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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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 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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Georgia Boot Wedge Waterproof Chelsea Work Boot - Men's Wide Brown 10.5 GB00352-105W

Georgia Boot Wedge Waterproof Chelsea Work Boot - Men's Wide Brown 10.5 GB00352-105W

Georgia Boot Wedge Waterproof Chelsea Work Boot - Men's Wide Brown 10.5 GB00352-105W. That's what you get with the Georgia Boot Wedge Waterproof Chelsea Work Boot. Some things never change. We still craft their wedges with the tried and true SPR... more

$182.00

FREE shipping

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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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Georgia Boot AMP LT Wedge Steel Toe Waterproof Chelsea Work Boot - Men's Wide Brown 10.5 GB00353-105W

Georgia Boot AMP LT Wedge Steel Toe Waterproof Chelsea Work Boot - Men's Wide Brown 10.5 GB00353-105W

Georgia Boot AMP LT Wedge Steel Toe Waterproof Chelsea Work Boot - Men's Wide Brown 10.5 GB00353-105W. The new Georgia Boot AMP LT Wedge Work Boots start out with durable pasture proof SPR leather just like their classic wedges but then we pack on the... more

$187.00

FREE shipping

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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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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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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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Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Wide Brown 8.5 GB00337-085W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Wide Brown 8.5 GB00337-085W

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Wide Brown 8.5 GB00337-085W. 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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Danner Bull Run Chelsea Work Boots Full Grain Leather Men's, Brown SKU - 557201

Danner Bull Run Chelsea Work Boots Full Grain Leather Men's, Brown SKU - 557201

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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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 9 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 9 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 Dark Brown (Size 12 M)

Men's Daily Double Chelsea Boots by Eastland® in Dark Brown (Size 12 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 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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Nine West Shoes | Ankle Boots, Gray Patent Stiletto Boots, Size 9m Boots, Nine West Vintage Boots | Color: Gray | Size: 9

Nine West Shoes | Ankle Boots, Gray Patent Stiletto Boots, Size 9m Boots, Nine West Vintage Boots | Color: Gray | Size: 9

Listed For Sale Is A Pair Of Vintage Gray Nine West Patent Leather Stiletto Ankle Boots Condition: Vintage - Excellent Type: Patent Leather Ankle Boots Brand: Nine West. The Boots Feature A Side Zipper And Pointed Toe. Total Items Listed: 1 Pair Boots.... more

$30.00

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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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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 Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 9 M)

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

$89.99 $75.99

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

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

$89.99 $75.99

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Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 11 W)

Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 11 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

$89.99 $75.99

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

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

$89.99 $75.99

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

Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 11 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

$89.99 $75.99

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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

$89.99 $75.99

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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

$89.99 $75.99

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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

$89.99 $75.99

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

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

$89.99 $75.99

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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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Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 15 W)

Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 15 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

$89.99 $75.99

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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

$89.99 $75.99

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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

$89.99 $75.99

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Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 8 1/2 W)

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

$89.99 $75.99

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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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Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 15 EW)

Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 15 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

$89.99 $75.99

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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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Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 12 W)

Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 12 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

$89.99 $75.99

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

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

$89.99 $75.99

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

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

$89.99 $75.99

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Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 9 1/2 W)

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

$89.99 $75.99

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More information about Men's Shoes

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