Men's Boots Under $100

Florsheim

Chalet Chelsea Boot (Men)

$99.97Current Price $99.97

(31% off)31% off.

$145.00Comparable value $145.00

(121)

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Johnston & Murphy

Boswell Chukka Boot (Men)

$43.86 – $50.60Current Price $43.86 to $50.60

(Extra 25% off)Includes extra 25% off.

$58.48 – $67.47Previous Price $58.48 to $67.47

$175.00Comparable value $175.00

(15)

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)

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MADDEN

Sawyer Chelsea Boot (Men)

$24.36 – $49.97Current Price $24.36 to $49.97

(Extra 25% off select items)Includes extra 25% off select items.

$32.48 – $34.96Previous Price $32.48 to $34.96

$90.00Comparable value $90.00

(14)

Clarks®

Shepton Easy Chelsea Boot (Men)

$94.97Current Price $94.97

(26% off)26% off.

$130.00Comparable value $130.00

Ariat

Wexford Chelsea Boot (Men)

$99.97Current Price $99.97

(47% off)47% off.

$189.95Comparable value $189.95

(4)

New

VANCE CO

Josiah Chelsea Boot (Men)

$84.97Current Price $84.97

(22% off)22% off.

$109.99Comparable value $109.99

New

Anthony Veer

George Chukka Boot (Men)

$99.97Current Price $99.97

(39% off)39% off.

$165.95Comparable value $165.95

(1)

New

SOREL

Slabtown '62™ Waterproof Moc Toe Boot (Men)

$99.97Current Price $99.97

(42% off)42% off.

$175.00Comparable value $175.00

(11)

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Ted Baker London

Remington Chelsea Boot (Men)

$58.48Current Price $58.48

(Extra 25% off)Includes extra 25% off.

$77.98Previous Price $77.98

$220.00Comparable value $220.00

(2)

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Steve Madden

Scotch Lug Sole Boot (Men)

$37.48 – $44.97Current Price $37.48 to $44.97

(Extra 25% off)Includes extra 25% off.

$49.98 – $59.96Previous Price $49.98 to $59.96

$130.00Comparable value $130.00

(10)

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)

Dr. Martens

Gender Inclusive 1460 Pascal Desert Brown Boot

$89.97Current Price $89.97

(47% off)47% off.

$170.00Comparable value $170.00

(1)

New

Clarks®

Jaxen Easy Chelsea Boot (Men)

$99.97Current Price $99.97

(16% off)16% off.

$120.00Comparable value $120.00

Dune London

Cian Side Zip Boot (Men)

$89.97Current Price $89.97

(52% off)52% off.

$190.00Comparable value $190.00

Dr. Martens

2976 Wintergrip Water Resistant Chelsea Boot (Men)

$99.97Current Price $99.97

(47% off)47% off.

$190.00Comparable value $190.00

(54)

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Tommy Hilfiger

Harbin Chukka Boot (Men)

$29.23 – $59.97Current Price $29.23 to $59.97

(Extra 25% off select items)Includes extra 25% off select items.

$38.98Previous Price $38.98

$119.00Comparable value $119.00

(10)

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MADDEN

Bronnie Combat Boot (Men)

$33.72Current Price $33.72

(Extra 25% off)Includes extra 25% off.

$44.96Previous Price $44.96

$100.00Comparable value $100.00

(2)

Clarks®

Weltridge Side Zip Boot (Men)

$94.97Current Price $94.97

(26% off)26% off.

$130.00Comparable value $130.00

(3)

New

Ariat

Bodie Cowboy Boot (Men)

$99.97Current Price $99.97

(44% off)44% off.

$179.95Comparable value $179.95

(16)

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

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Cole Haan

Chamberlin Grand Chukka Boot (Men)

$73.10Current Price $73.10

(Extra 25% off)Includes extra 25% off.

$97.47Previous Price $97.47

$290.00Comparable value $290.00

(10)

Anthony Veer

Bushwick Chukka Boot (Men)

$74.97Current Price $74.97

(48% off)48% off.

$145.99Comparable value $145.99

(1)

New

Birkenstock

Bend Chelsea Boot (Men)

$99.97Current Price $99.97

(41% off)41% off.

$170.00Comparable value $170.00

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)

Ariat

Sport Square Toe Western Boot (Men)

$99.97Current Price $99.97

(47% off)47% off.

$189.95Comparable value $189.95

(26)

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MADDEN

Tristen Boot (Men)

$49.97Current Price $49.97

(37% off)37% off.

$80.00Comparable value $80.00

(48)

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Cole Haan

Grand Atlantic Chukka Boot - Wide Width Available (Men)

$33.72Current Price $33.72

(Extra 25% off)Includes extra 25% off.

$44.97Previous Price $44.97

$200.00Comparable value $200.00

(43)

VANCE CO

Stratton Chukka Boot (Men)

$74.97Current Price $74.97

(31% off)31% off.

$109.99Comparable value $109.99

(1)

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Cole Haan

Grand Atlantic Chelsea Boot (Men)

$33.72 – $56.22Current Price $33.72 to $56.22

(Extra 25% off)Includes extra 25% off.

$44.97 – $74.96Previous Price $44.97 to $74.96

$200.00Comparable value $200.00

(8)

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Florsheim

Chalet Leather Cap Toe Boot (Men)

$61.85Current Price $61.85

(Extra 25% off)Includes extra 25% off.

$82.47Previous Price $82.47

$155.00Comparable value $155.00

(22)

Nordstrom

Lockhart Mini Lug Suede Chelsea Boot (Men)

$49.97Current Price $49.97

(58% off)58% off.

$119.95Comparable value $119.95

(2)

Barbour

Storm Chelsea Rain Boot (Men)

$69.97Current Price $69.97

(51% off)51% off.

$145.00Comparable value $145.00

(2)

Only a few left

New

SOREL

Slabtown 62 Waterproof Moc Toe Boot (Men)

$99.97Current Price $99.97

(44% off)44% off.

$180.00Comparable value $180.00

NUNN BUSH

Otis II Chelsea Boot (Men)

$89.97Current Price $89.97

(18% off)18% off.

$110.00Comparable value $110.00

(1)

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Steve Madden

Fenton Lug Sole Chelsea Boot (Men)

$37.49 – $44.97Current Price $37.49 to $44.97

(Extra 25% off)Includes extra 25% off.

$49.99 – $59.96Previous Price $49.99 to $59.96

$130.00Comparable value $130.00

(7)

Abound

Wilder Chelsea Boot (Men)

$49.97Current Price $49.97

(37% off)37% off.

$79.95Comparable value $79.95

(7)

Dune London

Claus Chukka Boot (Men)

$89.97Current Price $89.97

(52% off)52% off.

$190.00Comparable value $190.00

New

Timberland

Premium 6-Inch Waterproof Patent Boot (Men)

$99.97Current Price $99.97

(52% off)52% off.

$210.00Comparable value $210.00

Tommy Hilfiger

Sesame Chelsea Boot (Men)

$54.97Current Price $54.97

(53% off)53% off.

$119.00Comparable value $119.00

(39)

New

SOREL

Slabtown '62™ Waterproof Boot (Men)

$99.97Current Price $99.97

(47% off)47% off.

$190.00Comparable value $190.00

(5)

ECCO

Lite Hybrid Chukka Boot (Men)

$79.97Current Price $79.97

(42% off)42% off.

$140.00Comparable value $140.00

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VITTORIO RUSSO

Wade Boot (Men)

$73.10Current Price $73.10

(Extra 25% off)Includes extra 25% off.

$97.47Previous Price $97.47

$225.00Comparable value $225.00

(2)

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Cole Haan

Grand Remix Chukka Boot (Men)

$56.22 – $99.97Current Price $56.22 to $99.97

(Extra 25% off select items)Includes extra 25% off select items.

$74.96Previous Price $74.96

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

(15)

NUNN BUSH

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

$41.22 – $54.97Current Price $41.22 to $54.97

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

$90.00Comparable value $90.00

(17)

New

Timberland

Premium 6-Inch Waterproof Patent Boot (Men)

$99.97Current Price $99.97

(52% off)52% off.

$210.00Comparable value $210.00

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Steve Madden

Peter Boot (Men)

$50.60Current Price $50.60

(Extra 25% off)Includes extra 25% off.

$67.47Previous Price $67.47

$170.00Comparable value $170.00

(3)

MADDEN

Taskorn Combat Boot (Men)

$54.97Current Price $54.97

(38% off)38% off.

$90.00Comparable value $90.00

(50)

New

Merrell

Tempo Sol Waterproof Mid Top Hiking Boot (Men)

$59.97Current Price $59.97

(25% off)25% off.

$80.00Comparable value $80.00

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Cole Haan

Morse GRANDFØAM Chukka Boot (Men)

$63.36 – $73.10Current Price $63.36 to $73.10

(Extra 25% off)Includes extra 25% off.

$84.48 – $97.47Previous Price $84.48 to $97.47

$220.00Comparable value $220.00

(8)

New

Timberland

Premium 6-Inch Waterproof Boot (Men)

$99.97Current Price $99.97

(52% off)52% off.

$210.00Comparable value $210.00

(2724)

VINTAGE FOUNDRY

Martin Chelsea Boot (Men)

$49.97Current Price $49.97

(71% off)71% off.

$175.00Comparable value $175.00

(7)

VANCE CO

Marshall Chelsea Boot - Wide Width Available (Men)

$59.97Current Price $59.97

(40% off)40% off.

$99.99Comparable value $99.99

(9)

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NUNN BUSH

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

$14.99 – $54.97Current Price $14.99 to $54.97

(Extra 25% off select items)Includes extra 25% off select items.

$19.99Previous Price $19.99

$95.00Comparable value $95.00

(14)

Tommy Hilfiger

Gainsly Chelsea Boot (Men)

$59.97Current Price $59.97

(52% off)52% off.

$125.00Comparable value $125.00

(1)

Ariat

'Lookout' Moc Toe Boot (Men)

$79.97Current Price $79.97

(50% off)50% off.

$159.95Comparable value $159.95

(70)

New

Clarks®

Wallabee Chukka (Men)

$79.97Current Price $79.97

(52% off)52% off.

$170.00Comparable value $170.00

Dr. Martens

Gender Inclusive Rilla Utility Boot

$74.97Current Price $74.97

(42% off)42% off.

$130.00Comparable value $130.00

Dockers®

Truman Chelsea Boot (Men)

$59.97Current Price $59.97

(36% off)36% off.

$95.00Comparable value $95.00

(5)

Dockers®

Esmond Chukka Boot (Men)

$59.97Current Price $59.97

(36% off)36% off.

$95.00Comparable value $95.00

(5)

Ariat

Hybrid Low Boy Chelsea Boot (Men)

$99.97Current Price $99.97

(37% off)37% off.

$159.95Comparable value $159.95

(35)

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VINTAGE FOUNDRY

Lyle Chelsea Boot (Men)

$33.72Current Price $33.72

(Extra 25% off)Includes extra 25% off.

$44.97Previous Price $44.97

$200.00Comparable value $200.00

(4)

New

Dr. Martens

2976 Lo Rogue Chelsea 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

(24)

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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

Norwich Chelsea Boot (Men)

$89.97Current Price $89.97

(52% off)52% off.

$190.00Comparable value $190.00

(1)

Rush by Gordon Rush

Chelsea Boot (Men)

$49.97Current Price $49.97

(60% off)60% off.

$125.00Comparable value $125.00

(36)

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Steve Madden

Roswel Plain Toe Chelsea Boot (Men)

$50.60Current Price $50.60

(Extra 25% off)Includes extra 25% off.

$67.47Previous Price $67.47

$140.00Comparable value $140.00

New

Clarks® Originals

Wallabee Gore-Tex® Waterproof Shoe (Men)

$99.97Current Price $99.97

(60% off)60% off.

$250.00Comparable value $250.00

Only a few left

Marc Joseph New York

Chicago Chukka Boot (Men)

$79.97Current Price $79.97

(58% off)58% off.

$195.00Comparable value $195.00

(1)

Clarks®

Wallaston Low Chukka Boot (Men)

$84.97Current Price $84.97

(22% off)22% off.

$110.00Comparable value $110.00

(2)

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NUNN BUSH

Otto Chukka Boot - Wide Width Available (Men)

$14.99 – $79.97Current Price $14.99 to $79.97

(Extra 25% off select items)Includes extra 25% off select items.

$19.99Previous Price $19.99

$95.00 – $110.00Comparable value $95.00 to $110.00

(14)