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OTZ Shoes OTZ1-Paso: Men's Ankle Boot

OTZ Shoes OTZ1-Paso: Men's Ankle Boot

Ankle Boots: OTZ Shoes OTZ1-Paso - Male Adult - Camel Leather (Tan) - Sizes 37|38|39|40|41|42|43|44|45|46 - Widths: Euro - Step out with a modern twist on a classic shoe design in the OTZ Shoes OTZ1-Paso Chelsea boot. Featuring an upper of... more

$189.95

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OnlineShoes.com

(50,000+)
Vionic with Orthaheel Technology Declan: Men's Ankle Boot

Vionic with Orthaheel Technology Declan: Men's Ankle Boot

Ankle Boots: Vionic with Orthaheel Technology Declan - Male Adult - Dark Brown - Sizes 9|9.5|10|10.5|11|12|13 - Widths: Medium - Fashion-forward style goes the comfort distance in the Vionic with Orthaheel Technology Declan Chelsea boot, made from... more

$199.95 $132.97

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OnlineShoes.com

(50,000+)
Vionic with Orthaheel Technology Declan: Men's Ankle Boot

Vionic with Orthaheel Technology Declan: Men's Ankle Boot

Ankle Boots: Vionic with Orthaheel Technology Declan - Male Adult - Black - Sizes 9|9.5|10|10.5|11|12|13 - Widths: Medium - Fashion-forward style goes the comfort distance in the Vionic with Orthaheel Technology Declan Chelsea boot, made from premium... more

$199.95 $132.97

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OnlineShoes.com

(50,000+)
Red Wing Heritage Chelsea Rancher Men's Pull-on Boots

Red Wing Heritage Chelsea Rancher Men's Pull-on Boots

Free Shipping Both Ways! Click for Red Wing Heritage® cleaning instructions. The Chelsea Rancher boot brings vintage fashion to your contemporary wardrobe. A rough-and-tough leather upper with rounde, plain toe creates a rugged look and ensures durable... more

$310.00

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Zappos.com

(300,000+)
Lunargrand Chelsea Shoe by Cole Haan Men's Shoes

Lunargrand Chelsea Shoe by Cole Haan Men's Shoes

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Chelsea boot in leather uppers. NIKE Lunarion technology. Natural Storm welt. EVA midsole with rubber outsole. 100% leather. Imported. Spot clean only. Sizes 7-12, 13M. Black also in 7-12W. Lunargrand Chelsea Shoe by Cole Haan more

$228.00

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Men's Rockport City Smart Chelsea Boot - Black Leather Boots

Men's Rockport City Smart Chelsea Boot - Black Leather Boots

Perfect for jet setters and city-dwellers, our City Smart Collection is the quintessential men's dress shoe for the man on the move. Pair yours with a suit, or denim and a blazer. Sleek and lightweight, this collection is built with a shock-absorbing... more

$159.95

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(150,000+)
Kenneth Cole Reaction Desert Sky Men's Pull-on Boots

Kenneth Cole Reaction Desert Sky Men's Pull-on Boots

Free Shipping Both Ways! Look sharp and suave in these stately Kenneth Cole Reaction shoes. Suede leather upper with tonal stitching. Pull tab at heel. Slip-on construction with elastic side goring for on-and-off ease. Plain toe Chelsea boot... more

$98.00

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Zappos.com

(300,000+)
Cole Haan Copley Chelsea Boot Men's Pull-on Boots

Cole Haan Copley Chelsea Boot Men's Pull-on Boots

Free Shipping Both Ways! Look your best every time you put on these excellent Cole Haan shoes. Smooth leather upper with tonal stitching. Pull tab at shaft opening. Elastic goring at sides for on-and-off ease. Pull-on Chelsea boot construction.... more

$168.00

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Zappos.com

(300,000+)
Men's Rockport Insider Details Chelsea Boot - Black Leather Boots

Men's Rockport Insider Details Chelsea Boot - Black Leather Boots

Equal parts functional and sophisticated, our Insider Details Collection of men's dress shoes will support you during any activity. Paired perfectly with a suit or jeans on the weekends, these are a must have closet essential. Built with an EVA footbed... more

$124.95

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(150,000+)
Men's Rockport City Smart Chelsea Boot - Tan Leather Boots

Men's Rockport City Smart Chelsea Boot - Tan Leather Boots

Perfect for jet setters and city-dwellers, our City Smart Collection is the quintessential men's dress shoe for the man on the move. Pair yours with a suit, or denim and a blazer. Sleek and lightweight, this collection is built with a shock-absorbing... more

$159.95

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(150,000+)
Copley Chelsea Boot by Cole Haan Men's Shoes

Copley Chelsea Boot by Cole Haan Men's Shoes

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Chelsea Boot in leather uppers. Fully leather lines. Sleek rubber outsole for traction and comfort. 100% leather. Imported. Spot clean only. Copley Chelsea Boot by Cole Haan more

$168.00

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Dr. Martens Men's 8250 Chelsea Non Steel Work Boot,Gaucho Volcano,10 UK/11 M US

Dr. Martens Men's 8250 Chelsea Non Steel Work Boot,Gaucho Volcano,10 UK/11 M US

Our boots and shoes have become icons, recognized worldwide for their uncompromising looks, durability and comfort. These styles embody all that is true and unique to Dr. Martens. more

$110.00

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Dr. Martens 2976 Chelsea Boot,Cherry Red Smooth,8 UK (Women's 10 M US/Men's 9 M US)

Dr. Martens 2976 Chelsea Boot,Cherry Red Smooth,8 UK (Women's 10 M US/Men's 9 M US)

Our boots and shoes have become icons, recognised worldwide for their uncompromising looks, durability and comfort. These styles embody all that is true and unique to Dr. Martens. more

$105.70

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Timberland Men's EK Brook Park Chukka Chelsea Boot,Black Smooth,10.5 M US

Timberland Men's EK Brook Park Chukka Chelsea Boot,Black Smooth,10.5 M US

Premium full-grain leather from an LWG Silver-rated tannery provides eco-friendly comfort and durability. Comes with 100% organic cotton laces. The TPR welt gives this shoe a premium look. A stylish leather heel welt makes the shoe look superior. The... more

$97.74

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Men's Red Wing Chelsea Boot

Men's Red Wing Chelsea Boot

Premium polished leather crafts a structured Chelsea boot grounded by a rugged lug sole for durable style. Color(s): black, walnut. Brand: RED WING. Style Name: Red Wing Chelsea Boot (Men). Style Number: 896270. Manufacturer part number 2929 Leather... more

$370.00

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Nordstrom

(1,000+)
Men's H by Hudson 'Patterson' Chelsea Boot

Men's H by Hudson 'Patterson' Chelsea Boot

Washed leather offers a one-of-a-kind finish in a lightweight, handcrafted Chelsea boot styled with elastic goring at the sides for an easygoing fit. Color(s): tan. Brand: H by Hudson. Style Name: H by Hudson 'Patterson' Chelsea Boot (Men). Style... more

$255.00

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Nordstrom

(1,000+)
Men's H by Hudson 'Patterson' Chelsea Boot

Men's H by Hudson 'Patterson' Chelsea Boot

Washed leather offers a one-of-a-kind finish in a lightweight, handcrafted Chelsea boot styled with elastic goring at the sides for an easygoing fit. Color(s): black. Brand: H by Hudson. Style Name: H by Hudson 'Patterson' Chelsea Boot (Men). Style... more

$255.00 $162.56

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Nordstrom

(1,000+)
JD Fisk Vance Men's Pull-on Boots

JD Fisk Vance Men's Pull-on Boots

Free Shipping on all orders! Look smart, sharp, and chic in these JD Fisk shoes. Smooth leather upper with tonal stitching. Pull loop at shaft opening. Pull-on construction with elastic side goring for on-and-off ease. Chelsea boot silhouette. Leather... more

$239.00 $144.99

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Kenneth Cole Reaction Desert Sky Men's Pull-on Boots

Kenneth Cole Reaction Desert Sky Men's Pull-on Boots

Free Shipping on all orders! Look sharp and suave in these stately Kenneth Cole Reaction shoes. Suede leather upper with tonal stitching. Pull tab at heel. Slip-on construction with elastic side goring for on-and-off ease. Plain toe Chelsea boot... more

$98.00 $53.07

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Mens Demonia Brogue 02 Black Nappa Pu

Mens Demonia Brogue 02 Black Nappa Pu

This flashy pointed toe boot features a slight heel and a Chelsea boot design. This sharp look is sure to add some flash to any look. The elastic sides and side zipper make this shoe easy to get on and off. more

$59.95

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Overstock.com

(600,000+)
Alpine Swiss Mens Chelsea Boots Suede Lined Pull On Ankle Shoes

Alpine Swiss Mens Chelsea Boots Suede Lined Pull On Ankle Shoes

Men's Sion Slip-On Boots By: Alpine Swiss Have these sleek boots be your new go-to shoe for any of your casual or dress looks!   Product Features: Measures: 4.5" Shafts, 1.5" Heel Weight: 1.75 lbs  Breathable Suede Leather Lining Heel Tab for Easy Pull... more

$34.99

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Red Wing Chelsea Rancher Mens Chelsea Boots

Red Wing Chelsea Rancher Mens Chelsea Boots

The Chelsea boot is a true classic. Sheep ranching has had a long history in the United States and its ranchers needed sturdy and comfortable boots while guiding their sheep. The Chelsea is slipped in easily because of the elastic band. Ideal for... more

$373.10

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Sancho Boots Brown Leather Mens Chelsea Boots Shoes Zc10386 (Sancho)

Sancho Boots Brown Leather Mens Chelsea Boots Shoes Zc10386 (Sancho)

Sancho Boots Brown Leather Mens Chelsea Boots Shoes Zc10386 (Sancho) more

$215.99

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Mens Chelsea Boots Suede Lined Ankle Loafers Pull On Dress Casual Slip On Shoes

Mens Chelsea Boots Suede Lined Ankle Loafers Pull On Dress Casual Slip On Shoes

$115.00 $34.99

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Men's Shoes Clarks Gatley Top Leather Chelsea Ankle Boots Tan

Men's Shoes Clarks Gatley Top Leather Chelsea Ankle Boots Tan

CLARKS Style :Gatley Top Color :Tan Item #:03021 For a constant style, look no further than these incredibly versatile and modern chelsea ankle boots by Clarks called the Gatley Top!Features a lightweight moisture-wicking Ortholite®footbed that... more

$178.00

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Men's Shoes Dr. Martens Victor Leather Chelsea Boots 15689202 Dark Brown

Men's Shoes Dr. Martens Victor Leather Chelsea Boots 15689202 Dark Brown

Dr. Martens Style : Victor Color :Dark Brown Style #: 15689202 For a handsomely sophisticated style, look no further than these incredibly timeless and well-established chelsea boots by Dr. Martens called the Victor!New Nova leather Soft Lining Tonal... more

$125.95

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Bed Stu. Tribute Chelsea Boots Men's Shoes

Bed Stu. Tribute Chelsea Boots Men's Shoes

Bed Stu. Tribute Chelsea Boots Men's Shoes Shoes MEN Distressed for a vintage-inspired look. Step out in modern style with these Chelsea boots from Bed Stu. more

$145.00

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Bass Erving Cap-Toe Chelsea Boots Men's Shoes

Bass Erving Cap-Toe Chelsea Boots Men's Shoes

Bass Erving Cap-Toe Chelsea Boots Men's Shoes Shoes MEN A rugged version to the classic Chelsea style. Forgo classic oxfords and loafers for these cap-toe boots from Bass. more

$119.00

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Rockport Ledge Hill 2 Chelsea Boots Men's Shoes

Rockport Ledge Hill 2 Chelsea Boots Men's Shoes

Rockport Ledge Hill 2 Chelsea Boots Men's Shoes Shoes MEN Elevate casual wear with a pair of classic Chelsea boots from Rockport. more

$170.00

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Timberland Earthkeepers Chestnut Ridge Chelsea Waterproof Boots - Men's

Timberland Earthkeepers Chestnut Ridge Chelsea Waterproof Boots - Men's

FREE 2-DAY SHIPPING on qualified orders over $50!

Stroll down snowy sidewalks with the Timberline Men's Earthkeepers Chestnut Ridge Chelsea Waterproof Boot keeping your feet comfortably dry. more

$149.95

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(125,000+)
Rugged Outback, Mens Apex Leather Boot, Mens, Boots, Weather

Rugged Outback, Mens Apex Leather Boot, Mens, Boots, Weather

This tough Rugged Outback boot is built to weather any storm with features such as a quality leather and waterproof rubber upper, sturdy lace-up construction, an elastic draw-string collar and thick Thermolite lining to keep out the elements, a plush, li more

$59.99

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Sperry Top-Sider Avenue Duck Boot OxbloodLeather, Size 11M Men's Shoes

Sperry Top-Sider Avenue Duck Boot OxbloodLeather, Size 11M Men's Shoes

$100.00 $74.99

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Sperry Top-Sider Avenue Duck Boot NavyLeather/Tan, Size 7M Men's Shoes

Sperry Top-Sider Avenue Duck Boot NavyLeather/Tan, Size 7M Men's Shoes

$110.00

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Sperry Top-Sider Avenue Duck Boot OxbloodLeather, Size 10.5M Men's Shoes

Sperry Top-Sider Avenue Duck Boot OxbloodLeather, Size 10.5M Men's Shoes

$100.00 $74.99

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Rockport Rugged Bucks Moc Boot Waterproof Men's Shoes

Rockport Rugged Bucks Moc Boot Waterproof Men's Shoes

Free Shipping Both Ways! Create a classic hiking look with the style and practicality of these rugged Rockport® boots. Waterproof leather upper with bold stitching. Hydro-Shield® construction such as waterproof leather, sealed seams, a waterproof... more

$120.00

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Zappos.com

(300,000+)
Timberland Earthkeepers Brook Park Chelsea Men's Dress Pull-on Boots

Timberland Earthkeepers Brook Park Chelsea Men's Dress Pull-on Boots

Free Shipping Both Ways! Don't blind yourself to new possibilities! Make way this season for top-notch style with the Earthkeepers Brook Park Chelsea from Timberland. Full grain leather upper. Easy pull-on style with dual goring for a comfortable fit.... more

$130.00

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Zappos.com

(300,000+)
Men's Rockport Cold Springs Plus Plain Toe Boot - Black Leather Boots

Men's Rockport Cold Springs Plus Plain Toe Boot - Black Leather Boots

Great on and off pavement, our waterproof Cold Springs Plus collection is the next generation in functional men's shoes. Built with Hydro-Shield waterproof construction, moisture wicking linings, and rubber outsoles, your feet will be kept dry and... more

$134.95

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(150,000+)
Signature Men's Waxed-Canvas Maine Hunting Shoe, 10"

Signature Men's Waxed-Canvas Maine Hunting Shoe, 10"

The latest version of our iconic boot preserves the spirit of the 1912 original, but adds a touch of vintage style with a flexible waxed-canvas upper. Handstitched and quality-checked right here in Brunswick, Maine, with the same eye for quality and... more

$139.00

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(2,500+)
Red Wing Heritage Classic Work 6 Round Toe Men's Lace-up Boots

Red Wing Heritage Classic Work 6 Round Toe Men's Lace-up Boots

Free Shipping Both Ways! Click for Red Wing Heritage® cleaning instructions. The Classic Work 6 Round Toe boot from Red Wing Heritage is a blend of functional design, toughness and comfort. Durable leather upper with plain toe offers the durability of... more

$260.00

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Zappos.com

(300,000+)
Born Shoes Colten Boots - Men's

Born Shoes Colten Boots - Men's

FREE 2-DAY SHIPPING on qualified orders over $50!

Even though the Born Men's Colten Boot has a clean design that you can wear on dates and at work, its rugged personality lets those around you know that you're outdoorsy to the core. Its Opanka hand-crafted construction includes either a full-grain... more

$124.95 $99.96

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(125,000+)

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