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Chelsea Ankle Boots

Chelsea Ankle Boots

Men's Tod's Chelsea Ankle Boots - Brown - Casual boots 100% Suede, 100% Rubber. Made in Italy. more

$587.78 $479.63

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® Skyview Chelsea Suede Boots|dress Shoes

® Skyview Chelsea Suede Boots|dress Shoes

Men's Ugg ® Skyview Chelsea Suede Boots|dress Shoes - Brown - Casual boots Constructed from waterproof suede and reinforced with sealed seams, the Skyview promises protection against light showers. This timeless chelsea design is primed for the winter... more

$160.00 $111.99

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Puddle Chelsea Boots

Puddle Chelsea Boots

Men's Bottega Veneta Puddle Chelsea Boots - Black - Casual boots Ankle-high waterproof biodegradable rubber Chelsea boots in gray. more

$820.00

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Off- Type 191 Chelsea Boots

Off- Type 191 Chelsea Boots

Men's Adieu Off- Type 191 Chelsea Boots - Black - Casual boots Ankle-high polished leather Chelsea boots in off-white. more

$590.00

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Herman Chelsea Boot

Herman Chelsea Boot

Men's Eastland Herman Chelsea Boot - Black - Casual boots Equally complement your formal and casual attire with the Herman Chelsea boot from Eastland. Made from leather, this boot features elastic gore details and back pull tab for easy on/off and a... more

$119.99

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Marco Everyday Chelsea Boot

Marco Everyday Chelsea Boot

Men's Nisolo Marco Everyday Chelsea Boot - Brown - Casual boots Meet daily errands in the stylish Marco Everyday Chelsea boot from Nisolo. The sustainable boot comes fashioned with contrasting midfoot and a stacked heel. A cushioned memory foam insole... more

$259.99

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Billy Chelsea Boot

Billy Chelsea Boot

Men's M by Bruno Magli Billy Chelsea Boot - Brown - Casual boots Highlight a layered look with the Billy from M by Bruno Magli. This suede pair sports a classic look that ensures a versatile style to introduce to your collection. Suede upper. Pull-on... more

$248.99

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Tamas Chelsea Boot

Tamas Chelsea Boot

Men's Vince Tamas Chelsea Boot - Black - Casual boots Goring side panels and a rear pull-tab lend easy wear to a supple suede Chelsea boot grounded by a classic cupsole for street-savvy appeal. more

$275.00 $192.50

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Marshon Chelsea Boot

Marshon Chelsea Boot

Men's Vance Co. Marshon Chelsea Boot - Brown - Casual boots Look handsome in the Vance Co Marshon Chelsea boot. Elastic stretch panels offer a flexible fit, while the 6mm Tru Comfort Foam insole offers supreme comfort. Vegan leather upper. Slip-on.... more

$64.99

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Jaylon Chelsea Boot

Jaylon Chelsea Boot

Men's Thomas & Vine Jaylon Chelsea Boot - Brown - Casual boots The Thomas & Vine Jaylon Chelsea boot is a timeless addition to your wardrobe. This slip-on boot includes elastic goring panel on the sides for easy and effortless entry and 8mm Tru Comfort... more

$89.99

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Mantra Chelsea Boot

Mantra Chelsea Boot

Men's Carlos By Carlos Santana Mantra Chelsea Boot - Black - Casual boots Show off your unique fashion sense in the Mantra Chelsea boot from Carlos by Carlos Sinatra. Be it the all-over prints or the vibrant elastic panels, you won't take or eyes or... more

$148.99

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Paolo Chelsea Boot

Paolo Chelsea Boot

Men's M by Bruno Magli Paolo Chelsea Boot - Black - Casual boots Pair your worn-out denims with the Bruno Magli Paolo Chelsea boot to make an impression. A burnished toe brings the depth of the suede boot, beautifully made in Italy. Dual panels ensure... more

$249.99

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Renegade Chelsea Boot

Renegade Chelsea Boot

Men's Florsheim Renegade Chelsea Boot - Brown - Casual boots Bolster your chilly weather wardrobe with the Renegade Chelsea boot from Florsheim. This sharp boot sports a leather design and classic look that makes for a versatile add. Leather upper.... more

$119.99

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Hogan Chelsea Boot

Hogan Chelsea Boot

Men's Vance Co. Hogan Chelsea Boot - Black - Casual boots Slip into the Hogan Chelsea boot by Vance Co for an instantly polished and graceful look. This vegan synthetic boot features stretch gore details to enable easy on/off and a Tru Comfort Foam... more

$79.99

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Blair Men's Deer Stags Rockland Chelsea Boots - Red - 11 - Womens

Blair Men's Deer Stags Rockland Chelsea Boots - Red - 11 - 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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Eli Chelsea Boot

Eli Chelsea Boot

Men's Shoe The Bear Eli Chelsea Boot - Black - Casual boots A slightly higher shaft updates a classic Chelsea boot built from supple leather and fitted with twin elastic gores. Pull-on style with elastic gore insets Removable insole Leather and textile... more

$189.95

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Revel Chelsea Boot

Revel Chelsea Boot

Men's Chaco Revel Chelsea Boot - Brown - Casual boots Luvseat arch support means exceptional comfort in a versatile Chelsea boot with easy appeal. more

$90.00

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Huntsley Chelsea Boot

Huntsley Chelsea Boot

Men's Vince Camuto Huntsley Chelsea Boot - Brown - Casual boots Add classic appeal to your look with the Huntsley Chelsea boot from Vince Camuto. This pull-on boot is made of rich leather for added style and durability and designed with elastic gore... more

$119.99 $89.98

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Bedford lugged Chelsea Boot

Bedford lugged Chelsea Boot

Men's Rag & Bone Bedford lugged Chelsea Boot - Brown - Casual boots Classic and versatile, this Chelsea boot made of brushed suede sports deep goring on the sides and a chunky sole made of grippy Vibram® rubber. more

$498.00

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Chelsea Boots

Chelsea Boots

Men's Versace Chelsea Boots - Black - Casual boots Chelsea boots, thick, notched sole, elasticated sides, loop at the back for easy slipping on and off more

$975.00 $877.50

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Highwood Chelsea Boot

Highwood Chelsea Boot

Men's Birkenstock Highwood Chelsea Boot - Black - Casual boots Chunky lugs lend rugged grounding to this robust Chelsea boot crafted from smooth leather and cushioned by the brand's iconic contoured cork footbed. 5 1/2" shaft Pull-on style with elastic... more

$200.00

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Jude Chelsea Boot

Jude Chelsea Boot

Men's Taft Jude Chelsea Boot - Black - Casual boots Showcasing a distinctive yet vibrant look with floral embossed pattern, the TAFT Jude Chelsea boot elevates your modern style to the next level. This pull-on boot has cushioned footbed to offer soft... more

$294.99

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Outback Chelsea Boot

Outback Chelsea Boot

Men's Taft Outback Chelsea Boot - Brown - Casual boots Make your own style statement with the Taft Outback Chelsea boot. Coordinating elastic panels and suede cap toe bring an interesting look to the leather boot, lined with leather for a luxe feel. A... more

$294.99

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Leather Chelsea Boots

Leather Chelsea Boots

Men's Tod's Leather Chelsea Boots - Black - Casual boots Chelsea boots are an enduring classic in any wardrobe. Tod's version is made from polished leather stamped with the brand's monogram and rubber pebble detailing on the heel. Wear them with... more

$599.76

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Jude Embossed Chelsea Boot

Jude Embossed Chelsea Boot

Men's Taft Jude Embossed Chelsea Boot - Brown - Casual boots Distinctive floral embossing texturizes a Chelsea boot elevated on a slight block heel and grounded by a leather sole with sturdy rubber treads. Cushioned insole Leather and textile... more

$295.00

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Hudson Suede Chelsea Boots

Hudson Suede Chelsea Boots

Men's Frye Hudson Suede Chelsea Boots - Brown - Casual boots Frye "Hudson" chelsea boots in premium suede leather Shockabsorbing EVA outsole for traction and stability 360degree Goodyear welt construction Boot shaft, approx. 6"H Chunky heel Round toe... more

$328.00

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Blue Bandana Malibu Chelsea Boots

Blue Bandana Malibu Chelsea Boots

Men's Amiri Blue Bandana Malibu Chelsea Boots - Black - Casual boots Ankle-high denim Chelsea boots in blue. more

$730.00

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Griffin Chelsea Boot

Griffin Chelsea Boot

Men's Nordstrom Griffin Chelsea Boot - Brown - Casual boots Side goring panels and a rear pull tab lend easy wear to a classic Chelsea boot designed with a plain toe for timeless sophistication. more

$119.95 $47.98

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Harding Chelsea Rain Boot

Harding Chelsea Rain Boot

Men's Pendleton Harding Chelsea Rain Boot - Black - Casual boots Revamp your wet weather wardrobe with the Harding Chelsea rain boot from Pendleton. Crafted from premium quality rubber for long-term use, this Chelsea boot comes with cushioned insole... more

$119.99

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Driving Moc Toe Chelsea Boot

Driving Moc Toe Chelsea Boot

Men's Twisted X Driving Moc Toe Chelsea Boot - Brown - Casual boots Step in style with this unique Chelsea boot that features an intricately woven panel and a breathable mesh lining for all-day comfort. more

$134.95

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Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 16 M)

Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 16 M)

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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Original Waterproof Chelsea Rain Boot

Original Waterproof Chelsea Rain Boot

Men's Hunter Original Waterproof Chelsea Rain Boot - Brown - Casual boots Impervious to wind and rain, this Chelsea version of the Original rubber boot also makes a casually handsome companion on drizzly days. more

$160.00

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Port Chalmers Chelsea Boot

Port Chalmers Chelsea Boot

Men's Rodd & Gunn Port Chalmers Chelsea Boot - Brown - Casual boots Stretchy side panels mean easy entry into this versatile and stylish Chelsea boot crafted from burnished European leather. Pull-on style with elastic gore insets Leather and textile... more

$238.00

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Classic Chelsea Boots

Classic Chelsea Boots

Men's Tod's Classic Chelsea Boots - Brown - Casual boots 100% Leather, 100% Rubber. Made in Italy. more

$737.40 $353.95

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Chelsea Boot

Chelsea Boot

Men's Common Projects Chelsea Boot - Brown - Casual boots A chunky lug sole grounds this refined Chelsea boot impeccably crafted from nubuck leather with double pull-tabs and signature foil stamping at the heel. Pull-on style with elastic gore insets... more

$729.00

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Type 188 Chelsea Boots

Type 188 Chelsea Boots

Men's Adieu Type 188 Chelsea Boots - Black - Casual boots Ankle-high polished leather Chelsea boots in black. more

$550.00

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The Outback Chelsea Boot

The Outback Chelsea Boot

Men's Taft The Outback Chelsea Boot - Brown - Casual boots Smooth leather comprises the toe of this supple suede Chelsea boot that's sure to be a favorite throughout the year. Pull-on style with elastic gore insets Cushioned footbed Leather upper and... more

$295.00

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Nimbus Chelsea Boot

Nimbus Chelsea Boot

Men's Barbour Nimbus Chelsea Boot - Black - Casual boots A rugged mudguard offers additional durability in a smart Chelsea boot with versatile utility. more

$100.00

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Vince Chelsea Boot

Vince Chelsea Boot

Men's AllSaints Vince Chelsea Boot - Black - Casual boots A lugged rubber sole adds an edgier look to a timeless Chelsea boot crafted from smooth leather that adds a polished and refined look to any ensemble. Leather upper and lining/rubber sole Made... more

$299.00

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Farmlands Chelsea Boot

Farmlands Chelsea Boot

Men's Rodd & Gunn Farmlands Chelsea Boot - Brown - Casual boots Dual pull-tabs and goring insets add easy entry and a comfortable fit in a sophisticated leather Chelsea boot fitted with a square toe for modern appeal. more

$298.00

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