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  6. Chelsea
  1. Boots

Top Rated Men's Medium Chelsea Boots

25 Results
Top Rated
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Mix No. 6 Aleder Chelsea Boot

Now $59.99 – Maximum Clearance Price $69.99 $69.99
★★★★★ ★★★★★
(43)
Clearance
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Crown Vintage Lanbart Chelsea Boot

Minimum Clearance Price $64.98 $64.98
★★★★★ ★★★★★
(18)
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Sponsored

Carhartt Frontier Soft Toe Work Chelsea Boot - Men's

$139.99
Top Rated
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Florsheim Rucci Chelsea Boot

Now $129.99
★★★★★ ★★★★★
(10)
Clearance
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Timberland Redwood Edge Chelsea Boot - Men's

Minimum Clearance Price $89.98 $89.98
★★★★★ ★★★★★
(22)
Top Rated
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Carhartt Frontier Steel Toe Work Chelsea Boot - Men's

$149.99
★★★★★ ★★★★★
(12)
Top Rated
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Carhartt Millbrook Romeo Steel Toe Wedge Work Boot - Men's

Now $119.99
Up to 25% off!
★★★★★ ★★★★★
(12)
Top Rated
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Kenneth Cole New York Tully Chelsea Boot

Now $109.99 – Maximum Clearance Price $184.99 $184.99
★★★★★ ★★★★★
(4)
Top Rated
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Florsheim Rucci Chelsea Boot

Now $119.99
★★★★★ ★★★★★
(6)
Top Rated
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Stacy Adams Maury Chelsea Boot

Now $109.99
★★★★★ ★★★★★
(7)
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Vance Landon Boot

Now $69.99
★★★★★ ★★★★★
(313)
Top Rated
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Vance Marshall Boot

Now $49.99 – Maximum Clearance Price $69.99 $69.99
★★★★★ ★★★★★
(57)
Top Rated
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Florsheim Loedin Steel Toe Work Boot

Now $144.99
★★★★★ ★★★★★
(10)
Top Rated
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Carlos by Carlos Santana Mantra Boot

$158.99
★★★★★ ★★★★★
(38)
Top Rated
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Carhartt Chelsea Steel Toe Work Boot - Men's

Add to bag to see price
Up to 25% off!
★★★★★ ★★★★★
(14)
Clearance
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Timberland Redwood Falls Chelsea Boot - Men's

Minimum Clearance Price $104.98 $104.98
★★★★★ ★★★★★
(211)
New Arrival
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Timberland Men's Britton Road Chelsea Boot

$159.99
★★★★★ ★★★★★
(41)
Top Rated
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Keen Anchorage III Boot - Men's

$174.99
★★★★★ ★★★★★
(138)
Top Rated
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Carlos by Carlos Santana Mantra Boot

$158.99
★★★★★ ★★★★★
(4)
Clearance
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Stacy Adams Tigran Chelsea Boot

Minimum Clearance Price $50.98 $50.98
★★★★★ ★★★★★
(26)
Top Rated
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Dr. Martens Hardie II Chelsea Boot - Men's

Now $114.99
★★★★★ ★★★★★
(23)
Top Rated
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Carlos by Carlos Santana Mantra Boot

Now $95.99
★★★★★ ★★★★★
(6)
Top Rated
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Carhartt Force Romeo Boot

$149.99
★★★★★ ★★★★★
(11)
Top Rated
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TAFT Jude Chelsea Boot

Now $249.99
★★★★★ ★★★★★
(282)
Top Rated
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TAFT Hiro Chelsea Boot

Now $249.99
★★★★★ ★★★★★
(177)
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Deer Stags Rockland Boot

Now $64.99
★★★★★ ★★★★★
(22)