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

(121)

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

(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

(14)

Anthony Veer

Bushwick Chukka Boot (Men)

$74.97Current Price $74.97

(48% off)48% off.

$145.99Comparable value $145.99

(1)

New

Anthony Veer

George Chukka Boot (Men)

$99.97Current Price $99.97

(39% off)39% off.

$165.95Comparable value $165.95

(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

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)

Johnston & Murphy

Boswell Chukka Boot (Men)

$49.98Current Price $49.98

(71% off)71% off.

$175.00Comparable value $175.00

New Markdown

(17)

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)

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)

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)

Dune London

Claus Chukka Boot (Men)

$89.97Current Price $89.97

(52% off)52% off.

$190.00Comparable value $190.00

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)

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)

adidas

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

$79.97Current Price $79.97

(20% off)20% off.

$100.00Comparable value $100.00

(600)

Vince

Dann Lugged Chukka Boot (Men)

$99.99Current Price $99.99

(73% off)73% off.

$375.00Comparable value $375.00

New Markdown

(4)

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)

ECCO

Lite Hybrid Chukka Boot (Men)

$79.97Current Price $79.97

(42% off)42% off.

$140.00Comparable value $140.00

Abound

Wilder Chelsea Boot (Men)

$34.96 – $49.97Current Price $34.96 to $49.97

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

$89.95Comparable value $89.95

New Markdown

(7)

Barbour

Storm Chelsea Rain Boot (Men)

$69.97Current Price $69.97

(51% off)51% off.

$145.00Comparable value $145.00

(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)

ALDO

Kenora Chukka Boot (Men)

$59.97Current Price $59.97

(53% off)53% off.

$130.00Comparable value $130.00

(3)

Only a few left

Steve Madden

Scotch Lug Sole Boot (Men)

$34.99Current Price $34.99

(73% off)73% off.

$130.00Comparable value $130.00

New Markdown

(11)

VINTAGE FOUNDRY

Martin Chelsea Boot (Men)

$49.97Current Price $49.97

(71% off)71% off.

$175.00Comparable value $175.00

(8)

MADDEN

Tristen Boot (Men)

$49.97Current Price $49.97

(37% off)37% off.

$80.00Comparable value $80.00

(51)

Ariat

Wexford Chelsea Boot (Men)

$99.97Current Price $99.97

(47% off)47% off.

$189.95Comparable value $189.95

(4)

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)

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)

New

Clarks®

Jaxen Easy Chelsea Boot (Men)

$99.97Current Price $99.97

(16% off)16% off.

$120.00Comparable value $120.00

Clarks®

Shepton Easy Chelsea Boot (Men)

$64.98 – $94.97Current Price $64.98 to $94.97

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

$130.00Comparable value $130.00

New Markdown

Nordstrom

Lockhart Mini Lug Suede Chelsea Boot (Men)

$49.97Current Price $49.97

(58% off)58% off.

$119.95Comparable value $119.95

(2)

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

VINTAGE FOUNDRY

Marlow Chukka Boot (Men)

$54.97Current Price $54.97

(70% off)70% off.

$185.00Comparable value $185.00

Ariat

Hybrid Low Boy Chelsea Boot (Men)

$99.97Current Price $99.97

(37% off)37% off.

$159.95Comparable value $159.95

(35)

New

Clarks®

Wallabee Chukka (Men)

$89.97Current Price $89.97

(47% off)47% off.

$170.00Comparable value $170.00

New

VANCE CO

Josiah Chelsea Boot (Men)

$84.97Current Price $84.97

(22% off)22% off.

$109.99Comparable value $109.99

Tommy Hilfiger

Sesame Chelsea Boot (Men)

$54.97Current Price $54.97

(53% off)53% off.

$119.00Comparable value $119.00

(40)

Ariat

Bodie Cowboy Boot (Men)

$99.97Current Price $99.97

(44% off)44% off.

$179.95Comparable value $179.95

(16)

Florsheim

Chalet Leather Cap Toe Boot (Men)

$59.98Current Price $59.98

(61% off)61% off.

$155.00Comparable value $155.00

New Markdown

(23)

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

Steve Madden

Peter Boot (Men)

$44.98Current Price $44.98

(73% off)73% off.

$170.00Comparable value $170.00

New Markdown

(3)

Sperry

Cold Bay Duck Boot (Men)

$49.97Current Price $49.97

(58% off)58% off.

$120.00Comparable value $120.00

Dr. Martens

Gender Inclusive 101 Lace-Up Boot

$79.97Current Price $79.97

(46% off)46% off.

$150.00Comparable value $150.00

(3)

Dr. Martens

Gender Inclusive 1460 Pascal Desert Brown Boot

$89.97Current Price $89.97

(47% off)47% off.

$170.00Comparable value $170.00

(3)

New

SOREL

Slabtown '62™ Waterproof Boot (Men)

$99.97Current Price $99.97

(47% off)47% off.

$190.00Comparable value $190.00

(5)

New

UGG®

Emmett Waterproof Snow Boot (Men)

$99.97Current Price $99.97

(33% off)33% off.

$150.00Comparable value $150.00

(133)

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

Ariat

'Lookout' Moc Toe Boot (Men)

$79.97Current Price $79.97

(50% off)50% off.

$159.95Comparable value $159.95

(70)

Dr. Martens

2976 Lo Rogue Chelsea Boot (Men)

$89.97Current Price $89.97

(43% off)43% off.

$160.00Comparable value $160.00

Rush by Gordon Rush

Chelsea Boot (Men)

$49.97Current Price $49.97

(60% off)60% off.

$125.00Comparable value $125.00

(36)

Clarks®

Wallaston Low Chukka Boot (Men)

$84.97Current Price $84.97

(22% off)22% off.

$110.00Comparable value $110.00

(2)

VANCE CO

Stratton Chukka Boot (Men)

$74.97Current Price $74.97

(31% off)31% off.

$109.99Comparable value $109.99

(1)

Ted Baker London

Norwich Chelsea Boot (Men)

$89.97Current Price $89.97

(52% off)52% off.

$190.00Comparable value $190.00

(2)

MADDEN

Taskorn Combat Boot (Men)

$54.97Current Price $54.97

(38% off)38% off.

$90.00Comparable value $90.00

(50)

Ted Baker London

Norwich Chelsea Boot (Men)

$89.97Current Price $89.97

(52% off)52% off.

$190.00Comparable value $190.00

(1)

New

Call It Spring By Aldo

Volland Boot (Men)

$49.97Current Price $49.97

(47% off)47% off.

$94.99Comparable value $94.99

VANCE CO

Blackwell Lace-Up Boot (Men)

$79.97Current Price $79.97

(27% off)27% off.

$109.99Comparable value $109.99

New

UGG®

Chukka Lug Boot (Men)

$89.97Current Price $89.97

(40% off)40% off.

$150.00Comparable value $150.00

SOREL

Hi-Line Waterproof Lace-Up Boot (Men)

$62.96Current Price $62.96

(65% off)65% off.

$185.00Comparable value $185.00

(33)

Only a few left

New

Clarks®

Torhill Lo Chukka Boot (Men)

$69.97Current Price $69.97

(46% off)46% off.

$130.00Comparable value $130.00

Reef

Swellsole Scallywag Waterproof Boot (Men)

$49.97Current Price $49.97

(52% off)52% off.

$105.00Comparable value $105.00

(3)

Only a few left

New

VANCE CO

Zeus Lace-Up Boot (Men)

$84.97Current Price $84.97

(22% off)22% off.

$109.99Comparable value $109.99

New

Merrell

Tempo Sol Waterproof Hiking Boot (Men)

$59.97Current Price $59.97

(25% off)25% off.

$80.00Comparable value $80.00

(1)

Tommy Hilfiger

Gainsly Chelsea Boot (Men)

$41.96 – $59.97Current Price $41.96 to $59.97

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

$125.00Comparable value $125.00

New Markdown

(2)

Frye

Connor Suede Chelsea Boot (Men)

$99.97Current Price $99.97

(49% off)49% off.

$198.00Comparable value $198.00

(1)

Ariat

Kingham Waterproof Boot (Men)

$99.97Current Price $99.97

(45% off)45% off.

$184.95Comparable value $184.95

(22)

SOREL

Madson II Moc Toe Waterproof Boot (Men)

$99.97Current Price $99.97

(50% off)50% off.

$200.00Comparable value $200.00

(35)

New

Timberland

Premium 6-Inch Waterproof Patent Boot (Men)

$99.97Current Price $99.97

(52% off)52% off.

$210.00Comparable value $210.00

(2724)

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)

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