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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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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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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

$662.59 $572.48

FREE shipping

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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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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 Moss/Green 11 M2A-300-GRN-110

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Moss/Green 11 M2A-300-GRN-110

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Moss/Green 11 M2A-300-GRN-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 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 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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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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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 Ankle Boots Tan Brown Almond 7 | Color: Brown/Tan | Size: Various

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

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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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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Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 8 LDB-STL-BRN-080

Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 8 LDB-STL-BRN-080

Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 8 LDB-STL-BRN-080. The Legacy Chelsea features the same Commercial Grade performance and safety features of the classic Legacy Boot but with functional pull tabs and a twin elastic gore for... more

$155.00

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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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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 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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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 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 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

$89.95

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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

$89.95

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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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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

$89.95

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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

$89.95

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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

$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

$89.95

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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

$89.95

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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

$89.95

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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

$89.95

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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

$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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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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