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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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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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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 - 10.5 - Medium

Blair Men's Deer Stags Rockland Chelsea Boots - Black - 10.5 - 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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Blair Men's Deer Stags Rockland Chelsea Boots - Red - 9.5 - Medium

Blair Men's Deer Stags Rockland Chelsea Boots - Red - 9.5 - 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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Blair Men's Deer Stags Rockland Chelsea Boots - Red - 12 - Medium

Blair Men's Deer Stags Rockland Chelsea Boots - Red - 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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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 $419.00

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Madewell Shoes | Madewell Cait Boot In Cigar Two-Toned Suade Leather Zip Ankle Boot Size 7.5 | Color: Brown/Tan | Size: 7.5

Madewell Shoes | Madewell Cait Boot In Cigar Two-Toned Suade Leather Zip Ankle Boot Size 7.5 | Color: Brown/Tan | Size: 7.5

Good Preowned Condition, Normal Wear -See Photos Please Madewell The Cait Boot A Go-Anywhere Ankle Boot With Sleek Styling And A Diagonal Zip. With Its Walkable Stacked Heel And Mix Of Rich Leather And Suede, This Is The Best-Of-Both-Worlds Boot You'll... more

$40.00

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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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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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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

$646.03 $558.16

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Henry Ankle Chelsea Boot

Henry Ankle Chelsea Boot

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

$713.75 $582.42

FREE shipping

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Madewell Shoes | Madewell The Cait Leather Suede Two Toned Ankle Boots Brown & Tan Size 8 | Color: Brown/Tan | Size: 8

Madewell Shoes | Madewell The Cait Leather Suede Two Toned Ankle Boots Brown & Tan Size 8 | Color: Brown/Tan | Size: 8

Madewell The Cait Leather Suede Two Toned Ankle Boots Brown & Tan Size 8. Features Two Toned Of Tan Suede And Brown Leather, Outter Zipper Closure And 2” Block Heels. Good Pre-Owned Condition. See Pictures For Evidence Of Wear. Price Reflective Of... more

$38.00

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Madewell Shoes | Madewell Two Toned Ankle Boots | Color: Black/Brown | Size: 8.5

Madewell Shoes | Madewell Two Toned Ankle Boots | Color: Black/Brown | Size: 8.5

Excellent Used Condition, Only Worn A Few Times. Size 8.5. The Style Is Madewell’s Reid 1937 Ankle Boot And Is Rich Mahogany And Black Leather In Color. more

$24.00

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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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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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Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Bark/Otter 11 M2A-900-BRN-110

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Bark/Otter 11 M2A-900-BRN-110

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Bark/Otter 11 M2A-900-BRN-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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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 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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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

$114.99 $96.99

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

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

$114.99 $96.99

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

Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 9 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 $96.99

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

Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (Size 8 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 $96.99

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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

$114.99 $96.99

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

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

$114.99 $96.99

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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

$114.99 $96.99

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

Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (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 $96.99

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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

$114.99 $96.99

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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

$114.99 $96.99

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

Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Brown (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 $96.99

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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

$114.99 $96.99

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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 $96.99

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

Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 8 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 $96.99

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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 $96.99

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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 $96.99

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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

$114.99 $96.99

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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

$114.99 $96.99

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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 $96.99

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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

$114.99 $96.99

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More information about Men's Shoes

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