Men's Chelsea Boots

(170)

Chelsea Boots Dress Boots Chukka Boots Waterproof Boots Work Boots Casual Boots Lace-Up Boots Winter & Snow Boots Hiking & Outdoor Boots Comfort Boots Duck Boots Ankle Boots

Limited-Time Special
Tommy Hilfiger
Men's Sesame Chelsea Dress Boots
$109.00
Sale $65.40
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(194)
Limited-Time Special
+4
Madden Men
Men's Maxxin Mid Height Chelsea Boot
$90.00
Sale $34.99
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(818)
Calvin Klein
Men's Fenwick Pull On Chelsea Boots
$185.00
Now $73.93
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(78)
Limited-Time Special
Cole Haan
Men's Hawthorne Leather Pull-On Chelsea Boots
$300.00
Sale $150.00
(22)
Limited-Time Special
Stacy Adams
Men's Kalen Plain Toe Chelsea Boots
$130.00
Sale $91.00
Bonus Offer With Purchase
(3)
Limited-Time Special
Johnston & Murphy
Men's Grady Chelsea Boots
$179.00
Sale $134.25
UGG®
Men's Neumel Suede Chelsea Boots
$140.00
(115)
Limited-Time Special
New York & Company
Men's Harrison Chelsea Boots
$65.00
Sale $34.99
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(23)
Polo Ralph Lauren
Men's Bryson Leather Chelsea Boot
$198.00
(35)
Limited-Time Special
Vintage Foundry Co
Men's Roberto Chelsea Boots
$200.00
Sale $150.00
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(69)
Limited-Time Special
Alfani
Men's Luka 2 Pull-On Chelsea Boots, Created for Macy's
$69.99
Sale $34.99
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(94)
Limited-Time Special
BOSS by Hugo Boss
Men's Colby Leather Chelsea Slip On Boot
$199.00
Sale $119.40
(4)
BOGS
Men's Arcata Urban Leather Slip-Resistant Chelsea Boots
$160.00
(13)
Sorel
Men's Carson Waterproof Suede Chelsea Boot
$155.00
(22)
Limited-Time Special
Carlos by Carlos Santana
Men's Mantra Chelsea Boots
$138.99
Sale $83.39
(9)
Blake McKay
Men's Redmond Fashion Dress Casual Chelsea Boots
$165.00
(1)
Limited-Time Special
Stacy Adams
Men's Finney Cap-Toe Chelsea Boot
$145.00
Sale $101.50
Bonus Offer With Purchase
(14)
Limited-Time Special
Stacy Adams
Men's Gabriel Plain Toe Chelsea Boots
$120.00
Sale $84.00
Bonus Offer With Purchase
Limited-Time Special
Stacy Adams
Men's Maury Cap Toe Chelsea Boots
$130.00
Sale $91.00
Bonus Offer With Purchase
(26)
Limited-Time Special
Steve Madden
Men's Persee Suede Chelsea Boot
$140.00
Sale $112.00
(1)
Sorel
Men's Hi-Line Waterproof Chelsea Boot
$175.00
Now $105.00
(51)
Limited-Time Special
Gino Vitale
Men's Wingtip Brogue Two-Tone Chelsea Boots
$89.99
Sale $67.49
(7)
Limited-Time Special
Vintage Foundry Co
Men's Darwin Leather Chelsea Boots
$220.00
Sale $165.00
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(38)
Limited-Time Special
Gino Vitale
Men's Slip On Wing Tip Chelsea Boots
$89.99
Sale $67.49
(7)
Limited-Time Special
Anthony Veer
Men's Thomas Leather Pull Up Chelsea Boots
$209.95
Sale $146.96
Hugo Boss
Men's Tayil Leather Chelsea Boot
$199.00
(2)
Clearance
COACH
Men's Dalton Chelsea Boot
$295.00
Now $177.00
Frye
Men's Tyler Flex Chelsea Leather Boots
$258.00
Limited-Time Special
Nunn Bush
Men's Otis II Plain Toe Chelsea
$110.00
Sale $79.99
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Limited-Time Special
DEER STAGS
Men's Brayden Dress Comfort Chelsea Boots
$100.00
Sale $59.99
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(1)
Limited-Time Special
Vintage Foundry Co
Men's Martin Chelsea Boots
$175.00
Sale $131.25
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(13)
Limited-Time Special
New York & Company
Men's David Chelsea Boots
$65.00
Sale $34.99
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(8)
Limited-Time Special
Vintage Foundry Co
Men's Orson Chelsea Boots
$220.00
Sale $165.00
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Bonus Offer With Purchase
(1)
Limited-Time Special
Bar III
Men's Crawfordd Leather Chelsea Boot, Created for Macy's
$109.99
Sale $65.99
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(12)
Limited-Time Special
Anthony Veer
Men's Jefferson Chelsea Leather Pull Up Boots
$244.99
Sale $171.49
(14)
Limited-Time Special
Thomas & Vine
Men's Corbin Plain Toe Chelsea Boot
$74.99 - $150.00
Sale $56.24 - $112.50
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(13)
Limited-Time Special
JBU
Men's Kai Slip & Water-Resistant Chelsea Boot
$80.00
Sale $54.99
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(32)
Limited-Time Special
Thomas & Vine
Men's Nash Wingtip Chelsea Boot
$69.99
Sale $52.49
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(13)
Limited-Time Special
Cole Haan
Men's Berkshire Chelsea Boots
$250.00
Sale $125.00
(35)
Limited-Time Special
+1
Vance Co.
Men's Thorpe Tru Comfort Foam Wingtip Slip-On Chelsea Boots
$109.99
Sale $82.49
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(1)
Limited-Time Special
Vance Co.
Marshall Men's Chelsea Boot
$69.99 - $90.00
Sale $52.49 - $67.50
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(12)
Johnston & Murphy
NEW! Men's Cormac Chelsea Boot
$299.00
Limited-Time Special
Johnston & Murphy
Men's Brody Chelsea Boots
$165.00
Sale $115.50
Limited-Time Special
Vance Co.
Men's Marshall Wide Width Chelsea Boots
$69.99 - $89.99
Sale $52.49 - $67.49
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(19)
Limited-Time Special
Tommy Hilfiger
Men's Vitus Pull On Chelsea Boots
$109.00
Sale $65.40
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Bonus Offer With Purchase
(20)
Limited-Time Special
GUESS
Men's Dawlin Classic Low Shaft Casual Boots
$109.00
Sale $65.40
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(4)
Limited-Time Special
Carlos by Carlos Santana
Men's Mantra Snake Print Chelsea Boots
$148.99
Sale $104.29
(2)
Limited-Time Special
KARL LAGERFELD PARIS
Men's White Label Leather Moc Toe Chelsea Boots
$395.00
Sale $316.00
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Bonus Offer With Purchase
Limited-Time Special
Vintage Foundry Co
Men's Johah Chelsea Boots
$200.00
Sale $150.00
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Bonus Offer With Purchase
(1)
Limited-Time Special
Vintage Foundry Co
Men's Darwin Chelsea Boots
$220.00
Sale $165.00
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(4)
Rodd & Gunn
Men's Dargaville Chelsea Boot
$198.00
(5)
Johnston & Murphy
Men's XC4 Stanton 2.0 Waterproof Leather Chelsea Boots
$199.00
(2)
Barbour
Men's Nimbus Wellington Chelsea Boot
$100.00
(9)
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