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  1. Men's Shoes

Men's Medium Boots

853 Results
Clearance
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Timberland Westmore Chukka Boot - Men's

Minimum Clearance Price $79.98 $79.98
BOGO 50% off
★★★★★ ★★★★★
(100)
Top Rated
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Timberland Parker Street High-Top Sneaker - Men's

$109.99
BOGO 50% off
★★★★★ ★★★★★
(62)
Top Rated
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Timberland Mt. Maddsen Mid Hiking Boot - Men's

$129.99
BOGO 1st pair only
★★★★★ ★★★★★
(572)
Clearance
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Timberland Redwood Edge Boot - Men's

Minimum Clearance Price $109.98 $109.98
BOGO 50% off
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Eddie Bauer Portland Waterproof Hiking Boot - Men's

Now $69.99
BOGO 50% off
★★★★★ ★★★★★
(11)
Clearance
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Eddie Bauer Track Boot

Minimum Clearance Price $74.98 $74.98
BOGO 50% off
★★★★★ ★★★★★
(4)
Top Rated
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Mix No. 6 Aleder Chelsea Boot

Now $69.99
BOGO 50% off
★★★★★ ★★★★★
(41)
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Crown Vintage Cabastian Boot

Now $89.99
BOGO 50% off
★★★★★ ★★★★★
(44)
Top Rated
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Timberland Timb 6 Padded Collar Waterproof Boot - Men's

$179.99
BOGO 1st pair only
★★★★★ ★★★★★
(442)
Clearance
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Crown Vintage Jarelle Western Boot

Minimum Clearance Price $39.98 $39.98
BOGO 50% off
★★★★★ ★★★★★
(9)
Top Rated
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Merrell Accentor 3 Hiking Boot - Men's

$99.99
BOGO 1st pair only
★★★★★ ★★★★★
(79)
Top Rated
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Reebok Work Zig Kinetica Edge II Composite Toe Work Boot - Men's

Now $154.99
BOGO 50% off
★★★★★ ★★★★★
(49)
Top Rated
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Caterpillar Striver Steel Toe Work Boot

$94.99
BOGO 1st pair only
★★★★★ ★★★★★
(56)
Top Rated
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Timberland Parker Street Boot - Men's

$109.99
BOGO 50% off
★★★★★ ★★★★★
(61)
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Clarks Shepton Chukka Boot

Minimum Clearance Price $74.98 $74.98 – Maximum Clearance Price $94.99 $94.99
BOGO 50% off
★★★★★ ★★★★★
(4)
Clearance
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Timberland Redwood Falls Boot - Men's

Minimum Clearance Price $129.98 $129.98
BOGO 50% off
★★★★★ ★★★★★
(151)
Clearance
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Crown Vintage Shropshire Chukka Boot

Minimum Clearance Price $44.98 $44.98
BOGO 50% off
★★★★★ ★★★★★
(32)
Clearance
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Merrell Tempo Sol Waterproof Hiking Boot - Men's

Minimum Clearance Price $79.98 $79.98
BOGO 50% off
★★★★★ ★★★★★
(21)
Top Rated
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Florsheim Rucci Chelsea Boot

Now $129.99
BOGO 50% off
★★★★★ ★★★★★
(10)
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Mix No. 6 Aydinn Boot

Now $59.99
BOGO 50% off
★★★★★ ★★★★★
(9)
Top Rated
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Timberland Field Trekker Hiking Boot - Men's

$119.99
BOGO 50% off
★★★★★ ★★★★★
(5)
Top Rated
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TAFT Jack Cap Toe Boot

$348.99
BOGO 50% off
★★★★★ ★★★★★
(5045)
Top Rated
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Timberland Mt. Maddsen Hiking Boot - Men's

$129.99
BOGO 1st pair only
★★★★★ ★★★★★
(570)
Top Rated
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Florsheim Chalet Boot

Now $149.99
BOGO 50% off
★★★★★ ★★★★★
(38)
Clearance
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Skechers Relment Daggett Hiking Boot - Men's

Minimum Clearance Price $64.98 $64.98 – Maximum Clearance Price $79.99 $79.99
BOGO 50% off
★★★★★ ★★★★★
(74)
Top Rated
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Dr. Martens Combs Boot - Men's

$139.99
BOGO 50% off
★★★★★ ★★★★★
(367)
Top Rated
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Florsheim Chalet Plain Toe Chelsea Boot

Now $129.99
BOGO 50% off
★★★★★ ★★★★★
(73)
Top Rated
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Crown Vintage Lanbart Chelsea Boot

Now $79.99
BOGO 50% off
★★★★★ ★★★★★
(18)
Clearance
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Mix No. 6 Farrin Chukka Boot

Minimum Clearance Price $39.98 $39.98
BOGO 50% off
★★★★★ ★★★★★
(3)
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Rockport Cassius Chelsea Boot

Now $119.99
BOGO 1st pair only
★★★★★ ★★★★★
(2)
Clearance
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Skechers Respected 2.0 Hagler Boot

Minimum Clearance Price $79.98 $79.98
BOGO 50% off
★★★★★ ★★★★★
(8)
Top Rated
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Converse Chuck Taylor All Star Malden Street Boot - Men's

$79.96
BOGO 1st pair only
★★★★★ ★★★★★
(27)
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Merrell Speed Strike 2 Waterproof Hiking Boot - Men's

$119.99
BOGO 50% off
★★★★★ ★★★★★
(2)
Top Rated
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Wolverine Floorhand Steel Toe Work Boot - Men's

$129.99
BOGO 1st pair only
★★★★★ ★★★★★
(370)
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Merrell MOAB 3 Waterproof Hiking Boot - Men's

$169.99
BOGO 1st pair only
★★★★★ ★★★★★
(696)
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Caterpillar Striver Waterproof Steel Toe Work Boot - Men's

$104.99
BOGO 1st pair only
★★★★★ ★★★★★
(1)
Top Rated
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Timberland Parker Street Boot - Men's

$109.99
BOGO 50% off
★★★★★ ★★★★★
(60)
Top Rated
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Reebok Work Sublite Cushion Composite Toe Work Boot - Men's

Now $129.99
BOGO 50% off
★★★★★ ★★★★★
(5)
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Reebok Work Trailgrip Alloy Toe Work Boot - Men's

Now $134.99
BOGO 50% off
★★★★★ ★★★★★
(27)
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Skechers Terradraft Work Boot - Men's

$89.99
BOGO 50% off
★★★★★ ★★★★★
(2)
Top Rated
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adidas TERREX Anylander Mid RAIN.RDY Waterproof Hiking Boot - Men's

$99.99
BOGO 50% off
★★★★★ ★★★★★
(538)
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Reebok Work Trailgrip Tactical Composite Toe Work Boot - Men's

Now $149.99
BOGO 50% off
★★★★★ ★★★★★
(35)
Clearance
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Timberland Westmore Chukka Boot - Men's

Minimum Clearance Price $79.98 $79.98
BOGO 50% off
★★★★★ ★★★★★
(68)
Top Rated
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Florsheim Duke Bicycle Toe Boot

Now $149.99
BOGO 1st pair only
★★★★★ ★★★★★
(317)
Clearance
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Frye & Co. Roger Harness Boot

Minimum Clearance Price $139.98 $139.98
BOGO 1st pair only
Clearance
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Clarks Wallaston Chukka Boot

$69.99 – Maximum Clearance Price $74.98 $74.98
BOGO 50% off
★★★★★ ★★★★★
(3)
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Caterpillar Striver Work Boot - Men's

$89.99
BOGO 50% off
★★★★★ ★★★★★
(5)
Clearance
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Madden Mens Lorinn Boot

Minimum Clearance Price $49.98 $49.98
BOGO 50% off
★★★★★ ★★★★★
(2)
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Dr. Martens Embury Chelsea Boot

$139.99
BOGO 50% off
★★★★★ ★★★★★
(7)
Top Rated
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Reebok Work Hyperium Composite Toe Work Boot - Men's

Now $124.99
BOGO 50% off
★★★★★ ★★★★★
(12)
Top Rated
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adidas Terrex Anylander Mid RAIN.RDY Hiking Boot - Men's

$99.99
BOGO 50% off
★★★★★ ★★★★★
(538)
Clearance
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Crown Vintage Crishean Cap Buckle Boot

Minimum Clearance Price $64.98 $64.98
BOGO 50% off
★★★★★ ★★★★★
(6)
Top Rated
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Dr. Martens Bonny Boot - Men's

$129.99
BOGO 50% off
★★★★★ ★★★★★
(82)
Top Rated
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Merrell Speed Strike 2 Hiking Shoe - Men's

$89.99
BOGO 50% off
★★★★★ ★★★★★
(13)
Clearance
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Wolverine Trade Waterproof Steel Toe Work Boot - Men's

Minimum Clearance Price $104.98 $104.98
BOGO 50% off
★★★★★ ★★★★★
(1)
Clearance
product image

Florsheim Rucci Plain Toe Chukka Boot

Minimum Clearance Price $104.98 $104.98 – Maximum Clearance Price $119.99 $119.99
BOGO 50% off
★★★★★ ★★★★★
(4)
Top Rated
product image

Reebok Work Zig Kinetica Edge II Composite Toe Work Boot - Men's

Now $159.99
BOGO 50% off
★★★★★ ★★★★★
(14)
Top Rated
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Carhartt Frontier Steel Toe Work Chelsea Boot - Men's

$149.99
BOGO 50% off
★★★★★ ★★★★★
(12)
Top Rated
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Dr. Martens Bonny Boot - Men's

$129.99
BOGO 50% off
★★★★★ ★★★★★
(47)
Clearance
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Caterpillar Outline Work Boot

Clearance Item - Add to bag to see price Add to bag to see price
BOGO 50% off
★★★★★ ★★★★★
(25)