Men's Boots Under $100

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)

Stacy Adams

Bradley Chelsea Boot (Men)

$89.97Current Price $89.97

(43% off)43% off.

$160.00Comparable value $160.00

Steve Madden

P-Ely Wingtip Boot (Men)

$89.97Current Price $89.97

(47% off)47% off.

$170.00Comparable value $170.00

Johnston & Murphy

Boswell Chukka Boot (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

$175.00Comparable value $175.00

Price Drop

(12)

Dockers®

Tobias Lug Sole Boot (Men)

$59.97Current Price $59.97

(36% off)36% off.

$95.00Comparable value $95.00

(5)

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)

Ariat

Hybrid Low Boy Chelsea Boot (Men)

$89.97Current Price $89.97

(43% off)43% off.

$159.95Comparable value $159.95

(27)

Abound

Wilder Chelsea Boot (Men)

$49.97Current Price $49.97

(37% off)37% off.

$79.95Comparable value $79.95

(6)

New

Marc Joseph New York

Chicago Chukka Boot (Men)

$79.97Current Price $79.97

(58% off)58% off.

$195.00Comparable value $195.00

(1)

Lee

Riker Lace-Up Boot (Men)

$84.97Current Price $84.97

(22% off)22% off.

$110.00Comparable value $110.00

Johnston & Murphy

Borland Chelsea Boot (Men)

$33.57 – $79.97Current Price $33.57 to $79.97

(Extra 40% off select items)Includes extra 40% off select items.

$55.96Previous Price $55.96

$160.00Comparable value $160.00

Price Drop

(3)

LUGZ

Convoy Lace-Up Boot

$49.97 – $54.97Current Price $49.97 to $54.97

(Up to 37% off)Up to 37% off.

$80.00Comparable value $80.00

(1)

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

Dune London

Cian Side Zip Boot (Men)

$89.97Current Price $89.97

(52% off)52% off.

$190.00Comparable value $190.00

Dockers®

Truman Chelsea Boot (Men)

$59.97Current Price $59.97

(36% off)36% off.

$95.00Comparable value $95.00

(5)

ALDO

Knighton Boot (Men)

$23.38 – $29.99Current Price $23.38 to $29.99

(Extra 40% off)Includes extra 40% off.

$38.98 – $49.99Previous Price $38.98 to $49.99

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

Price Drop

(2)

POLAR RANGE

Dryden Waterproof Snow Boot (Men)

$49.97Current Price $49.97

(37% off)37% off.

$80.00Comparable value $80.00

Only a few left

Steve Madden

Lisbon Buckle Boot (Men)

$29.99 – $79.97Current Price $29.99 to $79.97

(Extra 40% off select items)Includes extra 40% off select items.

$49.99Previous Price $49.99

$160.00Comparable value $160.00

Price Drop

(1)

POLAR RANGE

Arno Waterproof Snow Boot (Men)

$49.97Current Price $49.97

(37% off)37% off.

$80.00Comparable value $80.00

(2)

Ariat

Spitfire Leather Chukka Boot (Men)

$59.97Current Price $59.97

(53% off)53% off.

$129.95Comparable value $129.95

(319)

LUGZ

Convoy Fleece Boot (Men)

$49.97Current Price $49.97

(41% off)41% off.

$85.00Comparable value $85.00

(2)

Marc Joseph New York

Hudson Yards 2.0 Pull-On 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

$195.00Comparable value $195.00

Price Drop

(3)

Ben Sherman

Thames Chukka Boot (Men)

$59.97Current Price $59.97

(40% off)40% off.

$100.00Comparable value $100.00

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

(6)

Deer Stags

Garfield Plain Toe Chukka Boot (Men)

$64.97Current Price $64.97

(35% off)35% off.

$100.00Comparable value $100.00

Dingo

Gold Rush Pebbled Leather Cowboy Boot (Men)

$35.98 – $99.97Current Price $35.98 to $99.97

(Extra 40% off select items)Includes extra 40% off select items.

$59.98Previous Price $59.98

$129.99Comparable value $129.99

Price Drop

(1)

Only a few left

VANCE CO

Garrett Cap Chelsea Boot - Wide Width (Men)

$44.97Current Price $44.97

(55% off)55% off.

$99.99Comparable value $99.99

UGG®

Neumal Crafted Regenerate Water Resistant Chukka Boot (Men)

$74.96Current Price $74.96

(62% off)62% off.

$200.00Comparable value $200.00

(4)

Only a few left

JBU

Milford Duck Boot (Men)

$49.97Current Price $49.97

(37% off)37% off.

$80.00Comparable value $80.00

(5)

Dune London

Claus Chukka Boot (Men)

$89.97Current Price $89.97

(52% off)52% off.

$190.00Comparable value $190.00

UGG®

Neumel Boot (Men)

$60.48 – $82.47Current Price $60.48 to $82.47

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

$150.00Comparable value $150.00

(7)

Only a few left

Clarks®

Maplewalk Rise Boot (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

$120.00Comparable value $120.00

Price Drop

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)

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

(402)

Tommy Hilfiger

Berton Chelsea Boot (Men)

$23.38 – $59.97Current Price $23.38 to $59.97

(Extra 40% off select items)Includes extra 40% off select items.

$38.98Previous Price $38.98

$119.00Comparable value $119.00

Price Drop

Only a few left

Hawker Rye

Breck Chukka Boot (Men)

$14.99Current Price $14.99

(Extra 40% off)Includes extra 40% off.

$24.99Previous Price $24.99

$89.00Comparable value $89.00

Price Drop

(1)

VANCE CO

Zeus Lace-Up Boot (Men)

$79.97Current Price $79.97

(27% off)27% off.

$109.99Comparable value $109.99

MADDEN

Estiban Chelsea Boot (Men)

$54.97Current Price $54.97

(35% off)35% off.

$85.00Comparable value $85.00

(5)

CARLOS SANTANA

Mantra Chelsea Boot (Men)

$99.97Current Price $99.97

(28% off)28% off.

$138.99Comparable value $138.99

(2)

Florsheim

Forge Chelsea Boot (Men)

$42.88 – $49.48Current Price $42.88 to $49.48

(Extra 40% off)Includes extra 40% off.

$71.48 – $82.47Previous Price $71.48 to $82.47

$130.00Comparable value $130.00

Price Drop

(3)

Johnston & Murphy

Jenson Chelsea Boot (Men)

$81.88Current Price $81.88

(Extra 40% off)Includes extra 40% off.

$136.48Previous Price $136.48

$328.00Comparable value $328.00

Price Drop

(4)

Only a few left

Eastland

Patterson Cap Toe 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

KARL LAGERFELD PARIS

Studded Chelsea Boot (Men)

$89.97Current Price $89.97

(81% off)81% off.

$495.00Comparable value $495.00

(2)

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)

Only a few left

Abound

Nash Chelsea Boot (Men)

$59.97Current Price $59.97

(33% off)33% off.

$89.95Comparable value $89.95

POLAR RANGE

Arctic Waterproof Faux-Fur Lined Duck Toe Snow Boot (Men)

$49.97Current Price $49.97

(37% off)37% off.

$80.00Comparable value $80.00

(2)

Forsake

Davos Waterproof Boot (Men)

$74.97Current Price $74.97

(50% off)50% off.

$150.00Comparable value $150.00

(1)

Only a few left

VANCE CO

Darnell Zip Boot (Men)

$79.97Current Price $79.97

(27% off)27% off.

$109.99Comparable value $109.99

(2)

SKECHERS

x John Deere Relaxed Fit Terraform Waterproof Boot (Men)

$59.97Current Price $59.97

(55% off)55% off.

$135.00Comparable value $135.00

(9)

Only a few left

NUNN BUSH

Excavate Plain Toe Boot - Wide Width Available (Men)

$59.97 – $64.97Current Price $59.97 to $64.97

(Up to 36% off)Up to 36% off.

$90.00 – $95.00Comparable value $90.00 to $95.00

(4)

NUNN BUSH

Odell II Wingtip Boot (Men)

$89.97Current Price $89.97

(18% off)18% off.

$110.00Comparable value $110.00

(2)

Dockers®

Moc Toe Boot (Men)

$64.97Current Price $64.97

(31% off)31% off.

$95.00Comparable value $95.00

(4)

Eddie Bauer

Redlodge Mid Hiking Sneaker (Men)

$52.97Current Price $52.97

(33% off)33% off.

$79.99Comparable value $79.99

(1)

Only a few left

Allen Edmonds

Donovan 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

(1)

Ted Baker London

Norwich Chelsea Boot (Men)

$89.97Current Price $89.97

(52% off)52% off.

$190.00Comparable value $190.00

La Milano

Crest Cap Toe Chelsea Boot (Men)

$79.97Current Price $79.97

(20% off)20% off.

$99.99Comparable value $99.99

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)

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

BOSS

Ryan Lug Sole Boot (Men)

$99.97Current Price $99.97

(56% off)56% off.

$230.00Comparable value $230.00

New

Cole Haan

Grand Lug Boot (Men)

$89.97Current Price $89.97

(43% off)43% off.

$160.00Comparable value $160.00

SOREL

Cheyanne Metro II Waterproof Boot (Men)

$79.97Current Price $79.97

(42% off)42% off.

$140.00Comparable value $140.00

(23)

SOREL

Slabtown 62 Waterproof Chelsea Boot (Men)

$74.96Current Price $74.96

(55% off)55% off.

$170.00Comparable value $170.00

(1)

Only a few left

Timberland

Killington Trekker Mid Boot (Men)

$69.97Current Price $69.97

(50% off)50% off.

$140.00Comparable value $140.00

(1)

Only a few left

Timberland

Attleboro Mid Chukka Boot (Men)

$69.97Current Price $69.97

(46% off)46% off.

$130.00Comparable value $130.00

(5)

SOREL

Slabtown '62™ Waterproof Boot (Men)

$74.96Current Price $74.96

(60% off)60% off.

$190.00Comparable value $190.00

(2)

Only a few left

UGG®

Burleigh Chukka (Men)

$89.97Current Price $89.97

(43% off)43% off.

$160.00Comparable value $160.00

(20)

Only a few left

NUNN BUSH

Ozark II Chukka Boot (Men)

$89.97Current Price $89.97

(18% off)18% off.

$110.00Comparable value $110.00

(3)

Steve Madden

Rilyn Chelsea Boot (Men)

$79.97Current Price $79.97

(50% off)50% off.

$160.00Comparable value $160.00

(16)

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)

VANCE CO

Landon Chelsea Boot - Wide Width (Men)

$14.83 – $49.97Current Price $14.83 to $49.97

(Extra 40% off select items)Includes extra 40% off select items.

$24.73Previous Price $24.73

$84.99Comparable value $84.99

Price Drop

(11)

Barbour

Boulder Chukka Boot (Men)

$50.37Current Price $50.37

(Extra 40% off)Includes extra 40% off.

$83.96Previous Price $83.96

$230.00Comparable value $230.00

Price Drop

(1)

Only a few left

La Milano

Questo Brogue Combat Boot (Men)

$79.97Current Price $79.97

(1)