Men's Ankle Boots

(257)

BOSS by Hugo Boss
Men's Colby Leather Chelsea Slip On Boot
$139.30 (30% off)
$199.00
Calvin Klein
Men's Fenwick Pull On Chelsea Boots
Now $45.16 (76% off)
$185.00
Limited-Time Special
Clarks
Men's Bushacre 3 Boots
$72.00 (40% off)
$120.00
Limited-Time Special
Vintage Foundry Co
Men's Roberto Chelsea Boots
$150.00 (25% off)
$200.00
Limited-Time Special
Sponsored
PAZSTOR
Men's Chelsea Leather Boots Mauri By Pazstor
$90.30 (30% off)
$129.00
Clearance
Madden Men
Men's Maxxin Mid Height Chelsea Boot
Now $54.00 (40% off)
$90.00
Clearance
Alfani
Men's Luka 2 Pull-On Chelsea Boots, Created for Macy's
Now $41.99 (40% off)
$69.99
Clearance
Territory
Men's Bridger Ankle Boot
Now $23.96 - $60.00 (40-76% off)
$100.00
coupon excluded
Limited-Time Special
Rockport
Men's Cb Chukka Shoes
$112.00 (30% off)
$160.00
Clearance
Territory
Men's Drifter Ankle Boots
Now $89.99 (40% off)
$149.99
JBU
Men's Kai Slip & Water-Resistant Chelsea Boot
Now $19.96 (75% off)
$80.00
Clearance
New York & Company
Men's Parker Chelsea Boots
Now $48.00 (40% off)
$80.00
Johnston & Murphy
Men's Marlow Chukka Boot
$225.25 (15% off)
$265.00
Stacy Adams
Men's Finney Cap-Toe Chelsea Boot
$101.50 (30% off)
$145.00
Anthony Veer
Men's Rome Chelsea Boot
$296.09 (10% off)
$328.99
Limited-Time Special
Alpine Swiss
Mens Nash Chelsea Boots Snakeskin Ankle Boot Genuine Leather Lined
$55.99 (20% off)
$69.99
Stacy Adams
Men's Maury Cap Toe Chelsea Boots
$91.00 (30% off)
$130.00
Limited-Time Special
Blake McKay
Men's Richmond Dress Chelsea Boots
$120.45 (27% off)
$165.00
Johnston & Murphy
Men's Upton Chukka Boots
$140.25 (15% off)
$165.00
Limited-Time Special
Nunn Bush
Men's Ozark II Plain Toe Chukka
$79.99 (27% off)
$110.00
Clearance
Territory
Men's Axel Ankle Boot
Now $83.41 (40% off)
$139.01
Clearance
Anthony Veer
Men's Hills Suede Chelsea Boots
Now $69.99 - $74.99 (49-52% off)
$145.99
Limited-Time Special
Nunn Bush
Men's Excavate Moc Toe Chelsea Boot
$59.99 (33% off)
$90.00
Limited-Time Special
Reserved Footwear
Men's Glenn Ankle Boots
$59.99 (52% off)
$125.00
GEORGIA BOOT
Men's AMP LT Wedge Chelsea Work Boot
$120.00
Johnston & Murphy
Men's Gregory Chukka Boot
$208.25 (15% off)
$245.00
Limited-Time Special
Alpine Swiss
Men's Ankle Boots Dressy Casual Leather Lined Dress Shoes Lace up
$27.99 - $34.99
$34.99
Limited-Time Special
Territory
Men's Mack 2.0 Cap Moc Toe Ankle Boots
$127.99 (20% off)
$159.99
Taft
Men's Legion Slip-on Rugged Chelsea Stitchdown Boot
$495.00
XTRATUF
Men's 6 IN Ankle Deck Boot Sport
$105.00
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
XTRATUF
Men's 6 IN Ankle Deck Boot Sport
$105.00
Limited-Time Special
Reserved Footwear
Men's Neal Ankle Boots
$67.50 (25% off)
$90.00
Limited-Time Special
New York & Company
Men's Harrison Chelsea Boots
$39.99 (38% off)
$65.00
Limited-Time Special
GUESS
Men's Dremmy Classic Slip-on Ankle Casual Boots
$65.40 (40% off)
$109.00
Limited-Time Special
Vintage Foundry Co
Men's Orson Chelsea Boots
$165.00 (25% off)
$220.00
Clearance
Reserved Footwear
Men's Emmett Ankle Boots
Now $58.80 (40% off)
$98.00
Taft
Men's Jude Handcrafted Suede Chelsea Slip-on Boots
$295.00
Limited-Time Special
Reserved Footwear
Men's Photon Chelsea Boots
$81.75 (25% off)
$109.00
XTRATUF
Men's Tailgate 6 in Ankle Deck Boot Sport
$105.00
XTRATUF
Men's Tailgate 6 in Ankle Deck Boot
$86.25
Steve Madden
Men's Aben Leather Chelsea Boot
$150.00
Carlos by Carlos Santana
Men's Durango Chelsea Boots
$143.09 (10% off)
$158.99
XTRATUF
NEW! Men's Wheelhouse 6 in Ankle Deck Boot
$105.00
XTRATUF
Men's Mossy Oak Country DNA 6 in Ankle Deck Boot
$93.75
Blake McKay
Men's Davidson Fashion Dress Casual Chelsea Boots
$175.00
MUCK
Men's Arctic Excursion Ankle Boot
$97.50
XTRATUF
NEW! Men's Wheelhouse 6 in Ankle Deck Boot
$105.00
MUCK
Men's ster Lite EVA Ankle Boot
$65.00
MUCK
Men's ster II Ankle Boot
$75.00
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 Guy Harvey
$112.50
Limited-Time Special
Reserved Footwear
Men's Vector Leather Work Boots
$97.50 (25% off)
$130.00
XTRATUF
Men's Tailgate 6 in Ankle Deck Boot
$86.25
Limited-Time Special
Rockport
Men's Classic Break Chukka Boots
$112.00 (30% off)
$160.00
MUCK
Men's Chore Farm Leather Comp Toe Chelsea Boot
$67.37
GH Bass
G.H.BASS Men's Ranger Chelsea Slip-On Boots
$225.00
XTRATUF
Men's Tailgate 6 in Ankle Deck Boot
$86.25
XTRATUF
Men's Wheelhouse 6 in Ankle Deck Boot
$105.00
MUCK
Men's Arctic Excursion Ankle Boot
$97.50
XTRATUF
Men's 6 in Ankle Deck Boot
$86.25

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