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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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 $436.00

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Calf Hair Ankle Boots Boots, Ankle Boots

Calf Hair Ankle Boots Boots, Ankle Boots

Men's Lidfort Calf Hair Ankle Boots Boots, Ankle Boots - Black - Casual boots Calf hair ankle boots with leather sole and aelastic detail. Colours: Black Composition: 100% calf leather Dimension: UK MEN 25 mm heels MPN: 625CAVALLINONERO. 100% calf... more

$828.00 $457.00

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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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Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 13 GB00315-130W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 13 GB00315-130W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 13 GB00315-130W. The upper is constructed from full-grain SPR leather with twin gore panels and nylon pull tabs. The Georgia Waterproof System will keep your feet protected... more

$165.00

FREE shipping

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Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 10 GB00315-100W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 10 GB00315-100W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 10 GB00315-100W. The upper is constructed from full-grain SPR leather with twin gore panels and nylon pull tabs. The Georgia Waterproof System will keep your feet protected... more

$165.00

FREE shipping

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Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 10.5 GB00315-105W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 10.5 GB00315-105W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot - Men's Wide Brown 10.5 GB00315-105W. The upper is constructed from full-grain SPR leather with twin gore panels and nylon pull tabs. The Georgia Waterproof System will keep your feet protected... more

$165.00

FREE shipping

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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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Henry Country Ankle Chelsea Boot

Henry Country Ankle Chelsea Boot

Men's Tricker's Henry Country Ankle Chelsea Boot - Brown - Casual boots 100% Leather. Made in Italy. more

$732.05 $597.36

FREE shipping

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Men's Daily Double Chelsea Boots by Eastland® in Dark Brown (Size 10 M)

Men's Daily Double Chelsea Boots by Eastland® in Dark Brown (Size 10 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Black (Size 11 1/2 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 11 1/2 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Men's Daily Double Chelsea Boots by Eastland® in Black (Size 11 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 11 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

$125.00

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Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond Color 7 | Color: Brown/Tan | Size: 7

Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond Color 7 | Color: Brown/Tan | Size: 7

Details Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look. Side Zipper Closure Cushioned... more

$128.00

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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 The Grayson Chelsea Boot Black Leather Pointed Toe Ankle Boots Size 10 | Color: Black/Brown | Size: 10

Madewell Shoes | Madewell The Grayson Chelsea Boot Black Leather Pointed Toe Ankle Boots Size 10 | Color: Black/Brown | Size: 10

Madewell ‘The Grayson’ Chelsea Boot Black Leather Pointed Toe Ankle Booties Size: 10 Color: Black & Brown Style: J8293 Condition: Preloved Condition (Normal Signs Of Wear; Small Flaws To Leather Noted; Creasing At Toe Noted; Please See/Zoom In To All... more

$50.00

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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 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 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 Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 7 1/2 M)

Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 7 1/2 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

$114.99 $89.95

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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 14 6E)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 14 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 Brown (Size 8 1/2 M)

Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 8 1/2 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

$114.99 $89.95

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Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 8 EW)

Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 8 EW)

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

$114.99 $89.95

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Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 11 1/2 EW)

Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 11 1/2 EW)

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

$114.99 $89.95

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Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 10 1/2 W)

Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 10 1/2 W)

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

$114.99 $89.95

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

Men's Murphy Casual Boots by Drew in Camel Leather (Size 9 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 14 4W)

Men's Murphy Casual Boots by Drew in Camel Leather (Size 14 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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Wide Width Men's Murphy Casual Boots by Drew in Camel Leather (Size 11 W)

Wide Width Men's Murphy Casual Boots by Drew in Camel Leather (Size 11 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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Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 14 EW)

Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 14 EW)

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

$114.99 $89.95

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Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 7 M)

Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 7 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

$114.99 $89.95

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Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 11 1/2 M)

Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 11 1/2 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

$114.99 $89.95

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Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 13 W)

Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 13 W)

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

$114.99 $89.95

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Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 9 M)

Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 9 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

$114.99 $89.95

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Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 14 M)

Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 14 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

$114.99 $89.95

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Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 10 W)

Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 10 W)

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

$114.99 $89.95

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Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 10 1/2 EW)

Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 10 1/2 EW)

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

$114.99 $89.95

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More information about Men's Shoes

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