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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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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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Blair Men's Deer Stags Rockland Chelsea Boots - Black - 9 - Womens

Blair Men's Deer Stags Rockland Chelsea Boots - Black - 9 - Womens

Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... more

$69.99

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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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Slip-on Chelsea Ankle Boots

Slip-on Chelsea Ankle Boots

Men's Tod's Slip-on Chelsea Ankle Boots - Brown - Casual boots Dimensions: Heel: 3.5cm, Height: 15.5cm, Sole: 1.5cm 100% Calf Leather, 100% Rubber. Made in Italy. more

$694.65 $566.83

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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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Blair Men's Deer Stags Rockland Chelsea Boots - Black - 10 - Womens

Blair Men's Deer Stags Rockland Chelsea Boots - Black - 10 - Womens

Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... more

$69.99

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Men's Daily Double Chelsea Boots by Eastland® in Dark Brown (Size 9 1/2 M)

Men's Daily Double Chelsea Boots by Eastland® in Dark Brown (Size 9 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 10 1/2 M)

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 10 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 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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Chelsea Ankle Boots

Chelsea Ankle Boots

Men's Tod's Chelsea Ankle Boots - Black - Casual boots Dimensions: Heel: 4cm, Height: 14cm, Sole: 2.5cm 100% Leather, 100% Rubber, 72% Polyester, 28% Elastane. Made in Italy. more

$662.59 $572.48

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Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Bark/Otter 10 M2A-900-BRN-100

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Bark/Otter 10 M2A-900-BRN-100

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Bark/Otter 10 M2A-900-BRN-100. Muck Boots crafted these Men's Footwear with 4mm of Neoprene insulation for maximum warmth when working outdoors on those chilly days. A high traction rubber... more

$130.00

FREE shipping

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Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Bark/Otter 12 M2A-900-BRN-120

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Bark/Otter 12 M2A-900-BRN-120

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Bark/Otter 12 M2A-900-BRN-120. Muck Boots crafted these Men's Footwear with 4mm of Neoprene insulation for maximum warmth when working outdoors on those chilly days. A high traction rubber... more

$130.00

FREE shipping

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Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Black/Black 11 M2A-000-BLK-110

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Black/Black 11 M2A-000-BLK-110

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Black/Black 11 M2A-000-BLK-110. Muck Boots crafted these Men's Footwear with 4mm of Neoprene insulation for maximum warmth when working outdoors on those chilly days. A high traction rubber... more

$130.00

FREE shipping

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Keen Targhee II Mid WP Hiking Boots Leather/Synthetic Men's, Shitake/Brindle SKU - 941365

Keen Targhee II Mid WP Hiking Boots Leather/Synthetic Men's, Shitake/Brindle SKU - 941365

The Keen Targhee II Mid WP Hiking Boots keep your feet dry and lets them breathe. The aggressive outsole bites into the terrain. It's built for all-day comfort and the mid-cut height adds ankle support.Features4mm multi-directional lugsContoured heel... more

$155.00

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J. Crew Shoes | J. Crew Leather Chelsea Ankle Boots Size 6 1/2 | Color: Brown/Tan | Size: 6.5

J. Crew Shoes | J. Crew Leather Chelsea Ankle Boots Size 6 1/2 | Color: Brown/Tan | Size: 6.5

J. Crew Leather Chelsea Ankle Boots 6 1/2 Condition: Very Good Pre Owned Condition, Leather Is Still In Really Good Shape, Minor Wear On The Soles, Few Small Scuffs On Leather, As Showing In Pictures. Brown Leather With Black Elastic Panels On The... more

$30.00

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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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Free People Shoes | Free People James Chelsea Ankle Boot Tan 8 1/2 Brand New | Color: Tan | Size: 8.5

Free People Shoes | Free People James Chelsea Ankle Boot Tan 8 1/2 Brand New | Color: Tan | Size: 8.5

Free People James Chelsea Ankle Boot Tan 8 1/2 Brand New. Pet & Smoke-Free Home, Never Worn Sz 8 1/2 more

$125.00

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Blair Men's Deer Stags Rockland Chelsea Boots - Black - 12 - Medium

Blair Men's Deer Stags Rockland Chelsea Boots - Black - 12 - Medium

Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... more

$69.99

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Lowa Alpine Expert II GTX Insulated Hunting Boots Leather Men's, Dark Brown/Black SKU - 303405

Lowa Alpine Expert II GTX Insulated Hunting Boots Leather Men's, Dark Brown/Black SKU - 303405

The Lowa Alpine Expert II GTX Leather Men's Insulated Hunting Boots are versatile alpine boots for mixed climbing, heavy backpack and hunting trips. This boot features FLEXFIT-SYNCHRO for comfortable ankle flex and a generous rocker shape for easy... more

$470.00

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Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Black/Black 11 M2A-000-BLK-110

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Black/Black 11 M2A-000-BLK-110

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Black/Black 11 M2A-000-BLK-110. Muck Boots crafted these Men's Rain Boots with 4mm of Neoprene insulation for maximum warmth when working outdoors on those chilly days. A high traction rubber... more

$130.00

FREE shipping

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Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Bark/Otter 8 M2A-900-BRN-080

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Bark/Otter 8 M2A-900-BRN-080

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Bark/Otter 8 M2A-900-BRN-080. Muck Boots crafted these Men's Rain Boots with 4mm of Neoprene insulation for maximum warmth when working outdoors on those chilly days. A high traction rubber... more

$130.00

FREE shipping

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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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Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 9 1/2 W)

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 9 1/2 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

$119.99 $69.99

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Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Black (Size 11 1/2 W)

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Black (Size 11 1/2 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

$90.99 $69.99

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Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Red Wood (Size 11 1/2 W)

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Red Wood (Size 11 1/2 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

$90.99 $69.99

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Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Red Wood (Size 10 1/2 W)

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Red Wood (Size 10 1/2 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

$90.99 $69.99

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Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Black (Size 9 1/2 W)

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Black (Size 9 1/2 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

$90.99 $69.99

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Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Red Wood (Size 9 1/2 W)

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Red Wood (Size 9 1/2 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

$90.99 $69.99

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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 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

$89.95

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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

$89.95

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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

$89.95

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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 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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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

$89.95

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

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

$89.95

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

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

$89.95

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More information about Men's Shoes

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