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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
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Under $100
  • All Boots
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461 items
Chandler Lug Chukka Boot (Men)
Allen Edmonds

Chandler Lug Chukka Boot (Men)

$77.98 – $199.97Current Price $77.98 to $199.97
(Extra 40% off select items)Includes extra 40% off select items.
$129.98Previous Price $129.98
$495.00Comparable value $495.00
Price Drop
(35)
Skiff Chukka Boot (Men)
AllSaints

Skiff Chukka Boot (Men)

$73.48Current Price $73.48
(Extra 40% off)Includes extra 40% off.
$122.47Previous Price $122.47
$299.00Comparable value $299.00
Price Drop
(1)
Weltridge Side Zip Boot (Men)
Clarks®

Weltridge Side Zip Boot (Men)

$42.73 – $94.97Current Price $42.73 to $94.97
(Extra 40% off select items)Includes extra 40% off select items.
$71.22Previous Price $71.22
$130.00Comparable value $130.00
Price Drop
(2)
Higgins Mill Lug Zip Boot (Men)
Allen Edmonds

Higgins Mill Lug Zip Boot (Men)

$89.97 – $199.97Current Price $89.97 to $199.97
(Extra 40% off select items)Includes extra 40% off select items.
$149.96 – $194.98Previous Price $149.96 to $194.98
$495.00Comparable value $495.00
Price Drop
(79)
Anderson Boot (Men)
Stuart Weitzman

Anderson Boot (Men)

$129.97Current Price $129.97
(77% off)77% off.
$575.00Comparable value $575.00
(1)
Only a few left
Grand Atlantic Chelsea Boot (Men)
Cole Haan

Grand Atlantic Chelsea Boot (Men)

$44.97Current Price $44.97
(Extra 40% off)Includes extra 40% off.
$74.96Previous Price $74.96
$200.00Comparable value $200.00
Price Drop
(3)
Odran Leather Boot (Men)
New
Bally

Odran Leather Boot (Men)

$299.97Current Price $299.97
(51% off)51% off.
$620.00Comparable value $620.00
Downing Chukka Boot (Men)
Allen Edmonds

Downing Chukka Boot (Men)

$169.97Current Price $169.97
(65% off)65% off.
$495.00Comparable value $495.00
(10)
Barrett Almond Toe Boot (Men)
New
Ariat

Barrett Almond Toe Boot (Men)

$159.97Current Price $159.97
(38% off)38% off.
$259.95Comparable value $259.95
(4)
Wren Chelsea Boot (Men)
Allen Edmonds

Wren Chelsea Boot (Men)

$159.97Current Price $159.97
(67% off)67% off.
$495.00Comparable value $495.00
(5)
Cheyanne Metro II Waterproof Boot (Men)
SOREL

Cheyanne Metro II Waterproof Boot (Men)

$79.97Current Price $79.97
(42% off)42% off.
$140.00Comparable value $140.00
(23)
Only a few left
Noog Fly Boot (Men)
Fly London

Noog Fly Boot (Men)

$154.97Current Price $154.97
(42% off)42% off.
$270.00Comparable value $270.00
Peter Chelsea Boot (Men)
VITTORIO RUSSO

Peter Chelsea Boot (Men)

$50.68 – $58.48Current Price $50.68 to $58.48
(Extra 40% off)Includes extra 40% off.
$84.48 – $97.47Previous Price $84.48 to $97.47
$225.00Comparable value $225.00
Price Drop
(5)
Claremont Chukka (Men)
Brooks Brothers

Claremont Chukka (Men)

$169.97Current Price $169.97
(62% off)62% off.
$449.00Comparable value $449.00
(2)
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
(493)
Chamberlin Grand Water Resistant Chelsea Boot (Men)
Cole Haan

Chamberlin Grand Water Resistant Chelsea Boot (Men)

$58.48Current Price $58.48
(Extra 40% off)Includes extra 40% off.
$97.47Previous Price $97.47
$260.00Comparable value $260.00
Price Drop
(10)
Dann Lugged Chukka Boot (Men)
Vince

Dann Lugged Chukka Boot (Men)

$71.97 – $159.97Current Price $71.97 to $159.97
(Extra 40% off select items)Includes extra 40% off select items.
$119.96Previous Price $119.96
$375.00Comparable value $375.00
Price Drop
(4)
Thomson Chukka Boot (Men)
Børn

Thomson Chukka Boot (Men)

$37.77Current Price $37.77
(Extra 40% off)Includes extra 40% off.
$62.96Previous Price $62.96
$130.00Comparable value $130.00
Price Drop
(27)
Only a few left
Grand Atlantic Chukka Boot - Wide Width Available (Men)
Cole Haan

Grand Atlantic Chukka Boot - Wide Width Available (Men)

$44.97Current Price $44.97
(Extra 40% off)Includes extra 40% off.
$74.96Previous Price $74.96
$200.00Comparable value $200.00
Price Drop
(42)
Dylan Chelsea Boot (Men)
Frye

Dylan Chelsea Boot (Men)

$189.97Current Price $189.97
(52% off)52% off.
$398.00Comparable value $398.00
(14)
Bowery Chukka Boot (Men)
Frye

Bowery Chukka Boot (Men)

$59.99 – $74.10Current Price $59.99 to $74.10
(Extra 40% off)Includes extra 40% off.
$99.99 – $123.50Previous Price $99.99 to $123.50
$348.00Comparable value $348.00
Price Drop
(51)
Eli Suede Chukka Boot (Men)
Børn

Eli Suede Chukka Boot (Men)

$35.08 – $40.48Current Price $35.08 to $40.48
(Extra 40% off)Includes extra 40% off.
$58.48 – $67.47Previous Price $58.48 to $67.47
$130.00Comparable value $130.00
Price Drop
(3)
Malibu Lug Sole Boot (Men)
Bruno Magli

Malibu Lug Sole Boot (Men)

$229.97Current Price $229.97
(48% off)48% off.
$450.00Comparable value $450.00
2.Zerogrand Chukka Boot (Men)
Cole Haan

2.Zerogrand Chukka Boot (Men)

$44.97 – $99.97Current Price $44.97 to $99.97
(Extra 40% off select items)Includes extra 40% off select items.
$74.96Previous Price $74.96
$338.00Comparable value $338.00
Price Drop
(400)
Crip Chelsea Boot (Men)
Roberto Cavalli

Crip Chelsea Boot (Men)

$159.97Current Price $159.97
(71% off)71% off.
$570.00Comparable value $570.00
(2)
Treyton Chukka Boot (Men)
VINTAGE FOUNDRY

Treyton Chukka Boot (Men)

$38.98Current Price $38.98
(Extra 40% off)Includes extra 40% off.
$64.98Previous Price $64.98
$200.00Comparable value $200.00
Price Drop
(6)
Tyler Plain Toe Boot (Men)
Frye

Tyler Plain Toe Boot (Men)

$58.48Current Price $58.48
(Extra 40% off)Includes extra 40% off.
$97.48Previous Price $97.48
$328.00Comparable value $328.00
Price Drop
(89)
Only a few left
Carson Hybrid Chukka Boot (Men)
Allen Edmonds

Carson Hybrid Chukka Boot (Men)

$58.48 – $149.97Current Price $58.48 to $149.97
(Extra 40% off select items)Includes extra 40% off select items.
$97.48 – $99.99Previous Price $97.48 to $99.99
$345.00Comparable value $345.00
Price Drop
(30)
Ryan Lug Sole Boot (Men)
BOSS

Ryan Lug Sole Boot (Men)

$99.97Current Price $99.97
(56% off)56% off.
$230.00Comparable value $230.00
Kam II Boot (Men)
Magnanni

Kam II Boot (Men)

$100.78 – $117.57Current Price $100.78 to $117.57
(Extra 40% off)Includes extra 40% off.
$167.98 – $195.96Previous Price $167.98 to $195.96
$495.00Comparable value $495.00
Price Drop
(5)
Harley Chelsea Boot (Men)
AllSaints

Harley Chelsea Boot (Men)

$58.48 – $129.97Current Price $58.48 to $129.97
(Extra 40% off select items)Includes extra 40% off select items.
$97.47Previous Price $97.47
$299.00Comparable value $299.00
Price Drop
(24)
Trunk Chelsea Boot (Men)
New
McQueen

Trunk Chelsea Boot (Men)

$479.97Current Price $479.97
(65% off)65% off.
$1,390.00Comparable value $1,390.00
Only a few left
Lincoln Chukka (Men)
Børn

Lincoln Chukka (Men)

$40.48 – $89.97Current Price $40.48 to $89.97
(Extra 40% off select items)Includes extra 40% off select items.
$67.47Previous Price $67.47
$155.00Comparable value $155.00
Price Drop
(6)
Zuma II Boot (Men)
Dr. Martens

Zuma II Boot (Men)

$74.97Current Price $74.97
(42% off)42% off.
$130.00Comparable value $130.00
(12)
Seth Memory Foam Chukka Boot (Men)
Eastland

Seth Memory Foam Chukka Boot (Men)

$26.97Current Price $26.97
(Extra 40% off)Includes extra 40% off.
$44.96Previous Price $44.96
$90.00Comparable value $90.00
Price Drop
(1)
Motion Ledge Mid Hiking Boot (Men)
Timberland

Motion Ledge Mid Hiking Boot (Men)

$69.97Current Price $69.97
(41% off)41% off.
$120.00Comparable value $120.00
Blaise Ankle Boot (Men)
VINTAGE FOUNDRY

Blaise Ankle Boot (Men)

$99.97Current Price $99.97
(62% off)62% off.
$269.00Comparable value $269.00
Only a few left
Lite Hybrid Chukka Boot (Men)
New
ECCO

Lite Hybrid Chukka Boot (Men)

$79.97Current Price $79.97
(42% off)42% off.
$140.00Comparable value $140.00
Joplin Lace Up Boot (Men)
Donald Pliner

Joplin Lace Up Boot (Men)

$149.97Current Price $149.97
(53% off)53% off.
$325.00Comparable value $325.00
(3)
Theo Chukka Boot (Men)
Børn

Theo Chukka Boot (Men)

$33.57 – $35.97Current Price $33.57 to $35.97
(Extra 40% off)Includes extra 40% off.
$55.96 – $59.96Previous Price $55.96 to $59.96
$130.00Comparable value $130.00
Price Drop
(9)
Grady Chukka Boot (Men)
Allen Edmonds

Grady Chukka Boot (Men)

$189.97 – $249.97Current Price $189.97 to $249.97
(Up to 65% off)Up to 65% off.
$550.00Comparable value $550.00
Horace Chukka Boot (Men)
TO BOOT NEW YORK

Horace Chukka Boot (Men)

$199.97Current Price $199.97
(52% off)52% off.
$425.00Comparable value $425.00
Chamberlain Cap Toe Boot (Men)
Cole Haan

Chamberlain Cap Toe Boot (Men)

$58.48Current Price $58.48
(Extra 40% off)Includes extra 40% off.
$97.47Previous Price $97.47
$310.00Comparable value $310.00
Price Drop
(1)
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
(9)
Newmark Grand Chelsea Boot (Men)
Cole Haan

Newmark Grand Chelsea Boot (Men)

$58.48Current Price $58.48
(Extra 40% off)Includes extra 40% off.
$97.47Previous Price $97.47
$360.00Comparable value $360.00
Price Drop
Augustine Boot (Men)
Stuart Weitzman

Augustine Boot (Men)

$189.73 – $241.48Current Price $189.73 to $241.48
(Extra 40% off)Includes extra 40% off.
$316.23 – $402.47Previous Price $316.23 to $402.47
$1,100.00Comparable value $1,100.00
Price Drop
(3)
Pampa Sport Waterproof Boot (Men)
Palladium

Pampa Sport Waterproof Boot (Men)

$49.97Current Price $49.97
(70% off)70% off.
$170.00Comparable value $170.00
(1)
Briggs Leather Boot (Men)
Allen Edmonds

Briggs Leather Boot (Men)

$179.97Current Price $179.97
(67% off)67% off.
$550.00Comparable value $550.00
(3)
Dain Combat Boot (Men)
Allen Edmonds

Dain Combat Boot (Men)

$80.97 – $179.97Current Price $80.97 to $179.97
(Extra 40% off select items)Includes extra 40% off select items.
$134.96Previous Price $134.96
$495.00Comparable value $495.00
Price Drop
(18)
Edmundo Water Repellent Combat Boot (Men)
Aquatalia

Edmundo Water Repellent Combat Boot (Men)

$116.97Current Price $116.97
(Extra 40% off)Includes extra 40% off.
$194.96Previous Price $194.96
$625.00Comparable value $625.00
Price Drop
(4)
2976 Wintergrip Water Resistant Chelsea Boot (Men)
Dr. Martens

2976 Wintergrip Water Resistant Chelsea Boot (Men)

$99.97Current Price $99.97
(47% off)47% off.
$190.00Comparable value $190.00
(53)
Huston Chelsea Boot (Men)
Roberto Cavalli

Huston Chelsea Boot (Men)

$159.97Current Price $159.97
(70% off)70% off.
$545.00Comparable value $545.00
(3)
George 2 Chelsea Boot (Men)
New
FERRAGAMO

George 2 Chelsea Boot (Men)

$529.97Current Price $529.97
(57% off)57% off.
$1,250.00Comparable value $1,250.00
Ankeny II Waterproof Hiking Boot (Men)
SOREL

Ankeny II Waterproof Hiking Boot (Men)

$89.97Current Price $89.97
(45% off)45% off.
$165.00Comparable value $165.00
(9)
New Tunley Chelsea Boot (Men)
BOSS

New Tunley Chelsea Boot (Men)

$149.97Current Price $149.97
(24% off)24% off.
$199.00Comparable value $199.00
(1)
Wallaston Chukka Boot (Men)
Clarks®

Wallaston Chukka Boot (Men)

$35.97 – $79.97Current Price $35.97 to $79.97
(Extra 40% off select items)Includes extra 40% off select items.
$59.96Previous Price $59.96
$120.00Comparable value $120.00
Price Drop
(2)
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
(1)
Double Zip Boot (Men)
KARL LAGERFELD PARIS

Double Zip Boot (Men)

$119.97Current Price $119.97
(40% off)40% off.
$200.00Comparable value $200.00
Joca Lug Sole Boot (Men)
Bruno Magli

Joca Lug Sole Boot (Men)

$68.38Current Price $68.38
(Extra 40% off)Includes extra 40% off.
$113.98Previous Price $113.98
$450.00Comparable value $450.00
Price Drop
(2)
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
Swellsole Scallywag Waterproof Boot (Men)
Reef

Swellsole Scallywag Waterproof Boot (Men)

$49.97Current Price $49.97
(52% off)52% off.
$105.00Comparable value $105.00
(3)
Apron Toe Combat Boot (Men)
New
KARL LAGERFELD PARIS

Apron Toe Combat Boot (Men)

$59.97Current Price $59.97
(76% off)76% off.
$250.00Comparable value $250.00
Hi-Line Waterproof Lace-Up Boot (Men)
SOREL

Hi-Line Waterproof Lace-Up Boot (Men)

$62.96Current Price $62.96
(65% off)65% off.
$185.00Comparable value $185.00
New Markdown
(27)
Storm Chelsea Rain Boot (Men)
Barbour

Storm Chelsea Rain Boot (Men)

$69.97Current Price $69.97
(51% off)51% off.
$145.00Comparable value $145.00
(1)
Brutus Combat Boot (Men)
Camper

Brutus Combat Boot (Men)

$129.97Current Price $129.97
(40% off)40% off.
$220.00Comparable value $220.00
Only a few left
Scotch Lug Sole Boot (Men)
Steve Madden

Scotch Lug Sole Boot (Men)

$79.97Current Price $79.97
(38% off)38% off.
$130.00Comparable value $130.00
(6)
Enrico Chelsea Boot (Men)
Aquatalia

Enrico Chelsea Boot (Men)

$229.97Current Price $229.97
(58% off)58% off.
$550.00Comparable value $550.00
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
Henry Chukka Boot (Men)
GREATS

Henry Chukka Boot (Men)

$59.97Current Price $59.97
(73% off)73% off.
$225.00Comparable value $225.00
(2)
Only a few left
Blacktail Waterproof Hiking Boot (Men)
Spyder

Blacktail Waterproof Hiking Boot (Men)

$79.97Current Price $79.97
(55% off)55% off.
$180.00Comparable value $180.00
(1)
Excavate Water Resistant Moc Toe Boot (Men)
NUNN BUSH

Excavate Water Resistant Moc Toe Boot (Men)

$69.97Current Price $69.97
(26% off)26% off.
$95.00Comparable value $95.00
(4)
Amos Chelsea Boot (Men)
Stuart Weitzman

Amos Chelsea Boot (Men)

$309.97Current Price $309.97
(47% off)47% off.
$595.00Comparable value $595.00
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