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Jil Sander Men's Leather Ankle Bo…

$461.24

$1,230.00

Saks Fifth Avenue

Mephisto Men's Ladislas Ankle Bo…

Manolo Blahnik Men's Tomoso Sh…

$1,245.00

Saks Fifth Avenue

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Bally Men's Leather Ankle Boots - Cue…

$1,250.00

Saks Fifth Avenue

Saint Laurent Men's Beau Boots In Pat…

TOM FORD Men's Leather Ankle Bo…

$1,990.00

Saks Fifth Avenue

Free gift*

ARMANDO CABRAL Men's C…

$580.00

Saks Fifth Avenue

Men's Casual Ankle Boots, Socks Boo…

ARMANDO CABRAL Men's C…

$580.00

Saks Fifth Avenue

Men's Trendy Solid Ankle Boots, Sock…

$159.00

Temu

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Trendy Waterproof Slip-On Ankle Bo…

Pollini Men's Summer Vibes Su…

$425.00

Saks Fifth Avenue

Fashion Suede Ankle Boots, Sock…

Best Support Sensitive Feet Bo…

Casual Pu Winter & Spring Ankle Boot…

$26.39

Temu

(1)

Most Comfortable Supportive Boots…

Saint Laurent Men's Wyatt Suede Ankl…

$1,250.00

Saks Fifth Avenue

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Orthotic Diabetes Boots, Superior C…

Bottega Veneta Men's Wardrobe L…

$1,490.00

Saks Fifth Avenue

BRUNT The Marin Unlined (Soft Toe)…

$149.00

BRUNT Workwear

Saint Laurent Men's Wyatt Suede Ankl…

Bottega Veneta Men's Wardrobe L…

$1,490.00

Saks Fifth Avenue

Men's Casual Ankle Boots, Waterproo…

Most Comfortable Supportive Boots…

Business Superfine Fiber Solid Ankle …

Bottega Veneta Men's Intrecciato-…

$1,600.00

Saks Fifth Avenue

Plus Size Fashion Burnished Ankle …

Casual Leather Winter & Fall Ankl…

$57.89

Temu

(5)

Orthotic Diabetes Boots, Superior C…

Bottega Veneta Men's Fireman An…

$850.00

Saks Fifth Avenue

Comfortable Leather Ankle Boots, Sock…

$34.89

Temu

(1)

BRUNT The Marin Unlined (Soft Toe)…

$149.00

BRUNT Workwear

Vintage Leather Winter & Fall Ankl…

$246.01

Temu

(29)

Men's Squared-Toe Casual Chelsea B…

Bottega Veneta Men's Haddock L…

$1,600.00

Saks Fifth Avenue

Showing 1 - 36 out of 179 results for "ankle boots"
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  Givenchy Men, Storm Leather Ankl…
  $1,150.00
  mytheresa.com
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  Bruno Magli Raging Ankle Boot In B…
  $450.00
  Nordstrom
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  Marsell Men's Zucca Zeppa Leathe…
  $1,150.00
  Neiman Marcus
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  Territory Men's Raider Tru Comfort …
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  Territory Men's Yukon Tru Comfort …
  $98.00
  $140.00
  Macy's
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  Corral Men's Lace-Up Ankle Boots …
  $258.00
  Boot Barn
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  Giuseppe Zanotti Men's Chicago 4…
  $895.00
  Neiman Marcus
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  Fendi Men's Lace-Up Ankle Boots - …
  $1,290.00
  Saks Fifth Avenue
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  Territory Men's Yukon Tru Comfort …
  $98.00
  $140.00
  Macy's
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  Mephisto Men's Ladislas Ankle Boot…
  $399.00
  Saks Fifth Avenue
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  Bottega Veneta Ripley Ankle Boot I…
  $1,900.00
  Nordstrom
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  Vance Co. Evans Men's Ankle Boot …
  $59.50
  $85.00
  Macy's
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  TOM FORD Men's Leather Ankle B…
  $1,990.00
  Saks Fifth Avenue
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  Dockers® Norton Men's Ankle Boot…
  $63.75
  $85.00
  Kohl's
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  Men's Staheekum Ankle Boot Winte…
  $79.99
  Shoe Carnival
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  Bottega Veneta Men's Ripley Pointe…
  $1,900.00
  Neiman Marcus
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  Territory Men's Axel Ankle Boot - Ch…
  $97.30
  $139.01
  Macy's
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  Vance Co. Men's Harlan Wingtip An…
  $69.99
  $99.99
  Macy's
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  Vance Co. Men's Zane Ankle Boots …
  $69.99
  $99.99
  Macy's
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  Clarks Men's Collection Barnes Lac…
  $78.00
  $130.00
  Macy's
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  (35)
  Bottega Veneta Fireman Ankle Boo…
  $850.00
  Nordstrom
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  Territory Men's Titan 2.0 Cap Toe A…
  $111.99
  $159.99
  Macy's
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  Taft 365 Men's Model 001 Lace-Up …
  $132.99
  $189.99
  Macy's
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  Carlos By Carlos Santana Men's Ma…
  $138.99
  Macy's
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  Bottega Veneta Fireman Ankle Boo…
  $850.00
  Nordstrom
  Free shipping
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  (1)
  Saint Laurent Wyatt Ankle Boot In L…
  $1,250.00
  Nordstrom
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  Territory Men's Elevate Tru Comfort …
  $104.99
  $149.99
  Macy's
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  ARMANDO CABRAL Men's Cufar L…
  $580.00
  Saks Fifth Avenue
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  (35)
  Bottega Veneta Fireman Ankle Boo…
  $850.00
  Nordstrom
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  Territory Men's Raider Tru Comfort …
  $104.99
  $149.99
  Macy's
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  Clarks Men's Collection Barnes Lac…
  $78.00
  $130.00
  Macy's
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  (1)
  Saint Laurent Wyatt Ankle Boot In L…
  $1,250.00
  Nordstrom
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  Vance Co. Men's Jones Cap Toe A…
  $62.99
  $89.99
  Macy's
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  Dingo Men's Road Trip Ankle Boots …
  $129.95
  Boot Barn
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  (56)
  Clarks® Bradley Men's Leather Ankl…
  $84.99
  $100.00
  Kohl's
  SALE
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Casual Round Toe Windproof Ankle …
$12.59

$64.52
Temu
(12)
Outdoor Spring & Fall Ankle Boots, …
$26.79
Temu
(31)
Pu Spring & Fall Round Toe Ankle …
$27.09
Temu
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GUCCI Men's GG Ankle Boot, Black…
$1,150.00
Gucci US
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Pu Fall & Spring Round Toe Ankle …
$32.89
Temu
(13)
Vintage Pu Fall & Winter Boots, Me…
$28.59
Temu
(1)
19 % price drop
Sonoma Goods For Life® Ledger Men…
$29.74

$59.99
Kohl's
(87)
Wedding Pu Square Toe Ankle Boots, …
$24.23

$30.29
Temu
(101)
Casual Round Toe Sports Ankle Boot…
$11.77

$57.64
Temu
(83)
BRUNT The Marin (Soft Toe), Black …
$149.00
BRUNT Workwear
24 % price drop
XTRATUF Ankle Deck Boot Men's …
$67.95

$110.00
Zappos
Free shipping
SKECHERS Relaxed Fit Segm…
$89.70

$92.95
Zappos
(1K+)
Pu Handmade Stitching Ankle Bo…
$14.87

$24.79
Temu
(246)
Stallion Men's Antique Saddle F…
$1,295.00
Pinto Ranch
Dryshod Sod Buster Ankle Garden Bo…
$104.99
Cabela's
(3)
Stallion Men's Black Cherry Full Quill …
$1,295.00
Pinto Ranch
Deer Stags Rockland Men's C…
$54.99

$60.00
Kohl's
(5K+)
Orthopedic Boot For Sprained Ankle, H…
$135.95

$160.00
Orthofeet
Free shipping
Florsheim Midtown Plain Toe Zipper …
$134.95
Zappos
Free shipping
XTRATUF Men's Ankle Deck Boot…
$115.00
Sportsman's Guide
Free shipping
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Ankle Boots Up To 90% Off | Up To 90% Off