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  5. Boots Under $100

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Men's Boots Under $100

  • All Boots
  • Chelsea
  • Chukka
  • Combat & Lace-Up
  • Comfort
  • Dress Boots
  • Boots Under $100
198 items
Dunedin Military Boot
Rodd & Gunn

Dunedin Military Boot

$62.48Current Price $62.48
(68% off)68% off.
$198.00Comparable value $198.00
(55)
Only a few left
Karnak Plain Toe Chelsea Boot - Wide Width Available
NUNN BUSH

Karnak Plain Toe Chelsea Boot - Wide Width Available

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
Shepton Chukka Boot
New
Clarks®

Shepton Chukka Boot

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
(8)
Burleigh Chukka
UGG®

Burleigh Chukka

$89.97Current Price $89.97
(43% off)43% off.
$160.00Comparable value $160.00
(22)
Only a few left
Kingham Waterproof Boot
Ariat

Kingham Waterproof Boot

$59.98Current Price $59.98
(67% off)67% off.
$184.95Comparable value $184.95
(22)
Only a few left
Whitman Chukka Boot
VITTORIO RUSSO

Whitman Chukka Boot

$58.48 – $64.98Current Price $58.48 to $64.98
(Up to 74% off)Up to 74% off.
$225.00Comparable value $225.00
(4)
Uppsala Boot
Birkenstock

Uppsala Boot

$45.96Current Price $45.96
(72% off)72% off.
$170.00Previous Price $170.00
Only a few left
Bolivar Plain Toe Chukka
Johnston & Murphy

Bolivar Plain Toe Chukka

$53.98Current Price $53.98
(81% off)81% off.
$285.00Comparable value $285.00
New Markdown
Bushwick Chukka Boot
Anthony Veer

Bushwick Chukka Boot

$74.97Current Price $74.97
(48% off)48% off.
$145.99Comparable value $145.99
(1)
Judson Grand Chelsea Boot
Cole Haan

Judson Grand Chelsea Boot

$52.47Current Price $52.47
(79% off)79% off.
$260.00Comparable value $260.00
(13)
Only a few left
Chalet Chelsea Boot
Florsheim

Chalet Chelsea Boot

$49.98 – $99.97Current Price $49.98 to $99.97
(Up to 65% off select items)Up to 65% off select items.
$145.00Comparable value $145.00
(126)
Chicago Chukka Boot
Marc Joseph New York

Chicago Chukka Boot

$79.97Current Price $79.97
(58% off)58% off.
$195.00Comparable value $195.00
(1)
Sheene Moc Toe Boot
Barbour

Sheene Moc Toe Boot

$82.48 – $149.97Current Price $82.48 to $149.97
(Up to 71% off select items)Up to 71% off select items.
$290.00Comparable value $290.00
New Markdown
(2)
2976 Lo Rogue Chelsea Boot
Dr. Martens

2976 Lo Rogue Chelsea Boot

$67.47Current Price $67.47
(57% off)57% off.
$160.00Comparable value $160.00
Only a few left
Tempo Sol Mid Waterproof Hiking Boot
New
Merrell

Tempo Sol Mid Waterproof Hiking Boot

$79.97Current Price $79.97
(20% off)20% off.
$100.00Comparable value $100.00
(17)
Tristen Boot
MADDEN

Tristen Boot

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
(54)
Terrex Anylander Mid R.RDY Waterproof Hiking Boot
adidas

Terrex Anylander Mid R.RDY Waterproof Hiking Boot

$79.97Current Price $79.97
(20% off)20% off.
$100.00Comparable value $100.00
(691)
Gender Inclusive 101 Lace-Up Boot
Dr. Martens

Gender Inclusive 101 Lace-Up Boot

$49.99Current Price $49.99
(66% off)66% off.
$150.00Comparable value $150.00
New Markdown
(4)
Norwich Chelsea Boot
Ted Baker London

Norwich Chelsea Boot

$89.97Current Price $89.97
(52% off)52% off.
$190.00Comparable value $190.00
(2)
Anderson Casual Chukka Boot
VINTAGE FOUNDRY

Anderson Casual Chukka Boot

$69.97Current Price $69.97
(60% off)60% off.
$175.00Comparable value $175.00
Tempo Sol Waterproof Hiking Boot
Merrell

Tempo Sol Waterproof Hiking Boot

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
(2)
George Chukka Boot
Anthony Veer

George Chukka Boot

$99.97Current Price $99.97
(39% off)39% off.
$165.95Comparable value $165.95
(1)
Stratton Chukka Boot
VANCE CO

Stratton Chukka Boot

$74.97Current Price $74.97
(31% off)31% off.
$109.99Comparable value $109.99
(1)
Apron Toe Boot
Rush by Gordon Rush

Apron Toe Boot

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
(14)
Newford Chukka Boot
Clarks®

Newford Chukka Boot

$79.97Current Price $79.97
(38% off)38% off.
$130.00Comparable value $130.00
Lite Hybrid Chukka Boot
ECCO

Lite Hybrid Chukka Boot

$49.99 – $59.96Current Price $49.99 to $59.96
(Up to 64% off)Up to 64% off.
$140.00Comparable value $140.00
(1)
Italian Collection Saluzzo Chukka Boot
New
Nordstrom

Italian Collection Saluzzo Chukka Boot

$47.22Current Price $47.22
(79% off)79% off.
$229.95Previous Price $229.95
Only a few left
Otto Chukka Boot - Wide Width Available
NUNN BUSH

Otto Chukka Boot - Wide Width Available

$37.47 – $79.97Current Price $37.47 to $79.97
(Up to 68% off select items)Up to 68% off select items.
$110.00 – $120.00Comparable value $110.00 to $120.00
New Markdown
(14)
Downtown Western Boot
Ariat

Downtown Western Boot

$97.47Current Price $97.47
(62% off)62% off.
$259.95Comparable value $259.95
New Markdown
(21)
Desert Boot
Clarks® Originals

Desert Boot

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
(1)
Only a few left
Cian Side Zip Boot
Dune London

Cian Side Zip Boot

$89.97Current Price $89.97
(52% off)52% off.
$190.00Comparable value $190.00
Norfolk Duck Boot
Sperry

Norfolk Duck Boot

$39.97Current Price $39.97
(60% off)60% off.
$100.00Comparable value $100.00
Beckett Chelsea Boot (Nordstrom Exclusive)
AllSaints

Beckett Chelsea Boot (Nordstrom Exclusive)

$59.97 – $96.83Current Price $59.97 to $96.83
(Up to 79% off)Up to 79% off.
$299.00Comparable value $299.00
(1)
Desert Boot
Clarks® Originals

Desert Boot

$79.97Current Price $79.97
(57% off)57% off.
$190.00Comparable value $190.00
(2)
Stuart Chukka
Josef Seibel

Stuart Chukka

$69.97Current Price $69.97
(61% off)61% off.
$180.00Comparable value $180.00
Julio Lugged Suede Chelsea Boot
BOSS

Julio Lugged Suede Chelsea Boot

$50.97Current Price $50.97
(79% off)79% off.
$250.00Previous Price $250.00
(1)
Only a few left
Gore-Tex® Waterproof Desert Boot
Clarks®

Gore-Tex® Waterproof Desert Boot

$89.97Current Price $89.97
(62% off)62% off.
$240.00Comparable value $240.00
Only a few left
Headout Waterproof Mid Hiking Shoe
KEEN

Headout Waterproof Mid Hiking Shoe

$79.97Current Price $79.97
(46% off)46% off.
$150.00Comparable value $150.00
(1)
Orbit Cap Toe Derby
Warfield & Grand

Orbit Cap Toe Derby

$59.97Current Price $59.97
(63% off)63% off.
$165.00Comparable value $165.00
(12)
P-Ely Wingtip Boot
Steve Madden

P-Ely Wingtip Boot

$44.98Current Price $44.98
(73% off)73% off.
$170.00Comparable value $170.00
(1)
Moresby Waterproof Boot
Ariat

Moresby Waterproof Boot

$79.97Current Price $79.97
(61% off)61% off.
$209.95Comparable value $209.95
(33)
Primo High Top Chukka Boot
Bruno Magli

Primo High Top Chukka Boot

$99.97Current Price $99.97
(71% off)71% off.
$350.00Comparable value $350.00
(4)
Hybrid Roughstock Square Toe Cowboy Boot
Ariat

Hybrid Roughstock Square Toe Cowboy Boot

$77.98Current Price $77.98
(64% off)64% off.
$219.95Comparable value $219.95
New Markdown
(64)
Ranger Patch Work Boot
Polo Ralph Lauren

Ranger Patch Work Boot

$74.96Current Price $74.96
(67% off)67% off.
$228.00Comparable value $228.00
New Markdown
(1)
Odell II Wingtip Boot - Wide Width Available
NUNN BUSH

Odell II Wingtip Boot - Wide Width Available

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
(4)
Estiban Chelsea Boot
Madden Men's

Estiban Chelsea Boot

$54.97Current Price $54.97
(35% off)35% off.
$84.99Comparable value $84.99
(6)
Wallace Two-Eye Lace-up Shoe
G.H.BASS

Wallace Two-Eye Lace-up Shoe

$84.97Current Price $84.97
(62% off)62% off.
$225.00Comparable value $225.00
(1)
Only a few left
Esmond Chukka Boot
Dockers®

Esmond Chukka Boot

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(5)
Zuma II Boot
Dr. Martens

Zuma II Boot

$74.97Current Price $74.97
(42% off)42% off.
$130.00Comparable value $130.00
(15)
Beckett Zip Boot
AllSaints

Beckett Zip Boot

$81.93Current Price $81.93
(72% off)72% off.
$299.00Comparable value $299.00
(1)
Kenora Chukka Boot
ALDO

Kenora Chukka Boot

$59.97Current Price $59.97
(53% off)53% off.
$130.00Comparable value $130.00
(3)
Hills Chelsea Boot
Anthony Veer

Hills Chelsea Boot

$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
Authentic Original Double Sole Chukka
New
Sperry

Authentic Original Double Sole Chukka

$34.99Current Price $34.99
(73% off)73% off.
$130.00Comparable value $130.00
New Markdown
Taskorn Combat Boot
MADDEN

Taskorn Combat Boot

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(52)
Claus Chukka Boot
Dune London

Claus Chukka Boot

$89.97Current Price $89.97
(52% off)52% off.
$190.00Comparable value $190.00
(1)
Avenue Duck Boot
Sperry

Avenue Duck Boot

$49.97Current Price $49.97
(58% off)58% off.
$120.00Comparable value $120.00
(27)
Chelsea Lug Boot
New
UGG®

Chelsea Lug Boot

$69.96 – $109.97Current Price $69.96 to $109.97
(Up to 53% off select items)Up to 53% off select items.
$150.00Comparable value $150.00
(3)
Circuit Plain Toe Chukka Boot - Wide Width Available
NUNN BUSH

Circuit Plain Toe Chukka Boot - Wide Width Available

$54.97Current Price $54.97
(Up to 45% off)Up to 45% off.
$90.00 – $100.00Comparable value $90.00 to $100.00
(17)
Wallabee Scout Chukka Boot
Clarks® Originals

Wallabee Scout Chukka Boot

$99.99 – $139.97Current Price $99.99 to $139.97
(Up to 65% off select items)Up to 65% off select items.
$270.00 – $290.00Comparable value $270.00 to $290.00
New Markdown
(1)
Gender Inclusive Rilla Utility Boot
Dr. Martens

Gender Inclusive Rilla Utility Boot

$74.97Current Price $74.97
(42% off)42% off.
$130.00Comparable value $130.00
(2)
Mason High Boot
New
Forsake

Mason High Boot

$53.97Current Price $53.97
(61% off)61% off.
$140.00Comparable value $140.00
(1)
Only a few left
Sport Pardner Western Boot
Ariat

Sport Pardner Western Boot

$59.96Current Price $59.96
(62% off)62% off.
$159.95Comparable value $159.95
New Markdown
(52)
Gender Inclusive 1460 Pascal Desert Brown Boot
Dr. Martens

Gender Inclusive 1460 Pascal Desert Brown Boot

$89.97Current Price $89.97
(47% off)47% off.
$170.00Comparable value $170.00
(8)
Marshall Chelsea Boot - Wide Width Available
VANCE CO

Marshall Chelsea Boot - Wide Width Available

$59.97Current Price $59.97
(40% off)40% off.
$99.99Comparable value $99.99
(9)
Chelsea Boot
Rush by Gordon Rush

Chelsea Boot

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
(38)
Maplewalk Moc Toe Boot
Clarks®

Maplewalk Moc Toe Boot

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
Martin Chelsea Boot
VINTAGE FOUNDRY

Martin Chelsea Boot

$49.97Current Price $49.97
(71% off)71% off.
$175.00Comparable value $175.00
(11)
Spitfire All Terrain Waterproof Chukka Boot
Ariat

Spitfire All Terrain Waterproof Chukka Boot

$58.48Current Price $58.48
(65% off)65% off.
$169.95Comparable value $169.95
New Markdown
(13)
Wallaston Chukka Boot
Clarks®

Wallaston Chukka Boot

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
(9)
Evoz Sneaker
New Balance

Evoz Sneaker

$79.97Current Price $79.97
(20% off)20% off.
$99.99Comparable value $99.99
(70)
Bodie Cowboy Boot
Ariat

Bodie Cowboy Boot

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
(21)
Only a few left
Wallabee Chukka Boot
Clarks® Originals

Wallabee Chukka Boot

$79.97Current Price $79.97
(52% off)52% off.
$170.00Comparable value $170.00
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