Men's Boots Under $100

Florsheim

Chalet Chelsea Boot (Men)

$69.96Current Price $69.96

(51% off)51% off.

$145.00Comparable value $145.00

New Markdown

(122)

Florsheim

Chalet Leather Cap Toe Boot (Men)

$59.98Current Price $59.98

(61% off)61% off.

$155.00Comparable value $155.00

New Markdown

(23)

UGG®

Burleigh Chukka (Men)

$89.97Current Price $89.97

(43% off)43% off.

$160.00Comparable value $160.00

(20)

Only a few left

Johnston & Murphy

Boswell Chukka Boot (Men)

$49.98Current Price $49.98

(71% off)71% off.

$175.00Comparable value $175.00

New Markdown

(17)

Dr. Martens

Gender Inclusive 1460 Pascal Desert Brown Boot

$89.97Current Price $89.97

(47% off)47% off.

$170.00Comparable value $170.00

(4)

MADDEN

Taskorn Combat Boot (Men)

$54.97Current Price $54.97

(38% off)38% off.

$90.00Comparable value $90.00

(50)

NUNN BUSH

1912 Plain Toe Boot - Wide Width Available (Men)

$15.99Current Price $15.99

(86% off)86% off.

$115.00Comparable value $115.00

(6)

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)

New

adidas

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

$79.97Current Price $79.97

(20% off)20% off.

$100.00Comparable value $100.00

(614)

Dr. Martens

Gender Inclusive Rilla Utility Boot

$74.97Current Price $74.97

(42% off)42% off.

$130.00Comparable value $130.00

New

SOREL

Slabtown '62™ Waterproof Moc Toe Boot (Men)

$99.97Current Price $99.97

(42% off)42% off.

$175.00Comparable value $175.00

(11)

VINTAGE FOUNDRY

Martin Chelsea Boot (Men)

$49.97Current Price $49.97

(71% off)71% off.

$175.00Comparable value $175.00

(8)

Tommy Hilfiger

Sesame Chelsea Boot (Men)

$54.97Current Price $54.97

(53% off)53% off.

$119.00Comparable value $119.00

(40)

MADDEN

Tristen Boot (Men)

$49.97Current Price $49.97

(37% off)37% off.

$80.00Comparable value $80.00

(51)

Steve Madden

Peter Boot (Men)

$44.98Current Price $44.98

(73% off)73% off.

$170.00Comparable value $170.00

New Markdown

(4)

RESERVE FOOTWEAR

Zion Chukka Boot (Men)

$39.97Current Price $39.97

(50% off)50% off.

$80.00Comparable value $80.00

(3)

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

(15)

Ariat

Bodie Cowboy Boot (Men)

$99.97Current Price $99.97

(44% off)44% off.

$179.95Comparable value $179.95

(19)

Ariat

'Lookout' Moc Toe Boot (Men)

$79.97Current Price $79.97

(50% off)50% off.

$159.95Comparable value $159.95

(71)

New

Merrell

Tempo Sol Waterproof Hiking Boot (Men)

$59.97Current Price $59.97

(25% off)25% off.

$80.00Comparable value $80.00

(1)

Ariat

Hybrid Low Boy Chelsea Boot (Men)

$99.97Current Price $99.97

(37% off)37% off.

$159.95Comparable value $159.95

(35)

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

(17)

NUNN BUSH

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

$24.73 – $54.97Current Price $24.73 to $54.97

(Up to 72% off select items)Up to 72% off select items.

$90.00Comparable value $90.00

(17)

SOREL

Slabtown '62™ Waterproof Boot (Men)

$99.97Current Price $99.97

(47% off)47% off.

$190.00Comparable value $190.00

(5)

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

(4)

NUNN BUSH

Odell II Wingtip Boot (Men)

$89.97Current Price $89.97

(18% off)18% off.

$110.00Comparable value $110.00

(2)

Birkenstock

Bend Chelsea Boot (Men)

$99.97Current Price $99.97

(41% off)41% off.

$170.00Comparable value $170.00

(1)

Steve Madden

Rilyn Chelsea Boot (Men)

$44.98Current Price $44.98

(71% off)71% off.

$160.00Comparable value $160.00

New Markdown

(17)

Only a few left

Abound

Nash Chelsea Boot (Men)

$41.96Current Price $41.96

(53% off)53% off.

$89.95Comparable value $89.95

New Markdown

NUNN BUSH

Karnak Water Resistant Moc Toe Boot (Men)

$89.97Current Price $89.97

(18% off)18% off.

$110.00Comparable value $110.00

(3)

New

Ariat

Groundbreaker Western Work Boot (Men)

$99.97Current Price $99.97

(44% off)44% off.

$179.95Comparable value $179.95

SOREL

Slabtown 62 Waterproof Moc Toe Boot (Men)

$99.97Current Price $99.97

(44% off)44% off.

$180.00Comparable value $180.00

Only a few left

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

(11)

Nordstrom

Lockhart Mini Lug Suede Chelsea Boot (Men)

$49.97Current Price $49.97

(58% off)58% off.

$119.95Comparable value $119.95

(2)

VANCE CO

Stratton Chukka Boot (Men)

$74.97Current Price $74.97

(31% off)31% off.

$109.99Comparable value $109.99

(1)

Ariat

Wexford Chelsea Boot (Men)

$99.97Current Price $99.97

(47% off)47% off.

$189.95Comparable value $189.95

(4)

NUNN BUSH

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

$11.24 – $49.97Current Price $11.24 to $49.97

(Up to 88% off select items)Up to 88% off select items.

$95.00Comparable value $95.00

New Markdown

(14)

New

Clarks®

Wallabee Genuine Calf Hair Chukka (Men)

$99.97Current Price $99.97

(44% off)44% off.

$180.00Comparable value $180.00

Børn

Theo Chukka Boot (Men)

$19.99 – $55.96Current Price $19.99 to $55.96

(Up to 84% off)Up to 84% off.

$130.00Comparable value $130.00

New Markdown

(14)

CARLOS SANTANA

Mantra Chelsea Boot (Men)

$99.97Current Price $99.97

(28% off)28% off.

$138.99Comparable value $138.99

(2)

VITTORIO RUSSO

Peter Chelsea Boot (Men)

$90.96 – $129.97Current Price $90.96 to $129.97

(Up to 59% off select items)Up to 59% off select items.

$225.00Comparable value $225.00

(7)

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)

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

(4)

New

Clarks®

Wallabee Chukka (Men)

$89.97Current Price $89.97

(47% off)47% off.

$170.00Comparable value $170.00

VANCE CO

Slater Chelsea Boot (Men)

$74.97Current Price $74.97

(31% off)31% off.

$109.99Comparable value $109.99

(1)

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)

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)

Ariat

Spitfire All Terrain Waterproof Chukka Boot (Men)

$89.97Current Price $89.97

(47% off)47% off.

$169.95Comparable value $169.95

(12)

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)

New

SOREL

Madson II Moc Toe Waterproof Boot (Men)

$99.97Current Price $99.97

(50% off)50% off.

$200.00Comparable value $200.00

(35)

Ariat

Sport Stratten Leather Boot (Men)

$99.97Current Price $99.97

(47% off)47% off.

$189.95Comparable value $189.95

(82)

Clarks®

Weltridge Side Zip Boot (Men)

$94.97Current Price $94.97

(26% off)26% off.

$130.00Comparable value $130.00

(3)

VINTAGE FOUNDRY

Marlow Chukka Boot (Men)

$54.97Current Price $54.97

(70% off)70% off.

$185.00Comparable value $185.00

Steve Madden

P-Ely Wingtip Boot (Men)

$59.98Current Price $59.98

(64% off)64% off.

$170.00Comparable value $170.00

New Markdown

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)

VANCE CO

Rogue Lace-Up Boot (Men)

$79.97 – $84.97Current Price $79.97 to $84.97

(Up to 27% off)Up to 27% off.

$109.99Comparable value $109.99

Gino Vitale

Wingtip Chelsea Boot (Men)

$62.96 – $89.97Current Price $62.96 to $89.97

(Up to 60% off select items)Up to 60% off select items.

$159.99Comparable value $159.99

VANCE CO

Thorpe Wingtip Chelsea Boot (Men)

$44.97 – $69.97Current Price $44.97 to $69.97

(Up to 59% off)Up to 59% off.

$109.99Comparable value $109.99

(4)

New

VANCE CO

Zeus Lace-Up Boot (Men)

$79.97Current Price $79.97

(27% off)27% off.

$109.99Comparable value $109.99

Cole Haan

Chamberlin Grand Chukka Boot (Men)

$97.47Current Price $97.47

(66% off)66% off.

$290.00Comparable value $290.00

(12)

Only a few left

ECCO

Lite Hybrid Chukka Boot (Men)

$79.97Current Price $79.97

(42% off)42% off.

$140.00Comparable value $140.00

(1)

Vince

Lafayette Chukka Boot (Men)

$89.99 – $109.99Current Price $89.99 to $109.99

(Up to 74% off)Up to 74% off.

$350.00Comparable value $350.00

New Markdown

Merrell

Moab 3 Mid Waterproof Hiking Shoe (Men)

$99.97Current Price $99.97

(41% off)41% off.

$170.00Comparable value $170.00

(408)

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

Barbour

Storm Chelsea Rain Boot (Men)

$69.97Current Price $69.97

(51% off)51% off.

$145.00Comparable value $145.00

(2)

New

UGG®

Emmett Waterproof Snow Boot (Men)

$99.97Current Price $99.97

(33% off)33% off.

$150.00Comparable value $150.00

(134)

Stacy Adams

Bradley Chelsea Boot (Men)

$89.97Current Price $89.97

(43% off)43% off.

$160.00Comparable value $160.00

Merrell

Speed Solo Mid Waterproof Hiking Boot (Men)

$94.97Current Price $94.97

(40% off)40% off.

$160.00Comparable value $160.00

(6)

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

Dockers®

Thomas Lace-Up Boot (Men)

$59.97Current Price $59.97

(36% off)36% off.

$95.00Comparable value $95.00

(5)

Align

Eddy Waterproof Leather Boot (Men)

$99.97Current Price $99.97

(44% off)44% off.

$179.95Comparable value $179.95

Dr. Martens

Gender Inclusive 101 Lace-Up Boot

$79.97Current Price $79.97

(46% off)46% off.

$150.00Comparable value $150.00

(3)