Men's Boots Under $100

BOSS

New Tunley Chelsea Boot (Men)

$89.97 – $149.97Current Price $89.97 to $149.97

(Up to 54% off)Up to 54% off.

$199.00Comparable value $199.00

(3)

Thomas & Vine

Banks Moc Toe Chukka Boot (Men)

$54.97Current Price $54.97

(71% off)71% off.

$189.99Comparable value $189.99

(1)

VINTAGE FOUNDRY

Martin Chelsea Boot (Men)

$49.97Current Price $49.97

(71% off)71% off.

$175.00Comparable value $175.00

(7)

La Milano

Across II Cap Toe Chukka Boot (Men)

$79.97Current Price $79.97

(20% off)20% off.

$99.99Comparable value $99.99

Steve Madden

Scotch Lug Sole Boot (Men)

$49.98 – $59.96Current Price $49.98 to $59.96

(Up to 61% off)Up to 61% off.

$130.00Comparable value $130.00

(10)

Clarks®

Wallaston Chukka Boot (Men)

$59.96 – $79.97Current Price $59.96 to $79.97

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

$120.00Comparable value $120.00

(6)

VINTAGE FOUNDRY

Blaise Ankle Boot (Men)

$49.97 – $99.97Current Price $49.97 to $99.97

(Up to 81% off)Up to 81% off.

$269.00Comparable value $269.00

Tommy Hilfiger

Sesame Chelsea Boot (Men)

$54.97Current Price $54.97

(53% off)53% off.

$119.00Comparable value $119.00

(40)

VITTORIO RUSSO

Wade Boot (Men)

$97.47Current Price $97.47

(56% off)56% off.

$225.00Comparable value $225.00

(2)

Anthony Veer

Hills Chelsea Boot (Men)

$74.97 – $79.97Current Price $74.97 to $79.97

(Up to 48% off)Up to 48% off.

$145.95 – $145.99Comparable value $145.95 to $145.99

Florsheim

Chalet Chelsea Boot (Men)

$99.97Current Price $99.97

(31% off)31% off.

$145.00Comparable value $145.00

(121)

Johnston & Murphy

Boswell Chukka Boot (Men)

$58.48 – $67.47Current Price $58.48 to $67.47

(Up to 66% off)Up to 66% off.

$175.00Comparable value $175.00

(17)

New

SOREL

Madson II Moc Toe Waterproof Boot (Men)

$79.97 – $99.97Current Price $79.97 to $99.97

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

$200.00Comparable value $200.00

(35)

Tommy Hilfiger

Harbin Chukka Boot (Men)

$38.98 – $59.97Current Price $38.98 to $59.97

(Up to 67% off select items)Up to 67% off select items.

$119.00Comparable value $119.00

(10)

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)

Dr. Martens

Gender Inclusive 1460 Pascal Desert Brown Boot

$89.97Current Price $89.97

(47% off)47% off.

$170.00Comparable value $170.00

(3)

Ted Baker London

Norwich Chelsea Boot (Men)

$89.97Current Price $89.97

(52% off)52% off.

$190.00Comparable value $190.00

(1)

Steve Madden

Rilyn Chelsea Boot (Men)

$59.96Current Price $59.96

(62% off)62% off.

$160.00Comparable value $160.00

(16)

Thomas & Vine

Keegan Chukka Boot

$79.97Current Price $79.97

(23% off)23% off.

$104.97Comparable value $104.97

(2)

adidas

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

$79.97Current Price $79.97

(20% off)20% off.

$100.00Comparable value $100.00

(586)

New

Kenneth Cole Reaction

Vesto Chukka Boot (Men)

$69.97Current Price $69.97

(41% off)41% off.

$119.00Comparable value $119.00

(1)

Clarks®

Wallaston Low Chukka Boot (Men)

$84.97Current Price $84.97

(22% off)22% off.

$110.00Comparable value $110.00

(2)

Abound

Wilder Chelsea Boot (Men)

$49.97Current Price $49.97

(44% off)44% off.

$89.95Comparable value $89.95

(7)

VANCE CO

Slater Chelsea Boot (Men)

$74.97Current Price $74.97

(31% off)31% off.

$109.99Comparable value $109.99

(1)

New

Timberland

Premium 6-Inch Waterproof Patent Boot (Men)

$99.97Current Price $99.97

(52% off)52% off.

$210.00Comparable value $210.00

(2724)

New

Timberland

Premium 6-Inch Waterproof Patent Boot (Men)

$99.97Current Price $99.97

(52% off)52% off.

$210.00Comparable value $210.00

VINTAGE FOUNDRY

Marlow Chukka Boot (Men)

$54.97Current Price $54.97

(70% off)70% off.

$185.00Comparable value $185.00

Anthony Veer

Bushwick Chukka Boot (Men)

$74.97Current Price $74.97

(48% off)48% off.

$145.99Comparable value $145.99

(1)

New

Call It Spring By Aldo

Volland Boot (Men)

$49.97Current Price $49.97

(47% off)47% off.

$94.99Comparable value $94.99

New

Clarks®

Torhill Lo Chukka Boot (Men)

$69.97Current Price $69.97

(46% off)46% off.

$130.00Comparable value $130.00

Steve Madden

P-Ely Wingtip Boot (Men)

$89.97Current Price $89.97

(47% off)47% off.

$170.00Comparable value $170.00

La Milano

Jaxon II Cap Toe Boot (Men)

$79.97Current Price $79.97

(20% off)20% off.

$99.99Comparable value $99.99

(1)

Only a few left

MADDEN

Taskorn Combat Boot (Men)

$54.97Current Price $54.97

(38% off)38% off.

$90.00Comparable value $90.00

(50)

Cole Haan

Grand Remix Chukka Boot (Men)

$74.96 – $99.97Current Price $74.96 to $99.97

(Up to 67% off select items)Up to 67% off select items.

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

(15)

New

Kurt Geiger London

Chiltern Hiker Boot (Men)

$99.97Current Price $99.97

(65% off)65% off.

$288.00Comparable value $288.00

Only a few left

New

Anthony Veer

George Chukka Boot (Men)

$99.97Current Price $99.97

(39% off)39% off.

$165.95Comparable value $165.95

(1)

Ariat

'Lookout' Moc Toe Boot (Men)

$79.97Current Price $79.97

(50% off)50% off.

$159.95Comparable value $159.95

(70)

RESERVE FOOTWEAR

Zion Chukka Boot (Men)

$39.97Current Price $39.97

(50% off)50% off.

$80.00Comparable value $80.00

(3)

Dr. Martens

Gender Inclusive 101 Lace-Up Boot

$79.97Current Price $79.97

(46% off)46% off.

$150.00Comparable value $150.00

(3)

Ted Baker London

Remington Chelsea Boot (Men)

$77.98Current Price $77.98

(64% off)64% off.

$220.00Comparable value $220.00

(2)

Only a few left

Ted Baker London

Norwich Chelsea Boot (Men)

$89.97Current Price $89.97

(52% off)52% off.

$190.00Comparable value $190.00

(2)

New

Clarks® Originals

Wallabee Chukka Boot (Men)

$89.97Current Price $89.97

(43% off)43% off.

$160.00Comparable value $160.00

New

SOREL

Slabtown 62 Waterproof Moc Toe Boot (Men)

$84.97 – $99.97Current Price $84.97 to $99.97

(Up to 52% off)Up to 52% off.

$180.00Comparable value $180.00

Sperry

Authentic Original Chukka Boot (Men)

$37.47Current Price $37.47

(71% off)71% off.

$130.00Comparable value $130.00

(5)

Only a few left

Cole Haan

Morse GRANDFØAM Chukka Boot (Men)

$58.48 – $97.47Current Price $58.48 to $97.47

(Up to 73% off)Up to 73% off.

$220.00Comparable value $220.00

(8)

Tommy Hilfiger

Blaze Lace Cap Toe Boot (Men)

$59.97Current Price $59.97

(49% off)49% off.

$119.00Comparable value $119.00

Steve Madden

Fenton Lug Sole Chelsea Boot (Men)

$49.99 – $59.96Current Price $49.99 to $59.96

(Up to 61% off)Up to 61% off.

$130.00Comparable value $130.00

(7)

Dune London

Claus Chukka Boot (Men)

$89.97Current Price $89.97

(52% off)52% off.

$190.00Comparable value $190.00

KARL LAGERFELD PARIS

Chelsea Boot (Men)

$89.97Current Price $89.97

(77% off)77% off.

$395.00Comparable value $395.00

(2)

Only a few left

Dr. Martens

Gender Inclusive Rilla Utility Boot

$74.97Current Price $74.97

(42% off)42% off.

$130.00Comparable value $130.00

ALDO

Knighton Boot (Men)

$38.98 – $49.99Current Price $38.98 to $49.99

(Up to 70% off)Up to 70% off.

$130.00 – $150.00Comparable value $130.00 to $150.00

(6)

VANCE CO

Fegan Cap Toe Boot (Men)

$59.97 – $69.97Current Price $59.97 to $69.97

(Up to 45% off)Up to 45% off.

$109.99Comparable value $109.99

(1)

Dune London

Cian Side Zip Boot (Men)

$89.97Current Price $89.97

(52% off)52% off.

$190.00Comparable value $190.00

Tommy Hilfiger

Bage Chukka Boot (Men)

$59.97Current Price $59.97

(49% off)49% off.

$119.00Comparable value $119.00

(6)

ALDO

Kenora Chukka Boot (Men)

$59.97Current Price $59.97

(53% off)53% off.

$130.00Comparable value $130.00

(3)

Only a few left

Nordstrom

Lockhart Mini Lug Suede Chelsea Boot (Men)

$49.97Current Price $49.97

(58% off)58% off.

$119.95Comparable value $119.95

(2)

Steve Madden

Addis Brogue Boot (Men)

$63.72Current Price $63.72

(56% off)56% off.

$145.00Comparable value $145.00

(1)

New

Birkenstock

Bend Chelsea Boot (Men)

$99.97Current Price $99.97

(41% off)41% off.

$170.00Comparable value $170.00

Johnston & Murphy

Borland Chelsea Boot (Men)

$55.96 – $59.96Current Price $55.96 to $59.96

(Up to 65% off)Up to 65% off.

$160.00Comparable value $160.00

(7)

UGG®

Neumel Chukka Boot (Men)

$99.97Current Price $99.97

(Up to 35% off)Up to 35% off.

$150.00 – $155.00Comparable value $150.00 to $155.00

(461)

Only a few left

Steve Madden

Peter Boot (Men)

$67.47Current Price $67.47

(60% off)60% off.

$170.00Comparable value $170.00

(3)

CARLOS SANTANA

Mantra Chelsea Boot (Men)

$99.97Current Price $99.97

(28% off)28% off.

$138.99Comparable value $138.99

(2)

New

Clarks®

Wallabee Genuine Calf Hair Chukka (Men)

$99.97Current Price $99.97

(44% off)44% off.

$180.00Comparable value $180.00

MADDEN

Sawyer Chelsea Boot (Men)

$32.48 – $49.97Current Price $32.48 to $49.97

(Up to 63% off select items)Up to 63% off select items.

$90.00Comparable value $90.00

(14)

MADDEN

Tristen Boot (Men)

$49.97Current Price $49.97

(37% off)37% off.

$80.00Comparable value $80.00

(50)

Stacy Adams

Bradley Chelsea Boot (Men)

$89.97Current Price $89.97

(43% off)43% off.

$160.00Comparable value $160.00

Cole Haan

Grand Atlantic Chukka Boot - Wide Width Available (Men)

$44.97Current Price $44.97

(77% off)77% off.

$200.00Comparable value $200.00

(43)

ECCO

Lite Hybrid Chukka Boot (Men)

$79.97Current Price $79.97

(42% off)42% off.

$140.00Comparable value $140.00

Tommy Hilfiger

Gainsly Chelsea Boot (Men)

$59.97Current Price $59.97

(52% off)52% off.

$125.00Comparable value $125.00

(2)

New

SOREL

Slabtown '62™ Waterproof Moc Toe Boot (Men)

$99.97Current Price $99.97

(42% off)42% off.

$175.00Comparable value $175.00

(11)

Ariat

Spitfire Leather Chukka Boot (Men)

$69.97Current Price $69.97

(50% off)50% off.

$139.95Comparable value $139.95

(53)

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