Men's Boots Under $100

Dr. Martens

2976 Wintergrip Water Resistant Chelsea Boot (Men)

$99.97Current Price $99.97

(47% off)47% off.

$190.00Comparable value $190.00

(38)

New!

Tommy Hilfiger

Roklan Chelsea Boot (Men)

$59.97Current Price $59.97

(53% off)53% off.

$129.00Comparable value $129.00

KARL LAGERFELD PARIS

Suede Lug Chukka Boot (Men)

$69.97Current Price $69.97

(68% off)68% off.

$225.00Comparable value $225.00

(32)

Steve Madden

Sawyer Chelsea Boot (Men)

$49.97Current Price $49.97

(44% off)44% off.

$90.00Comparable value $90.00

(7)

New!

Steve Madden

Scotch Lug Sole Boot (Men)

$79.97Current Price $79.97

(38% off)38% off.

$130.00Comparable value $130.00

Florsheim

Chalet Chelsea Boot (Men)

$99.97Current Price $99.97

(31% off)31% off.

$145.00Comparable value $145.00

(108)

Tommy Hilfiger

Harbin Chukka Boot (Men)

$59.97Current Price $59.97

(49% off)49% off.

$119.00Comparable value $119.00

(7)

Clarks®

Maplewalk Rise Boot (Men)

$89.97Current Price $89.97

(25% off)25% off.

$120.00Comparable value $120.00

SOREL

Slabtown 62 Waterproof Chelsea Boot (Men)

$99.97Current Price $99.97

(41% off)41% off.

$170.00Comparable value $170.00

(1)

Only a few left

Clarks®

Wallaston Chukka Boot (Men)

$79.97Current Price $79.97

(33% off)33% off.

$120.00Comparable value $120.00

(1)

New!

Børn

Eli Chelsea Boot (Men)

$89.97Current Price $89.97

(30% off)30% off.

$130.00Comparable value $130.00

(6)

KARL LAGERFELD PARIS

Suede Chelsea Boot (Men)

$89.97Current Price $89.97

(64% off)64% off.

$250.00Comparable value $250.00

(5)

New!

Steve Madden

Peter Boot (Men)

$89.97Current Price $89.97

(47% off)47% off.

$170.00Comparable value $170.00

New!

Tommy Hilfiger

Gainsly Chelsea Boot (Men)

$59.97Current Price $59.97

(52% off)52% off.

$125.00Comparable value $125.00

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

(1)

SOREL

Cheyanne Metro II Waterproof Boot (Men)

$79.97Current Price $79.97

(42% off)42% off.

$140.00Comparable value $140.00

(19)

Black Friday Deal

VINTAGE FOUNDRY

Roberto Square-Toe Slip-On Boot (Men)

$79.99Current Price $79.99

(60% off)60% off.

$200.00Comparable value $200.00

(24)

New!

Steve Madden

Fenton Lug Sole Chelsea Boot (Men)

$79.97Current Price $79.97

(38% off)38% off.

$130.00Comparable value $130.00

(1)

Abound

Otto Lug Chelsea Boot (Men)

$49.97Current Price $49.97

(37% off)37% off.

$79.95Comparable value $79.95

(13)

New!

MADDEN

Brycee Lug Sole Boot (Men)

$64.97Current Price $64.97

(35% off)35% off.

$100.00Comparable value $100.00

(1)

Tommy Hilfiger

Sesame Chelsea Boot (Men)

$54.97Current Price $54.97

(Up to 53% off)Up to 53% off.

$109.00 – $119.00Comparable value $109.00 to $119.00

(25)

New!

Clarks®

Weltridge Side Zip Boot (Men)

$94.97Current Price $94.97

(26% off)26% off.

$130.00Comparable value $130.00

New!

Dune London

Carden Chelsea Boot (Men)

$89.97Current Price $89.97

(50% off)50% off.

$180.00Comparable value $180.00

Black Friday Deal

VINTAGE FOUNDRY

Charles Chelsea Boot (Men)

$69.99Current Price $69.99

(62% off)62% off.

$185.00Comparable value $185.00

(5)

Abound

Wilder Chelsea Boot (Men)

$49.97Current Price $49.97

(37% off)37% off.

$79.95Comparable value $79.95

(4)

New!

Børn

Eli Suede Chukka Boot (Men)

$89.97Current Price $89.97

(30% off)30% off.

$130.00Comparable value $130.00

(1)

Black Friday Deal

VINTAGE FOUNDRY

Darwin Plain Toe Chelsea Boot (Men)

$79.99Current Price $79.99

(63% off)63% off.

$220.00Comparable value $220.00

(3)

Black Friday Deal

VINTAGE FOUNDRY

Hayden Boot (Men)

$79.99Current Price $79.99

(70% off)70% off.

$269.00Comparable value $269.00

(1)

Reaction Kenneth Cole

Lug Sole Boot (Men)

$64.97Current Price $64.97

(49% off)49% off.

$129.00Comparable value $129.00

New!

Marc Joseph New York

Hudson Yards 2.0 Pull-On Boot (Men)

$79.97Current Price $79.97

(58% off)58% off.

$195.00Comparable value $195.00

New!

Kurt Geiger London

Hunt Chelsea Boot (Men)

$89.97Current Price $89.97

(68% off)68% off.

$285.00Comparable value $285.00

Only a few left

Johnston & Murphy

Boswell Chukka Boot (Men)

$89.97Current Price $89.97

(48% off)48% off.

$175.00Comparable value $175.00

(5)

New!

Johnston & Murphy

Borland Chelsea Boot (Men)

$79.97Current Price $79.97

(50% off)50% off.

$160.00Comparable value $160.00

MADDEN

Taskorn Combat Boot (Men)

$54.97Current Price $54.97

(38% off)38% off.

$90.00Comparable value $90.00

(37)

Black Friday Deal

RESERVE FOOTWEAR

Gerard Lug Sole Boot (Men)

$44.99Current Price $44.99

(64% off)64% off.

$125.00Comparable value $125.00

(3)

Johnston & Murphy

Brody Chelsea Boot (Men)

$69.97Current Price $69.97

(57% off)57% off.

$165.00Comparable value $165.00

(18)

Steve Madden

Rilyn Chelsea Boot (Men)

$79.97Current Price $79.97

(50% off)50% off.

$160.00Comparable value $160.00

(12)

Ben Sherman

Thames Chukka Boot (Men)

$74.97Current Price $74.97

(34% off)34% off.

$115.00Comparable value $115.00

New!

Dune London

Clydell Chukka Boot (Men)

$99.97Current Price $99.97

(48% off)48% off.

$195.00Comparable value $195.00

Black Friday Deal

VINTAGE FOUNDRY

Lyle Chelsea Boot (Men)

$74.99Current Price $74.99

(62% off)62% off.

$200.00Comparable value $200.00

(2)

Børn

Thomson Chukka Boot (Men)

$89.97Current Price $89.97

(30% off)30% off.

$130.00Comparable value $130.00

(25)

Clarks®

Shepton Easy Chelsea Boot (Men)

$94.97Current Price $94.97

(26% off)26% off.

$130.00Comparable value $130.00

KARL LAGERFELD PARIS

Double Buckle Suede Engineer Boot (Men)

$79.97Current Price $79.97

(68% off)68% off.

$250.00Comparable value $250.00

(30)

Clarks®

Steadwell Dress Boot (Men)

$99.97Current Price $99.97

(23% off)23% off.

$130.00Comparable value $130.00

New!

Cole Haan

Grand Atlantic Chelsea Boot (Men)

$99.97Current Price $99.97

(50% off)50% off.

$200.00Comparable value $200.00

(2)

New!

MADDEN

Bronnie Combat Boot (Men)

$59.97Current Price $59.97

(40% off)40% off.

$100.00Comparable value $100.00

Black Friday Deal

KARL LAGERFELD PARIS

Faux Shearling Lined Double Buckle Boot (Men)

$49.99Current Price $49.99

(77% off)77% off.

$225.00Comparable value $225.00

(12)

Steve Madden

Roswel Plain Toe Chelsea Boot (Men)

$89.97Current Price $89.97

(35% off)35% off.

$140.00Comparable value $140.00

New!

Frye

Connor Suede Chelsea Boot (Men)

$99.97Current Price $99.97

(49% off)49% off.

$198.00Comparable value $198.00

SOREL

Scout 87 Pro Plus Waterproof Boot (Men)

$99.97Current Price $99.97

(44% off)44% off.

$180.00Comparable value $180.00

Barbour

Storm Chelsea Rain Boot (Men)

$69.97Current Price $69.97

(51% off)51% off.

$145.00Comparable value $145.00

(1)

VINTAGE FOUNDRY

Blaise Ankle Boot (Men)

$99.97Current Price $99.97

(62% off)62% off.

$269.00Comparable value $269.00

New!

Timberland

Attleboro Chelsea Boot (Men)

$69.97Current Price $69.97

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

$130.00 – $140.00Comparable value $130.00 to $140.00

(3)

Rush by Gordon Rush

Chelsea Boot (Men)

$49.97Current Price $49.97

(60% off)60% off.

$125.00Comparable value $125.00

(35)

New!

Cole Haan

Grand Remix Chukka Boot (Men)

$99.97Current Price $99.97

(Up to 56% off)Up to 56% off.

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

(12)

ALDO

Graveldiver Waterproof Boot (Men)

$79.97Current Price $79.97

(51% off)51% off.

$165.00Comparable value $165.00

Black Friday Deal

UGG®

Burleigh Chukka (Men)

$89.97Current Price $89.97

(43% off)43% off.

$160.00Comparable value $160.00

(12)

VINTAGE FOUNDRY

Anderson Casual Chukka Boot (Men)

$99.97 – $119.97Current Price $99.97 to $119.97

(Up to 42% off)Up to 42% off.

$175.00Comparable value $175.00

Dr. Martens

1460 Pascal Waterproof Fleece Lined Boot (Men)

$99.97Current Price $99.97

(44% off)44% off.

$180.00Comparable value $180.00

(23)

Palladium

Pampa Travel Lite Waterproof Boot (Unisex)

$69.97Current Price $69.97

(56% off)56% off.

$160.00Comparable value $160.00

(1)

Black Friday Deal

VINTAGE FOUNDRY

Treyton Chukka Boot (Men)

$74.99Current Price $74.99

(62% off)62% off.

$200.00Comparable value $200.00

(5)

Steve Madden

Hemet Chukka Boot (Men)

$74.97Current Price $74.97

(42% off)42% off.

$130.00Comparable value $130.00

(3)

VINTAGE FOUNDRY

Wayne Boot

$69.97Current Price $69.97

(45% off)45% off.

$129.00Comparable value $129.00

(4)

NUNN BUSH

Ozark II Chukka Boot (Men)

$94.97Current Price $94.97

(13% off)13% off.

$110.00Comparable value $110.00

(3)

Clarks®

Maplewalk Moc Toe Boot (Men)

$79.97Current Price $79.97

(33% off)33% off.

$120.00Comparable value $120.00

(6)

Børn

Theo Chukka Boot (Men)

$79.97Current Price $79.97

(38% off)38% off.

$130.00Comparable value $130.00

(5)

Black Friday Deal

BOSS

Colby Chelsea Boot (Men)

$99.99Current Price $99.99

(49% off)49% off.

$199.00Comparable value $199.00

SOREL

Slabtown '62™ Waterproof Boot (Men)

$99.97Current Price $99.97

(50% off)50% off.

$200.00Comparable value $200.00

(5)

SOREL

Slabtown '62™ Waterproof Moc Toe Boot (Men)

$99.97Current Price $99.97

(42% off)42% off.

$175.00Comparable value $175.00

(3)

LUGZ

Convoy Fleece Boot (Men)

$49.97Current Price $49.97

(41% off)41% off.

$85.00Comparable value $85.00

(42)

Gino Vitale

Wingtip Chelsea Boot (Men)

$89.97Current Price $89.97

(43% off)43% off.

$159.99Comparable value $159.99

Black Friday Deal

VINTAGE FOUNDRY

Randall Leather Chelsea Boot (Men)

$79.99Current Price $79.99

(63% off)63% off.

$220.00Comparable value $220.00

(21)

Only a few left