham Waterproof Boot (Men)

$99.97Current Price $99.97
(45% off)45% off.
$184.95Comparable value $184.95
(22)
Sesame Chelsea Boot (Men)
Tommy Hilfiger

Sesame Chelsea Boot (Men)

$54.97Current Price $54.97
(53% off)53% off.
$119.00Comparable value $119.00
(40)
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)
Crip Chelsea Boot (Men)
Roberto Cavalli

Crip Chelsea Boot (Men)

$99.98 – $159.97Current Price $99.98 to $159.97
(Up to 82% off select items)Up to 82% off select items.
$570.00Comparable value $570.00
New Markdown
(3)
Cian Side Zip Boot (Men)
Dune London

Cian Side Zip Boot (Men)

$89.97Current Price $89.97
(52% off)52% off.
$190.00Comparable value $190.00
Dain Combat Boot (Men)
Allen Edmonds

Dain Combat Boot (Men)

$109.98 – $179.97Current Price $109.98 to $179.97
(Up to 77% off select items)Up to 77% off select items.
$495.00Comparable value $495.00
New Markdown
(17)
Darnell Zip Boot (Men)
VANCE CO

Darnell Zip Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$109.99Comparable value $109.99
(2)
Chamberlin Grand Water Resistant Chelsea Boot (Men)
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)
Only a few left
Attleboro Mid Chukka Boot (Men)
Timberland

Attleboro Mid Chukka Boot (Men)

$69.97Current Price $69.97
(46% off)46% off.
$130.00Comparable value $130.00
(5)
Slabtown '62™ Waterproof Boot (Men)
New
SOREL

Slabtown '62™ Waterproof Boot (Men)

$99.97Current Price $99.97
(47% off)47% off.
$190.00Comparable value $190.00
(5)
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