Men's Ankle Boots

(269)

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

Stacy Adams
Men's Maury Cap Toe Chelsea Boots
$130.00
(35)
Kenneth Cole Reaction
Men's Hulard Chelsea Boots
$129.00
Tommy Hilfiger
Men's Sesame Chelsea Dress Boots
$119.00
Buy 1 get 1 Free
(342)
Vintage Foundry Co
Men's Roberto Chelsea Boots
$200.00
Buy 1 get 1 Free
(26)
Clarks
Men's Bushacre 3 Boots
$120.00 - $130.00
(82)
Tommy Hilfiger
Men's Bage Lace Up Chukka Boots
$109.00
Buy 1 get 1 Free
(27)
BOSS by Hugo Boss
Men's Colby Leather Chelsea Slip On Boot
$199.00
(17)
Anthony Veer
Men's Thomas Leather Pull Up Chelsea Boots
$179.99
(2)
Reserved Footwear
Men's Milo Chukka Boots
$80.00
Buy 1 get 1 Free
(3)
Florsheim
NEW! Men's Anthem Plain Toe Chelsea Boots
$145.00
Reserved Footwear
Men's Gerard Ankle Boots
$125.00
Buy 1 get 1 Free
(9)
Reserved Footwear
Men's Devon Ankle Boots
$125.00
Buy 1 get 1 Free
(8)
Nunn Bush
Men's Otis II Plain Toe Chelsea
$120.00
(4)
New York & Company
Men's Harrison Chelsea Boots
$65.00
Buy 1 get 1 Free
(41)
Nunn Bush
Men's Ozark II Plain Toe Chukka
$120.00
(7)
Vintage Foundry Co
Men's Darwin Leather Chelsea Boots
$220.00
Buy 1 get 1 Free
(61)
Clearance
Madden Men
Men's Maxxin Mid Height Chelsea Boot
Now $54.00 (40% off)
$90.00
(1,139)
Clearance
Alfani
Men's Luka 2 Pull-On Chelsea Boots, Created for Macy's
Now $41.99 (40% off)
$69.99
(161)
Gino Vitale
Men's Slip On Wing Tip Chelsea Boots
$89.99
(14)
GEORGIA BOOT
Men's Core 37 Wedge Waterproof Chelsea Work Boot
$140.00
(1)
COACH
Men's Dalton Chelsea Boot
$295.00
(2)
Reserved Footwear
Men's Neal Ankle Boots
$90.00
Buy 1 get 1 Free
Blake McKay
Men's Richmond Dress Chelsea Boots
$165.00
(2)
Cole Haan
Men's Remix Lace-Up Chukka Boot
$220.00
Buy 1 get 1 Free
MUCK
Men's Chore Farm Leather Comp Toe Chelsea Boot
$58.87
(8)
Stacy Adams
Men's Gabriel Plain Toe Chelsea Boots
$130.00
(3)
MUCK
Men's Chore Farm Leather Chelsea Boot
$79.83 - $92.12
(58)
MUCK
Men's Chore Farm Leather Chelsea Boot
$49.84 - $65.59
(28)
Blake McKay
Men's York Dress Casual Suede Chelsea Boots
$165.00
(3)
Reserved Footwear
Men's Ulysses Ankle Boots
$125.00
Buy 1 get 1 Free
(15)
Carlos by Carlos Santana
Men's Spirit Jodhpur Boots
$148.99
(28)
Vintage Foundry Co
Men's Charles Chelsea Boot
$185.00
Buy 1 get 1 Free
(5)
Florsheim
NEW! Men's Forge Plain Toe Chelsea Boots
$130.00
Vintage Foundry Co
Men's Johah Chelsea Boots
$200.00
Buy 1 get 1 Free
(4)
Aston Marc
Men’s Morket Chukka Boot
$49.99
(16)
Carlos by Carlos Santana
Men's Mantra Chelsea Boots
$138.99 - $158.99
(11)
Nunn Bush
Men's Delton Plain Toe Boots
$95.00
Frye
Men's Tyler Flex Chelsea Leather Boots
$258.00
(3)
Madden Men
Men's Maxxin Mid Height Chelsea Boot
Now $35.93 (60% off)
$90.00
(6)
Nisolo
Men's Marco Everyday Chelsea Boot
$268.00
(30)
Reserved Footwear
Men's Lloyd Ankle Boots
$90.00
Buy 1 get 1 Free
PAZSTOR
Men's Premium Comfort Leather Low Ankle Boots
$89.25 (25% off)
$119.00
Vance Co.
Men's Salter Comfort Chelsea Boot
$79.99
(1)
Rockport
Men's Classic Break Chukka Boots
$160.00
MUCK
Men's Chore Farm Leather Comp Toe Chelsea Boot
$67.37
(26)
Vance Co.
Men's Stratton Comfort Chukka Boot
$79.99
Florsheim
NEW! Men's Lodge 3-Eye Chukka Boots
$140.00
Vance Co.
Men's Fegan Tru Comfort Foam Cap Toe Lace-Up Ankle Boots
$109.99
(1)
Reserved Footwear
Men's Ryder Chelsea Boots
$98.00
Buy 1 get 1 Free
(4)
MUCK
Men's Chore Farm Leather Chelsea Boot
$84.04
(12)
GEORGIA BOOT
Men's Georgia Giant Revamp Waterproof Chelsea Work Boot
$145.00
(4)
XRAY
Footwear Men's Simon Chelsea Boots
$65.00
Buy 1 get 1 Free
(4)
Sperry
Men's Cold Bay Chukka Waxed Synthetic Boot
$110.00
(1)
New York & Company
Men's Kevin Ankle Boots
$85.00
Buy 1 get 1 Free
(14)
Vionic
Men's Uptown Chukka Boots
$190.00
(2)
Florsheim
NEW! Men's Forge Plain Toe Chukka Boots
$135.00
Nunn Bush
Men's Excavate Moc Toe Chelsea Boot
$95.00
(12)
Gino Vitale
Men's Wingtip Brogue Two-Tone Chelsea Boots
$89.99
(21)
Steve Madden
Men's Aben Leather Chelsea Boot
$150.00
(1)
Johnston & Murphy
Men's Hodges Chukka Boots
$179.00
(10)

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