Best Seller
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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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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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 GR530 Size 10.5 Men's Chelsea Boot Steel Work Boot, Soggy Brown

GEORGIA BOOT GR530 Size 10.5 Men's Chelsea Boot Steel Work Boot, Soggy Brown

Chelsea Boot, Style Family Chelsea Boot, Metatarsal Guard No, ASTM Standards Met Compression (C/75), Impact (I/75), Closure Slip On, Chemical Resisting Sole Yes, Color Soggy Brown, Width M, Gender Men's, Heel Definition Defined Heel, Non Metallic Upper... more

$132.00

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Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Medium Brown 9 GB00337-090M

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Medium Brown 9 GB00337-090M

Georgia Boot Eagle One Waterproof Chelsea 4 inch Work Boot w/Steel Toe - Men's Medium Brown 9 GB00337-090M. 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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Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 12 GB00156-120M

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 12 GB00156-120M

Georgia Boot Athens Chelsea Waterproof 5 inch Work Boot - Men's Dark Brown 12 GB00156-120M. This men's Chelsea boot's upper is made from a supple full-grain leather and also includes elastic twin gores. The twin gores make the boot easy to slip on and... more

$165.00

FREE shipping

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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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Muck Boots Woody Sport Ankle Rubber Boots Men's, Black/Dark Gray SKU - 548478

Muck Boots Woody Sport Ankle Rubber Boots Men's, Black/Dark Gray SKU - 548478

After years of studying how boots are worn, Muck Boots designed a new upper on their traditional Woody Sport outsole. The Muck Woody Sport Ankle Rubber Boots feature a 100% waterproof and MUCKPROOF insulated upper. The boots are built to keep you dry... more

$135.00

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DUNLOP 8610433 Size 13 Men's Steel Rubber Boot, Black

DUNLOP 8610433 Size 13 Men's Steel Rubber Boot, Black

Rubber Boot, Shoe Style Ankle, Toe Type Steel, Footwear Sole Pattern Cleated, Insulated No, Size 13, Footwear Width D, Men's, Boot Height 6 in, Metatarsal Guard No, Waterproof Yes, 1 Pair more

$41.69

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Stef Chelsea Ankle Boots

Stef Chelsea Ankle Boots

Men's Ann Demeulemeester Stef Chelsea Ankle Boots - Black - Casual boots Synonymous with timeless elegance, the Chelsea boot gets a low-key update from Ann Demeulemeester. A menswear classic, they will go with a navy or grey suit, or with jeans and a... more

$796.18 $473.88

FREE shipping

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Grundens Deck Boss Ankle Boots Rubber Men's, Monument Grey SKU - 516600

Grundens Deck Boss Ankle Boots Rubber Men's, Monument Grey SKU - 516600

The Grundens Deck-Boss Ankle Boots were designed to provide anglers with comfortable performance driven footwear options that will outlast even the longest days on the water. Grundens has prioritized a thicker insole to promote noticeable shock... more

$109.99

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FLORSHEIM FE690 Size 7-1/2 Men's Chelsea Boot Steel Work Boot, Black

FLORSHEIM FE690 Size 7-1/2 Men's Chelsea Boot Steel Work Boot, Black

Chelsea Boot, Style Family Chelsea Boot, Metatarsal Guard Yes, ASTM Standards Met Electrical Hazard (EH), Metatarsal (MT 75), Closure Slip On, Chemical Resisting Sole Yes, Color Black, Width M, Gender Men's, Heel Definition Flat Heel, Non Metallic... more

$159.95

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WIDE FIT Valentina Ankle Boot - gray

WIDE FIT Valentina Ankle Boot - gray

Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more

$99.99 $69.99

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WIDE FIT Valentina Ankle Boot - gray

WIDE FIT Valentina Ankle Boot - gray

Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more

$99.99 $69.99

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WIDE FIT Valentina Ankle Boot - gray

WIDE FIT Valentina Ankle Boot - gray

Move from morning to night in the Valentina Ankle Boot. Complete in a wide width fit and cushioned insoles, run errands in style with the buckle detailing and faux-leather finish. Key Features Include:- Round toe ankle boot- Wide width fit- Side zip... more

$99.99 $69.99

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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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Lowa Camino Evo GTX Hiking Boots Leather Men's, Steel Blue/Kiwi SKU - 821104

Lowa Camino Evo GTX Hiking Boots Leather Men's, Steel Blue/Kiwi SKU - 821104

The Lowa Camino Evo GTX Leather Men's Hiking Boots are even more stable and comfortable than its predecessors. Including an ankle patch area to allow for more ankle flex when walking uphill, the new sole package improves the boots rolling properties,... more

$350.00

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J. Crew Shoes | J. Crew Gray Leather Ankle Chelsea Boot W/ Ankle Strap And Gold Hardware- Size 8 | Color: Gray | Size: 8

J. Crew Shoes | J. Crew Gray Leather Ankle Chelsea Boot W/ Ankle Strap And Gold Hardware- Size 8 | Color: Gray | Size: 8

J. Crew Gray Leather Chelsea Ankle Boot. Made In Italy With 2 Inch Heel, Ankle Strap And Gold Hardware. 03868 Color: Gray Size: Women's 8 more

$36.00

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Mike Chelsea Boots

Mike Chelsea Boots

Men's Eckhaus Latta Mike Chelsea Boots - Black - Casual boots Ankle-high suede Chelsea boots in gray. more

$735.00

FREE shipping

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Zara Shoes | Ankle Boots Zara. Baby/ Holographic Ankle Boots | Color: Black/Gray | Size: Various

Zara Shoes | Ankle Boots Zara. Baby/ Holographic Ankle Boots | Color: Black/Gray | Size: Various

Ankle Boots With Reflective Finish. Adjustable Laces And Side Zip Closure. Back Pull Tab For Ease. Rubber Lug Soles. Starfit Flexible Technical Sole Made Of Polyurethane Foam Designed To Offer Increased Comfort. more

$40.00

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Gray Geyser Chelsea Boots

Gray Geyser Chelsea Boots

Men's PS by Paul Smith Gray Geyser Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in gray. more

$475.00 $295.00

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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 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 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 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 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 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 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 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 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 Black Nubuck Leather (Size 13 4W)

Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 13 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 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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Wide Width Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 11 W)

Wide Width Men's Murphy Casual Boots by Drew in Black Nubuck 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 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 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 Black Nubuck Leather (Size 11 4W)

Men's Murphy Casual Boots by Drew in Black Nubuck 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 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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