Men's Ankle Boots

(283)

JBU
Men's Kai Slip & Water-Resistant Chelsea Boot
Now $19.96 (75% off)
$80.00
Limited-Time Special
BOSS by Hugo Boss
Men's Colby Leather Chelsea Slip On Boot
$139.30 (30% off)
$199.00
Bonus Offer With Purchase
Alfani
Men's Gregory Chukka Boot, Created for Macy's
Now $24.93 (64% off)
$69.99
Madden Men
Men's Maxxin Mid Height Chelsea Boot
Now $35.93 (60% off)
$90.00
Limited-Time Special
Vintage Foundry Co
Men's Roberto Chelsea Boots
$150.00 (25% off)
$200.00
Bonus Offer With Purchase
Clearance
Madden Men
Men's Maxxin Mid Height Chelsea Boot
Now $54.00 (40% off)
$90.00
Bonus Offer With Purchase
Limited-Time Special
Tommy Hilfiger
Men's Bage Lace Up Chukka Boots
$65.40 (40% off)
$109.00
Bonus Offer With Purchase
Limited-Time Special
New York & Company
Men's Harrison Chelsea Boots
$34.99 (46% off)
$65.00
Bonus Offer With Purchase
Clearance
Alfani
Men's Luka 2 Pull-On Chelsea Boots, Created for Macy's
Now $41.99 (40% off)
$69.99
Bonus Offer With Purchase
Clearance
Territory
Men's Drifter Ankle Boots
Now $89.99 (40% off)
$149.99
Bonus Offer With Purchase
Clearance
New York & Company
Men's Parker Chelsea Boots
Now $48.00 (40% off)
$80.00
Bonus Offer With Purchase
Limited-Time Special
Johnston & Murphy
Men's Marlow Chukka Boot
$225.25 (15% off)
$265.00
Bonus Offer With Purchase
Limited-Time Special
Rockport
Men's Cb Chukka Shoes
$96.00 (40% off)
$160.00
Bonus Offer With Purchase
Limited-Time Special
XTI
Men's Ankle Boots By XTI
$56.00 (30% off)
$80.00
Limited-Time Special
Stacy Adams
Men's Finney Cap-Toe Chelsea Boot
$116.00 (20% off)
$145.00
Bonus Offer With Purchase
Limited-Time Special
Blake McKay
Men's Richmond Dress Chelsea Boots
$120.45 (27% off)
$165.00
Limited-Time Special
Stacy Adams
Men's Maury Cap Toe Chelsea Boots
$104.00 (20% off)
$130.00
Bonus Offer With Purchase
Limited-Time Special
Stacy Adams
Men's Kalen Plain Toe Chelsea Boots
$104.00 (20% off)
$130.00
Bonus Offer With Purchase
Limited-Time Special
Johnston & Murphy
Men's Upton Chukka Boots
$140.25 (15% off)
$165.00
Bonus Offer With Purchase
Clearance
Territory
Men's Axel Ankle Boot
Now $83.41 (40% off)
$139.01
Bonus Offer With Purchase
Limited-Time Special
XTI
Men's Casual Ankle Boots By XTI
$55.99 - $56.00 (30% off)
$79.99 - $80.00
Limited-Time Special
Berrendo
Men's 6” Steel Toe Work Boots for Men – Pull-On Chelsea – Electrical Hazard – Oil and Slip Resistant
$111.65 (30% off)
$159.50
Limited-Time Special
Reserved Footwear
Men's Glenn Ankle Boots
$59.99 (52% off)
$125.00
Bonus Offer With Purchase
GEORGIA BOOT
Men's AMP LT Wedge Chelsea Work Boot
$160.00
Limited-Time Special
Carlos by Carlos Santana
Men's Mantra Snake Print Chelsea Boots
$126.64 (15% off)
$148.99
Bonus Offer With Purchase
Ted Baker
Men's Remington Ankle Boots
$220.00
Bonus Offer With Purchase
Limited-Time Special
Johnston & Murphy
Men's Gregory Chukka Boot
$208.25 (15% off)
$245.00
Bonus Offer With Purchase
Alpine Swiss
Men's Ankle Boots Dressy Casual Leather Lined Dress Shoes Lace up
$34.99
Limited-Time Special
Territory
Men's Mack 2.0 Cap Moc Toe Ankle Boots
$127.99 (20% off)
$159.99
Bonus Offer With Purchase
Taft
Men's Legion Slip-on Rugged Chelsea Stitchdown Boot
$495.00
Bonus Offer With Purchase
Limited-Time Special
PAZSTOR
Men's Premium Comfort Leather Low Ankle Boots
$65.80 - $76.30 (30% off)
$94.00 - $109.00
XTRATUF
Men's 6 IN Ankle Deck Boot Sport
$140.00
XTRATUF
Men's 6 IN Ankle Deck Boot Sport
$140.00
Reserved Footwear
Men's Neal Ankle Boots
$90.00
Bonus Offer With Purchase
Rodd & Gunn
Men's Freyberg Chelsea Boot
$228.00
Vintage Foundry Co
Men's Orson Chelsea Boots
$220.00
Bonus Offer With Purchase
Clearance
Reserved Footwear
Men's Emmett Ankle Boots
Now $58.80 (40% off)
$98.00
Bonus Offer With Purchase
Taft
Men's Jude Handcrafted Suede Chelsea Slip-on Boots
$295.00
Bonus Offer With Purchase
Reserved Footwear
Men's Photon Chelsea Boots
$109.00
Bonus Offer With Purchase
Clarks
Men's Bushacre 3 Boots
$120.00
Bonus Offer With Purchase
Limited-Time Special
Vance Co.
Men's Thorpe Tru Comfort Foam Wingtip Slip-On Chelsea Boots
$87.99 (20% off)
$109.99
Bonus Offer With Purchase
XTRATUF
Men's Tailgate 6 in Ankle Deck Boot Sport
$140.00
XTRATUF
Men's Tailgate 6 in Ankle Deck Boot
$115.00
Steve Madden
Men's Aben Leather Chelsea Boot
$150.00
Bonus Offer With Purchase
Limited-Time Special
RUSH Gordon Rush
Men's Logan Dress Casual Chelsea Boot
$45.90 (66% off)
$135.00
Limited-Time Special
Anthony Veer
Men's Rome Chelsea Boot
$279.64 (15% off)
$328.99
Bonus Offer With Purchase
Reserved Footwear
Men's Theo Chelsea Boots
$145.00
Bonus Offer With Purchase
XTRATUF
NEW! Men's Wheelhouse 6 in Ankle Deck Boot
$140.00
Limited-Time Special
Carlos by Carlos Santana
Men's Mantra Chelsea Boots
$118.14 (15% off)
$138.99
Bonus Offer With Purchase
XTRATUF
Men's Mossy Oak Country DNA 6 in Ankle Deck Boot
$125.00
MUCK
NEW! Men's Arctic Excursion Ankle Boot
$130.00
XTRATUF
NEW! Men's Wheelhouse 6 in Ankle Deck Boot
$140.00
MUCK
Men's ster Lite EVA Ankle Boot
$65.00
XTRATUF
Men's Ice Fleece Lined Ankle Deck Boot
$140.00
MUCK
Men's ster II Ankle Boot
$100.00
Taft
Men's Legion Slip-on Rugged Chelsea Stitchdown Boot
$495.00
Bonus Offer With Purchase
XTRATUF
NEW! Men's 6 in Ankle Deck Boot Sport Guy Harvey
$150.00
Reserved Footwear
Men's Vector Leather Work Boots
$130.00
Bonus Offer With Purchase
XTRATUF
Men's Tailgate 6 in Ankle Deck Boot
$115.00
Alpine Swiss
Mens Nash Chelsea Boots Snakeskin Ankle Boot Genuine Leather Lined
$69.99

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