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    Upton Chelsea Boot

    Upton Chelsea Boot

    Men's Johnston & Murphy Upton Chelsea Boot - Brown - Casual boots A lightweight TRUFOAM sole grounds a sleek Chelsea boot crafted from oiled, full-grain leather with an anti-microbial mesh lining. more

    $169.00

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    ® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes

    ® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes

    Men's Ugg ® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes - Brown - Casual boots Sleek and functional, our take on a traditional chelsea silhouette incorporates seam-sealed waterproof leather for enhanced protection from the elements. Even... more

    $190.00 $132.99

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    Tan Graphic Hardware Chelsea Boots

    Tan Graphic Hardware Chelsea Boots

    Men's Toga Virilis Tan Graphic Hardware Chelsea Boots - Brown - Formal boots Suede Chelsea boots in tan. more

    $580.00

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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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    Black & White Cowboy Chelsea Boots

    Black & White Cowboy Chelsea Boots

    Men's Dries Van Noten Black & White Cowboy Chelsea Boots - Casual boots Calf-high paneled buffed leather Chelsea boots in black. Embroidery and buffed leather appliqués throughout. more

    $1,245.00 $598.00

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    York Chelsea Boot

    York Chelsea Boot

    Men's Blake McKay York Chelsea Boot - Brown - Casual boots Tough yet tasteful, the York Chelsea boot from Blake McKay has everything to earn a spot in your collection. This slip-on boot with a soft suede upper, dual elastic gores and OrthoLite... more

    $109.99

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    Holloway Chelsea Boot

    Holloway Chelsea Boot

    Men's Territory Holloway Chelsea Boot - Black - Casual boots A unique take on a traditional profile, the Holloway Chelsea boot by Territory is sure to catch the onlooker's attention. Elastic stretch panels at the ankle offer a comfortable slip-on... more

    $79.99

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    Thorpe Chelsea Boot

    Thorpe Chelsea Boot

    Men's Vance Co. Thorpe Chelsea Boot - Black - Casual boots Experience casual luxury with the Thorpe Chelsea boot from Vance Co. Boasting a pull-on silhouette, this ankle boot has vegan synthetic upper with stretch gore accents and wingtip detailing for... more

    $69.99

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    Khaki Stamped Chelsea Boots

    Khaki Stamped Chelsea Boots

    Men's Common Projects Khaki Stamped Chelsea Boots - Black - Casual boots Ankle-high nubuck Chelsea boots in khaki. Signature series stamp at outer side. more

    $700.00 $378.00

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    Dawson Leather Chelsea Boots

    Dawson Leather Chelsea Boots

    Men's Allen Edmonds Dawson Leather Chelsea Boots - Brown - Casual boots Allen Edmonds "Dawson" chelsea boots in smooth calfskin leather 360o bench welt construction for durability and stability Stacked heel Round toe Gored sides Backstay pull tab... more

    $495.00

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    Leather Apron Toe Chelsea Boots

    Leather Apron Toe Chelsea Boots

    Men's Karl Lagerfeld Leather Apron Toe Chelsea Boots - Black - Casual boots Karl Lagerfeld Paris chelsea boots in smooth leather 2.00 in / 50 mm chunky heel Apron toe Pulltab at tongue and backstay Embossed metal ring at back Lugged sole Made in Portugal more

    $395.00

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    Warden Chelsea Boot

    Warden Chelsea Boot

    Men's Mezlan Warden Chelsea Boot - Black - Casual boots A structured toe adds a handsome touch to this classic Chelsea boot built with elastic gore insets and a cushioned footbed with orthotic support. Pull-on style with elastic gore insets Cushioned... more

    $325.00

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    Round-toe Chelsea Boots

    Round-toe Chelsea Boots

    Men's Church's Round-toe Chelsea Boots - Black - Casual boots Dimensions: Heel: 4.5cm, Height: 15.5cm, Sole: 2.5cm 100% Calf Leather, 100% Rubber. Made in United Kingdom. more

    $951.14 $483.12

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    Micarro Beatles Chelsea Boots

    Micarro Beatles Chelsea Boots

    Men's Marsèll Micarro Beatles Chelsea Boots - Black - Casual boots Dimensions: Heel: 5.5cm, Height: 15.5cm, Platform: 3.5cm 100% Calf Leather, 100% Rubber. Made in Italy. more

    $688.67

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    Commando Waterproof Chelsea Boot

    Commando Waterproof Chelsea Boot

    Men's Hunter Commando Waterproof Chelsea Boot - Black - Casual boots A taller silhouette stretches weather-ready coverage even further in this premium Chelsea boot with a flexible gusset and grippy sole. more

    $175.00

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    Enrico Chelsea Boot

    Enrico Chelsea Boot

    Men's Aquatalia Enrico Chelsea Boot - Black - Casual boots Streamlined design yields dapper versatility in this weather-ready Chelsea boot crafted from sleek leather with rugged rubber lugs. Water-repellent Elastic gore insets Removable insole Leather... more

    $550.00

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    The 2000 Chelsea Boots

    The 2000 Chelsea Boots

    Men's M I S B H V The 2000 Chelsea Boots - Black - Casual boots Dimensions: Sole: 5cm 100% Leather. Made in Poland. more

    $543.96 $417.76

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    Black Acqua Chelsea Boots

    Black Acqua Chelsea Boots

    Men's Moncler Black Acqua Chelsea Boots - Casual boots Ankle-high textured rubber Chelsea boots. more

    $895.00

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    2976 Bex Crazy Horse Chelsea Boots

    2976 Bex Crazy Horse Chelsea Boots

    Men's Dr. Martens 2976 Bex Crazy Horse Chelsea Boots - Brown - Casual boots Rugged. Right off the production line. Our Crazy Horse leather arrives looking marked and worn, and only gets better with age. These 2796 Chelsea boots are set on our... more

    $180.00

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    Black Boccaccio Ii Faux-fur Chelsea Boots

    Black Boccaccio Ii Faux-fur Chelsea Boots

    Men's Rombaut Black Boccaccio Ii Faux-fur Chelsea Boots - Casual boots Handcrafted ankle-high faux-fur Chelsea boots in black. more

    $480.00 $250.00

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    Hudson Chelsea Boot

    Hudson Chelsea Boot

    Men's Frye Hudson Chelsea Boot - Brown - Casual boots A shock-absorbing EVA sole with grippy tread offers excellent traction in this Goodyear-welted Chelsea boot crafted of premium suede. more

    $348.00

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    Taupe Nikita Ii Chelsea Boots

    Taupe Nikita Ii Chelsea Boots

    Men's Eytys Taupe Nikita Ii Chelsea Boots - Brown - Casual boots Ankle-high buffed leather Chelsea boots in taupe. more

    $480.00 $293.00

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    Arcata Urban Chelsea Snow Boot

    Arcata Urban Chelsea Snow Boot

    Men's Bogs Arcata Urban Chelsea Snow Boot - Black - Casual boots Never fret about wet feet when stepping into the snow thanks to the Arcata Urban Chelsea snow boot from Bogs. Its 5mm Neo-Tech upper provides waterproof protection and insulation that... more

    $149.99

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    Jude Chelsea Boot

    Jude Chelsea Boot

    Men's Taft Jude Chelsea Boot - Brown - 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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    Evans Chelsea Boot

    Evans Chelsea Boot

    Men's Vintage Foundry Co. Evans Chelsea Boot - Black - Casual boots Be hooked to the trendy look of the Vintage Foundry Evans Chelsea boot. A suede upper, dual elastic panels, modern square toe, and durable rubber sole make this pull-on boot stylish... more

    $124.99

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    Trento Leather Chelsea Boots

    Trento Leather Chelsea Boots

    Men's Koio Trento Leather Chelsea Boots - Black - Casual boots Koio boots in LWG bronzecertified smooth leather Features sole tightly stitched for water resistance Stacked heel Round toe Gored sides Pulltab on backstay LWG silvercertified leather... more

    $365.00

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    Spence Leather Flared Heel Chelsea Boots

    Spence Leather Flared Heel Chelsea Boots

    Men's Dr. Martens Spence Leather Flared Heel Chelsea Boots - Brown - Casual boots Heels that don't compromise attitude. The Spence boot is a heeled Chelsea boot stacked high on a grooved, flared heel. Built from satin-finish Classic Pull Up leather and... more

    $180.00

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    Classic Chelsea Boots

    Classic Chelsea Boots

    Men's Church's Classic Chelsea Boots - Brown - Casual boots Dimensions: Heel: 3cm, Height: 12cm, Sole: 1cm 100% Suede, 100% Leather, 100% Rubber. Made in United Kingdom. more

    $1,047.32 $754.07

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    Mandatory Chelsea Boot

    Mandatory Chelsea Boot

    Men's Dune Mandatory Chelsea Boot - Black - Casual boots A bold, modern silhouette elevates a stylish Chelsea boot fashioned from finely textured leather. more

    $160.00

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    Brown Cedric Chelsea Boots

    Brown Cedric Chelsea Boots

    Men's PS by Paul Smith Brown Cedric Chelsea Boots - Casual boots Ankle-high suede Chelsea boots in brown. more

    $375.00 $158.00

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    Ron Chelsea Boot

    Ron Chelsea Boot

    Men's Zanzara Ron Chelsea Boot - Brown - Casual boots Designed for comfort and style, these pull-on Chelsea boots are made of high quality leather while sitting on a classic grip sole. more

    $192.50

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    Ortega Ii Chelsea Boots

    Ortega Ii Chelsea Boots

    Men's Eytys Ortega Ii Chelsea Boots - Black - Casual boots Closed round toe elasticated sides high-top upper leather loop at the back for easy slipping on and off chelsea boots | Ortega II Chelsea boots. more

    $475.00

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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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    Mike Chelsea Boots

    Mike Chelsea Boots

    Men's Eckhaus Latta Mike Chelsea Boots - Black - Casual boots Ankle-high grained leather Chelsea boots in black. more

    $590.00

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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

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    Kenton Chelsea Boots

    Kenton Chelsea Boots

    Men's J.Crew Kenton Chelsea Boots - Black - Casual boots Invented in the mid-1800s, Chelsea boots became even more popular in the 1960s, thanks to their versatility and good looks. Whether you dress them up or down, these Kenton boots go everywhere you... more

    $298.00

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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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    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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