Best Seller
Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 1/2 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Best Seller
Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 EE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Danner Bull Run Chelsea Work Boots Full Grain Leather Men's, Brown SKU - 168992

Danner Bull Run Chelsea Work Boots Full Grain Leather Men's, Brown SKU - 168992

The Danner Bull Run Chelsea Work Boots provide electrical hazard protection to ASTM F2892-18 EH standards and feature a durable, oiled, full grain leather upper. These boots are both durable and comfortable, with slip on action, making them perfect for... more

$229.95

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Danner Bull Run Chelsea Work Boots Full Grain Leather Men's, Brown SKU - 333815

Danner Bull Run Chelsea Work Boots Full Grain Leather Men's, Brown SKU - 333815

The Danner Bull Run Chelsea Work Boots provide electrical hazard protection to ASTM F2892-18 EH standards and feature a durable, oiled, full grain leather upper. These boots are both durable and comfortable, with slip on action, making them perfect for... more

$229.95

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Braided Leather Ankle Boots Boots, Ankle Boots

Braided Leather Ankle Boots Boots, Ankle Boots

Men's Lidfort Braided Leather Ankle Boots Boots, Ankle Boots - Black - Casual boots Braided leather ankle boots with elastic ankle straps, leather sole. Colours: Black Composition: 100% calfskin leather (Bos Taurus) Dimension: UK MEN MPN:... more

$790.00 $476.00

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Hoffman Boots Explorer Light 6" Hunting Boots Leather Men's, Olive SKU - 791878

Hoffman Boots Explorer Light 6" Hunting Boots Leather Men's, Olive SKU - 791878

The Hoffman Boots Explorer Light 6 is a boot developed for the most demanding outdoorsmen in the most demanding conditions. A solid one piece vamp made with the finest 2.8mm thick leather provides excellent ankle support while a nylon mid sole adds... more

$369.99

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Chelsea Boots, Ankle Boots

Chelsea Boots, Ankle Boots

Men's Santoni Chelsea Boots, Ankle Boots - Blue - Casual boots Chelsea' suede ankle boots with elastic side inserts, contrast lining, back logo tab and rubber sole. Colours: Blue Composition: 100% leather Dimension: UK MEN MPN: MGSI13414SMAISYWU60.... more

$696.00 $454.00

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Xtratuf Leather Ankle Deck Boot Lace Shoe - Men's Black 8.5 LAL-000-BLK-085

Xtratuf Leather Ankle Deck Boot Lace Shoe - Men's Black 8.5 LAL-000-BLK-085

Xtratuf Leather Ankle Deck Boot Lace Shoe - Men's Black 8.5 LAL-000-BLK-085. To ensure these Men's Boots & Footwear by XTRATUF last a long time they're made from 100percent waterproof leather. Plus these Xtratuf Leather Ankle Deck Boots w/ Lace Insert... more

$125.00

FREE shipping

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Xtratuf Leather Ankle Deck Boot Lace Shoe - Men's Black 11.5 LAL-000-BLK-115

Xtratuf Leather Ankle Deck Boot Lace Shoe - Men's Black 11.5 LAL-000-BLK-115

Xtratuf Leather Ankle Deck Boot Lace Shoe - Men's Black 11.5 LAL-000-BLK-115. To ensure these Men's Boots & Footwear by XTRATUF last a long time they're made from 100percent waterproof leather. Plus these Xtratuf Leather Ankle Deck Boots w/ Lace Insert... more

$125.00

FREE shipping

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Logo Tag Leather Combat Boots Boots, Ankle Boots

Logo Tag Leather Combat Boots Boots, Ankle Boots

Men's Dolce & Gabbana Logo Tag Leather Combat Boots Boots, Ankle Boots - Black - Casual boots Leather lace up boots with metal logo tag, and a rubber sole. Colours: Black Composition: 100% calfskin leather Dimension: EU MAN MPN: A60566AB64080999. 100%... more

$1,175.00 $940.00

FREE shipping

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Free People Shoes | Free People James Chelsea Boots White Leather Lug Sole Ankle Boots In Bone 40 | Color: White | Size: 9

Free People Shoes | Free People James Chelsea Boots White Leather Lug Sole Ankle Boots In Bone 40 | Color: White | Size: 9

Brand: Free People Style: James Chelsea Boots Heeled Ankle Booties Color: White Material: Leather With Rubber Gum Sole Size: Eu 40, Fits Like A 9 Has A Slightly Narrow Fit In My Opinion, Though I Do Better With Wider Fit Shoes Condition: New, No Box.... more

$54.00

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Madewell Shoes | Madewell Ivy Croc Leather Chelsea Boots Lug Sole Platform Ankle Boots Like New | Color: Brown | Size: 8

Madewell Shoes | Madewell Ivy Croc Leather Chelsea Boots Lug Sole Platform Ankle Boots Like New | Color: Brown | Size: 8

Madewell Size 8 The Ivy Croc Embossed Leather Chelsea Boots Ankle Boots In Brown Platform Utilitarian Lug Soles In Excellent Almost Like New Condition. Very Clean Inside & Out. Tags: Classic Chunky Lug Soles Neutral Versatile Business Casual Office... more

$75.00

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Michael Kors Rue Logo and Leather Boot Brown 7

Michael Kors Rue Logo and Leather Boot Brown 7

Step forward in a sleek pair of ankle boots you’ll be reaching for on nights out. Crafted from a combination of leather and Signature-print canvas, the Rue features a sharp pointed toe and rest on a slim stiletto heel. Complement yours with all-black... more

$195.00 $59.40

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Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Wide Brown 10 GB00337-100W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Wide Brown 10 GB00337-100W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Wide Brown 10 GB00337-100W. Built with a combination cement and San Crispino construction the upper is crafted from full-grain SPR leather and features twin gore panels and... more

$170.00

FREE shipping

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Michael Kors Shoes | Michael Kors Rue Snake Embossed Leather Ankle Boot Black (Black) 9 New | Color: Black | Size: 9

Michael Kors Shoes | Michael Kors Rue Snake Embossed Leather Ankle Boot Black (Black) 9 New | Color: Black | Size: 9

This Item Has Been Refurbished And May Contain Small Flaws Or Visible Repairs more

$86.00

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 6E)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 6E)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 D)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 14 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 14 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 EEEE)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 EEEE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 6E)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 6E)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 1/2 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 EE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 EE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 1/2 D)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EEEE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EEEE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 D)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 11 1/2 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 11 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's Murphy Casual Boots by Drew in Camel Leather (Size 10 M)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 10 M)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$280.99

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Men's Murphy Casual Boots by Drew in Camel Leather (Size 11 4W)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 11 4W)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Men's Murphy Casual Boots by Drew in Camel Leather (Size 8 1/2 6E)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 8 1/2 6E)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Men's Murphy Casual Boots by Drew in Camel Leather (Size 11 1/2 4W)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 11 1/2 4W)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Men's Murphy Casual Boots by Drew in Camel Leather (Size 12 4W)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 12 4W)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Men's Murphy Casual Boots by Drew in Camel Leather (Size 9 4W)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 9 4W)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Men's Murphy Casual Boots by Drew in Camel Leather (Size 15 6E)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 15 6E)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Men's Murphy Casual Boots by Drew in Camel Leather (Size 10 1/2 M)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 10 1/2 M)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$280.99

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Wide Width Men's Murphy Casual Boots by Drew in Camel Leather (Size 10 1/2 W)

Wide Width Men's Murphy Casual Boots by Drew in Camel Leather (Size 10 1/2 W)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Men's Murphy Casual Boots by Drew in Camel Leather (Size 16 M)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 16 M)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$280.99

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Men's Murphy Casual Boots by Drew in Camel Leather (Size 13 6E)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 13 6E)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 8 M)

Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 8 M)

A rugged, waterproof cold weather boot designed to keep out the elements—rain, sleet or snow. The rugged leather upper of this Propet® Blizzard Ankle-Zip Boot features a molded rubber toe. Easy on and off zip closure means you can leave them by the... more

$89.95

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Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 11 M)

Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 11 M)

A rugged, waterproof cold weather boot designed to keep out the elements—rain, sleet or snow. The rugged leather upper of this Propet® Blizzard Ankle-Zip Boot features a molded rubber toe. Easy on and off zip closure means you can leave them by the... more

$89.95

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More information about Men's Shoes

Best prices on Rue leather chelsea ankle boots, Leather in Men's Shoes online. Visit Bizrate to find the best deals on top brands. Read reviews on Clothing & Accessories merchants and buy with confidence.