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  1. Casual

Men's Flat Casual Boots

189 Results

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189 Results
Top Rated
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Timberland Classic 6-Inch Waterproof Boot Mens

$179.99
★★★★★ ★★★★★
(479)
Clearance
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Crown Vintage Lanbart Chelsea Boot

Minimum Clearance Price $64.98 $64.98 – Maximum Clearance Price $79.99 $79.99
Up to 50% off clearance!
★★★★★ ★★★★★
(20)
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Clarks Shepton Chukka Boot

Minimum Clearance Price $74.98 $74.98 – Maximum Clearance Price $79.99 $79.99
Up to 50% off clearance!
★★★★★ ★★★★★
(6)
New Arrival
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Eddie Bauer Cumberland Boot

$79.99
Extra 30% off reg. price!
Top Rated
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Timberland Premium Waterproof Boot - Men's

$219.99
★★★★★ ★★★★★
(2788)
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Crown Vintage Franz Boot

Now $89.99
Extra 30% off reg. price!
Clearance
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Crown Vintage Cabastian Boot

Minimum Clearance Price $69.98 $69.98
Up to 50% off clearance!
★★★★★ ★★★★★
(50)
Top Rated
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Dr. Martens Combs Boot - Men's

$139.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(369)
Top Rated
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Dockers Davis Boot

Now $69.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(23)
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Deer Stags Rockland Boot

Now $59.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(22)
Clearance
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Crown Vintage Harvee Boot

Minimum Clearance Price $39.98 $39.98
Up to 50% off clearance!
★★★★★ ★★★★★
(6)
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Timberland Auburn Falls Waterproof Chukka Boot - Men's

$139.99
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Nunn Bush Circuit Plain Toe Chukka Boot - Men's

Now $69.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(27)
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Dr. Martens Embury Chelsea Boot

$139.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(8)
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Timberland Britton Falls Chelsea Boot - Men's

$149.99
★★★★★ ★★★★★
(1)
New Arrival
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Timberland Parker Street Mid Sneaker Men's

$119.99
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Timberland Auburn Falls Waterproof Chukka Boot - Men's

$139.99
★★★★★ ★★★★★
(2)
Top Rated
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Dockers Dylan Chelsea Boot

Now $69.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(40)
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Merrell Speed Strike 2 Waterproof Hiking Boot - Men's

$129.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(32)
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Timberland Britton Falls Waterproof Boot - Men's

$179.99
★★★★★ ★★★★★
(5)
Clearance
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Madden Lorinn Boot

Minimum Clearance Price $44.98 $44.98
Up to 50% off clearance!
★★★★★ ★★★★★
(2)
Top Rated
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Timberland Mt. Maddsen Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(34)
New Arrival
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Mix No. 6 Jaalen Duck Chelsea Boot

Now $69.99
Extra 30% off reg. price!
Clearance
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Crown Vintage Shropshire Chukka Boot

Minimum Clearance Price $39.98 $39.98
Up to 50% off clearance!
★★★★★ ★★★★★
(32)
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Nunn Bush Karnak Boot

Now $89.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(5)
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Steve Madden Wallen Alpine Boot

$109.99
Extra 30% off reg. price!
New Arrival
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Cole Haan Chamberlin Grand Chukka Boot

Now $159.99
Extra 30% off reg. price!
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Carhartt Frontier Soft Toe Work Boot - Men's

$139.99
★★★★★ ★★★★★
(17)
Top Rated
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Florsheim Loedin Steel Toe Work Boot

Now $144.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(10)
Clearance
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Crown Vintage Sandar Chukka Boot

Minimum Clearance Price $44.98 $44.98 – Maximum Clearance Price $59.98 $59.98
Up to 50% off clearance!
★★★★★ ★★★★★
(2)
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Sperry Drake Duck Boot - Men's

$129.99
Top Rated
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TAFT Rome Boot

Now $299.99 – Maximum Clearance Price $384.99 $384.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(2027)
Top Rated
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TAFT Jack Cap Toe Boot

Now $279.99 – Maximum Clearance Price $364.99 $364.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(4820)
New Arrival
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Steve Madden Radikal Boot

$89.99
Extra 30% off reg. price!
Top Rated
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Dr. Martens Hardie II Chelsea Boot - Men's

$129.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(23)
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Steve Madden Noby Boot

$179.99
★★★★★ ★★★★★
(2)
Top Rated
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Carhartt Millbrook Boot - Men's

Add to bag to see price
★★★★★ ★★★★★
(28)
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Merrell Speed Strike 2 Mid Boot - Men's

$119.99 – Maximum Clearance Price $129.99 $129.99
★★★★★ ★★★★★
(45)
Clearance
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Timberland Parker Street Boot - Men's

Minimum Clearance Price $89.98 $89.98
★★★★★ ★★★★★
(4)
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Dockers Royce Boot

Now $69.99
Extra 30% off reg. price!
Top Rated
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Dr. Martens 1460 Boot - Men's

Add to bag to see price
★★★★★ ★★★★★
(165)
Top Rated
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Carlos by Carlos Santana Mantra Boot

$158.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(38)
New Arrival
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Timberland Premium Waterproof Heritage Boot - Men's

$219.99
★★★★★ ★★★★★
(210)
Clearance
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Timberland Parker Street Boot - Men's

Minimum Clearance Price $89.98 $89.98
★★★★★ ★★★★★
(77)
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The Original Muck Boot Company Wetland Boot

$164.99
★★★★★ ★★★★★
(197)
Top Rated
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Wolverine Floorhand Work Boot - Men's

$124.99
★★★★★ ★★★★★
(11)
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Timberland Timb 6 Padded Collar Waterproof Boot - Men's

$179.99
★★★★★ ★★★★★
(9)
Clearance
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Wolverine Trade Waterproof Steel Toe Work Boot - Men's

Minimum Clearance Price $104.98 $104.98
Up to 50% off clearance!
★★★★★ ★★★★★
(1)
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Blundstone 585 Chelsea Boot Men's

$219.99
New Arrival
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Frye & Co. Colorado Chelsea Boot

Now $139.99
Limited time! Up to 40% off
Top Rated
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TOMS Navi Chukka Boot

$144.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(15)
Top Rated
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Dockers Davis Boot

Now $69.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(17)
New Arrival
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Clarks Maplewalk Moc Waterproof Boot

Now $79.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(4)
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BILLY Footwear Comfort Chukka Boot - Men's

$134.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(1)
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Steve Madden Hugo Boot

$119.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(1)
Clearance
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Steve Madden Rialto Chelsea Boot

Minimum Clearance Price $84.98 $84.98
Up to 50% off clearance!
★★★★★ ★★★★★
(4)
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Nunn Bush Karnak Boot

Now $89.99
Extra 30% off reg. price!
★★★★★ ★★★★★
(1)
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Timberland Redwood Edge Chukka Boot Men's

$139.99
★★★★★ ★★★★★
(2)
Clearance
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Crown Vintage Cyaire Boot

Minimum Clearance Price $29.98 $29.98
Up to 50% off clearance!
★★★★★ ★★★★★
(30)
Clearance
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Skechers Respected 2.0 Hagler Boot

Minimum Clearance Price $79.98 $79.98
Up to 50% off clearance!
★★★★★ ★★★★★
(9)