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  1. Casual
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  2. Men's
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  3. Men's Shoes
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  4. Casual
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  5. Boots
  1. Casual

Men's Flat Casual Boots

170 Results
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Crown Vintage Cabastian Boot

Now $89.99
Up to $60 off!
★★★★★ ★★★★★
(43)
Top Rated
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Timberland Timb 6 Padded Collar Waterproof Boot - Men's

$179.99
★★★★★ ★★★★★
(439)
Clearance
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Crown Vintage Shropshire Chukka Boot

Minimum Clearance Price $44.98 $44.98
Up to $60 off!
★★★★★ ★★★★★
(32)
Clearance
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Timberland Westmore Chukka Boot - Men's

Minimum Clearance Price $79.98 $79.98
Up to $60 off!
★★★★★ ★★★★★
(99)
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Clarks Shepton Chukka Boot

Minimum Clearance Price $74.98 $74.98 – Maximum Clearance Price $94.99 $94.99
Up to $60 off!
★★★★★ ★★★★★
(4)
Clearance
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Timberland Redwood Falls Boot - Men's

Minimum Clearance Price $129.98 $129.98
Up to $60 off!
★★★★★ ★★★★★
(149)
Clearance
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Crown Vintage Jarelle Western Boot

Minimum Clearance Price $39.98 $39.98
Up to $60 off!
★★★★★ ★★★★★
(8)
Top Rated
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Timberland Parker Street Boot - Men's

$109.99
Up to $60 off!
★★★★★ ★★★★★
(61)
Top Rated
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Florsheim Rucci Chelsea Boot

Now $129.99
Up to $60 off!
★★★★★ ★★★★★
(10)
Clearance
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Skechers Respected 2.0 Hagler Boot

Minimum Clearance Price $79.98 $79.98
Up to $60 off!
★★★★★ ★★★★★
(6)
Top Rated
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Timberland Mt. Maddsen Hiking Boot - Men's

$129.99
★★★★★ ★★★★★
(568)
Top Rated
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Timberland Parker Street Boot - Men's

$109.99
Up to $60 off!
★★★★★ ★★★★★
(60)
Top Rated
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Crown Vintage Lanbart Chelsea Boot

Now $79.99
Up to $60 off!
★★★★★ ★★★★★
(18)
Clearance
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Crown Vintage Crishean Cap Buckle Boot

Minimum Clearance Price $64.98 $64.98
Up to $60 off!
★★★★★ ★★★★★
(5)
Top Rated
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Dr. Martens Combs Boot - Men's

$139.99
Up to $60 off!
★★★★★ ★★★★★
(367)
Clearance
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Crown Vintage Cyaire Boot

Minimum Clearance Price $39.98 $39.98 – Maximum Clearance Price $64.98 $64.98
Up to $60 off!
★★★★★ ★★★★★
(24)
Top Rated
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Nunn Bush Circuit Plain Toe Chukka Boot - Men's

Now $69.99
Up to $60 off!
★★★★★ ★★★★★
(25)
Top Rated
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TAFT Jack Cap Toe Boot

$348.99
Up to $60 off!
★★★★★ ★★★★★
(5045)
Top Rated
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TAFT Rome Boot

$348.99
Up to $60 off!
★★★★★ ★★★★★
(1989)
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Nunn Bush Karnak Boot

Now $89.99
Up to $60 off!
★★★★★ ★★★★★
(1)
Clearance
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Madden Mens Lorinn Boot

Minimum Clearance Price $49.98 $49.98
Up to $60 off!
★★★★★ ★★★★★
(2)
Clearance
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Crown Vintage Sandar Chukka Boot

Minimum Clearance Price $49.98 $49.98 – Maximum Clearance Price $59.98 $59.98
Up to $60 off!
★★★★★ ★★★★★
(2)
Clearance
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Timberland Westmore Chukka Boot - Men's

Minimum Clearance Price $79.98 $79.98
Up to $60 off!
★★★★★ ★★★★★
(67)
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Dr. Martens Embury Chelsea Boot

$139.99
Up to $60 off!
★★★★★ ★★★★★
(7)
Top Rated
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Timberland Premium Waterproof Boot - Men's

$219.99
★★★★★ ★★★★★
(2727)
Clearance
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Wolverine Trade Waterproof Steel Toe Work Boot - Men's

Minimum Clearance Price $104.98 $104.98
★★★★★ ★★★★★
(1)
Clearance
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Crown Vintage Harvee Boot

Minimum Clearance Price $49.98 $49.98
Up to $60 off!
★★★★★ ★★★★★
(3)
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Merrell Speed Strike 2 Mid Boot - Men's

$119.99
★★★★★ ★★★★★
(21)
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Deer Stags Rockland Boot

Now $64.99
Up to $60 off!
★★★★★ ★★★★★
(22)
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Steve Madden Noby Boot

$179.99
★★★★★ ★★★★★
(1)
Clearance
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Steve Madden Rialto Chelsea Boot

Minimum Clearance Price $89.98 $89.98
Up to $60 off!
★★★★★ ★★★★★
(1)
Clearance
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Sperry Stringer Boot

Clearance Item - Add to bag to see price Add to bag to see price
Up to $60 off!
★★★★★ ★★★★★
(1)
Top Rated
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Wolverine Floorhand Work Boot - Men's

$124.99
★★★★★ ★★★★★
(10)
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Bates Paratrooper Combat Boot

Now $189.99
★★★★★ ★★★★★
(11)
Top Rated
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Dr. Martens 1460 Boot - Men's

Add to bag to see price
★★★★★ ★★★★★
(164)
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Nunn Bush Excavate Boot

Now $64.99
Up to $60 off!
★★★★★ ★★★★★
(1)
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Clarks Wallaston Low Chukka Boot

Now $69.99
Up to $60 off!
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Nunn Bush Karnak Chelsea Boot

Now $89.99
Up to $60 off!
Top Rated
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Carlos by Carlos Santana Mantra Boot

Now $148.99
Up to $60 off!
★★★★★ ★★★★★
(38)
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Nunn Bush Chase Chukka Boot

Now $64.99 – Maximum Clearance Price $74.99 $74.99
Up to $60 off!
★★★★★ ★★★★★
(3)
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Nunn Bush Otis II Chelsea Boot

Now $99.99
Up to $60 off!
★★★★★ ★★★★★
(2)
Clearance
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Aldo Brewster Boot

Minimum Clearance Price $99.98 $99.98 – Maximum Clearance Price $104.98 $104.98
Up to $60 off!
★★★★★ ★★★★★
(3)
Top Rated
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Timberland Timb 6 Padded Collar Waterproof Boot - Men's

$179.99
★★★★★ ★★★★★
(413)
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Carhartt Millbrook Boot - Men's

Add to bag to see price
★★★★★ ★★★★★
(27)
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Nunn Bush Karnak Boot

Now $89.99
Up to $60 off!
★★★★★ ★★★★★
(5)
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Nunn Bush Ozark II Boot

Now $99.99
Up to $60 off!
★★★★★ ★★★★★
(2)
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Propet Kenton Chukka Boot

$147.99
★★★★★ ★★★★★
(8)
Top Rated
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Territory Bridger Boot

Now $49.99 – Maximum Clearance Price $59.99 $59.99
Up to $60 off!
★★★★★ ★★★★★
(15)
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Vance Landon Boot

Now $49.99
Up to $60 off!
★★★★★ ★★★★★
(313)
Clearance
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Kamik Atwater N Snow Boot - Men's

Minimum Clearance Price $89.98 $89.98
★★★★★ ★★★★★
(4)
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Vance Austin Chukka Boot

Now $64.99
Up to $60 off!
★★★★★ ★★★★★
(15)
Clearance
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Aldo Mayfair Boot

Minimum Clearance Price $89.98 $89.98
Up to $60 off!
★★★★★ ★★★★★
(1)
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Eastland Daily Double Boot - Men's

Now $119.99
Up to $60 off!
★★★★★ ★★★★★
(7)
Top Rated
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Eastland Lumber Up Boot - Men's

$134.99
Up to $60 off!
★★★★★ ★★★★★
(5)
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Blake McKay Dixon Chukka Boot

$174.99
Up to $60 off!
★★★★★ ★★★★★
(1)
Top Rated
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Timberland Premium Waterproof Boot - Men's

$219.99
★★★★★ ★★★★★
(2722)
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Born Harrison Boot

$144.99
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Carlos by Carlos Santana Durango Chelsea Boot

$178.99
Up to $60 off!
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Bed Stu Michelangelo Chelsea Boot - Men's

$219.99
Clearance
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Hush Puppies Ottis Boot

Minimum Clearance Price $69.98 $69.98
Up to $60 off!
★★★★★ ★★★★★
(9)