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| Best Seller  | Black Le Chouchou 'les Chelsea Pavane' Boots Men's Jacquemus Black Le Chouchou 'les Chelsea Pavane' Boots - Casual boots Ankle-high patent leather Chelsea boots in black. Elasticized gussets at sides · Logo-woven grosgrain pull-loop at heel collar · Grained leather lining · Topstitching at welt ·... more | $865.00 $597.00 FREE shipping go to store |
 | Ssense Exclusive Chelsea Boots Men's Toga Virilis Ssense Exclusive Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in black. Zip closure · Concealed elasticized gusset at sides · Pull-loop at heel collar · Graphic hardware at heel · Treaded rubber sole ·... more | $610.00 $409.00 FREE shipping go to store |
| Best Seller  | Ssense Exclusive Hard Leather Chelsea Boots Men's Toga Virilis Ssense Exclusive Hard Leather Chelsea Boots - Black - Casual boots Ankle-high polished leather Chelsea boots in black. Elasticized gusset at sides · Webbing pull-loops at collar · Signature hardware at heel counter · Buffed leather... more | FREE shipping go to store |
 | Men's AllSaints Rhett Two Chelsea Boot - White - Casual boots Velvety suede wraps the upper of this thoroughly modern Chelsea boot set on a grippy and comfortable crepe-rubber sole. Pull-on style with elastic gore insets Leather upper and lining/rubber... more | $289.00 $187.85 FREE shipping go to store |
 | Men's Allen Edmonds Dawson Chelsea Boot - Black - Casual boots Full-grain calfskin leather elevates this sturdy Chelsea boot bolstered by a cushy CustomCork insole that molds to the contours of your foot. Removable, cushioned insole with arch support... more | $495.00 $272.25 FREE shipping go to store |
 | Original Waterproof Chelsea Rain Boot Men's Hunter Original Waterproof Chelsea Rain Boot - Black - 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 | FREE shipping go to store |
 | Men's Frye Tyler Chelsea Boot - Black - Casual boots This classic Chelsea boot is updated for a vintage look in ultrasoft leather for a glove-like feel, while a Goodyear welt adds durability. Pull-on style with elastic gore insets Cushioned footbed... more | $298.00 $220.01 FREE shipping go to store |
 | Men's Crown Vintage Hilde Chelsea Boot - Brown - Casual boots The joys of fall include pumpkin spice lattes, bonfires, and experiencing all four seasons in one day. While the last one may be more of an annoyance, the Hilde Chelsea boots from Crown... more | $59.99 $44.98 go to store |
 | 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 | FREE shipping go to store |
 | ® Biltmore Chelsea Leather Cold Weather Boots Men's Ugg ® Biltmore Chelsea Leather Cold Weather Boots - Brown - Casual boots A casual performance style for urban environments, this versatile boot features weather-ready innovations like seam-sealed construction and a custom, hollow-core outsole... more | $150.00 $104.99 go to store |
 | ® 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 go to store |
 | Ssense Exclusive Western Chelsea Boots Men's Toga Virilis Ssense Exclusive Western Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in black. Pointed toe · Embroidered detailing at vamp · Pull-loop at heel collar · Concealed elasticized gusset at sides · Stacked... more | $555.00 $355.00 FREE shipping go to store |
 | Men's Crown Vintage Glory Chelsea Boot - Brown - Casual boots The Glory Chelsea boots are a staple that you'll find yourself reaching for time after time. Whether you're headed to work or a happy hour celebration, these Crown Vintage shoes can easily... more | $59.99 $39.98 go to store |
 | Men's Blake McKay York Suede Chelsea Boot - Brown - Casual boots A supple suede finish brings modern sophistication to a sleek Chelsea boot grounded by a cushioned footbed and a durable rubber sole. more | $165.00 $109.90 FREE shipping go to store |
 | Men's Roa Leather Chelsea Boots - Brown - Casual boots Upper: calf leather. Lining: leather. Sole: fabric insole, rubber sole. Toe shape: round toe. Made in italy. Designer color name: brown gum. Trim: fabric. Closure: elasticated sides. Comes with a box. more | $610.00 $427.00 FREE shipping go to store |
 | Men's Viron 1997 Apple Chelsea Boots - Black - Casual boots Handcrafted ankle-high Appleskin™ faux-leather Chelsea boots in black. · PETA-certified · Pull-loop at heel collar · Ribbed elasticized gusset at sides · Text embossed at outer side · Logo... more | $315.00 $205.00 go to store |
 | Men's Steve Madden Duke Chelsea Boot - Brown - Casual boots Talking about style, the Duke Chelsea boot by Steve Madden has got a punchy profile that can elevate your looks instantly. Smooth leather upper, cozy elastic panels, synthetic lining and... more | FREE shipping go to store |
 | Men's Call It Spring Krater Chelsea Boot - Black - Casual boots Give a layered look a boost in the Krater Chelsea boot from Call It Spring. The classic look ensures styling versatility, while the padded B.E.D. insoles add an extra layer of comfort.... more | FREE shipping go to store |
 | Men's Blake McKay York Suede Chelsea Boot - Black - Casual boots A supple suede finish brings modern sophistication to a sleek Chelsea boot grounded by a cushioned footbed and a durable rubber sole. more | $165.00 $109.90 FREE shipping go to store |
 | Men's To Boot New York Largo Chelsea Boot - Brown - Casual boots Supple calfskin elevates a handsome Italian Chelsea boot with an arch-support footbed for all-day comfort. Pull-on style with elastic gore insets Leather upper and lining/rubber sole Made... more | FREE shipping go to store |
 | Men's Thom Browne Leather Mid Top Chelsea Boots - Black - Casual boots Thom Browne Black Leather Mid Top Chelsea Boots. Black Leather upper, Mid Top construction, almond toeline, side elastic bands, rubber sole, logo details, slip-on style. more | $1,218.78 $365.63 go to store |
 | Original Waterproof Chelsea Boot Men's Hunter Original Waterproof Chelsea Boot - Black - Casual boots Impervious to wind and rain, this Chelsea-cut version of Hunter's Original rubber boot is a style-savvy companion on drizzly days. more | FREE shipping go to store |
 | Khaki & Black Outdoor Chelsea Boots Men's Ganni Khaki & Black Outdoor Chelsea Boots - Casual boots Ankle-high recycled polyester canvas and rubber Chelsea boots in khaki and black. more | $440.00 $273.00 go to store |
 | Men's Blake McKay Stewart Chelsea Boot - Black - Casual boots Burnished leather and a plain toe bring sleek polish to a cushioned Chelsea boot grounded by a flexible rubber sole. more | FREE shipping go to store |
 | Men's Common Projects Suede Chelsea Boot - Black - Desert boots A durable lug sole grounds this refined Chelsea boot impeccably crafted from velvety suede with double pull-tabs and signature foil stamping at the heel. Pull-on style with elastic gore... more | FREE shipping go to store |
 | Chelsea Boots With Pointed Toe Men's Marni Chelsea Boots With Pointed Toe - Black - Casual boots Chelsea ankle boots in smooth calf leather with pointed toe, Fussbett leather sole and a rubber sole with logo on the bottom hemline. Composition: 100% calf leather (bos taurus). more | $956.48 $688.67 FREE shipping go to store |
 | Men's Crosby Square Corby Chelsea Boot - Brown - Casual boots Side goring panels and a rear pull-tab lend easy wear to a burnished leather Chelsea boot grounded by a cushioned footbed for lasting comfort. Elastic gore insets Cushioned footbed with arch... more | FREE shipping go to store |
 | Men's Zegna Vienna Blake Chelsea Boot - Black - Casual boots Crafted in Italy of hand-buffed calfskin using Blake construction for flexiblity and comfort, this handsome Chelsea boot delivers a modern tailored aesthetic. Pull-on style with elastic gore... more | FREE shipping go to store |
 | Men's Bogs Kicker Rain Chelsea Boot - Blue - Casual boots With your comfort and our environment in mind, the Bogs Kicker Chelsea rain boot is designed with an eco-friendly, algae-based BLOOM footbed in an effort to clean polluted water habitats. This... more | FREE shipping go to store |
 | Ssense Exclusive Chelsea Boots Men's Toga Virilis Ssense Exclusive Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in brown. Elasticized gusset at sides · Pull-loops at collar · Graphic hardware at heel · Treaded rubber platform sole · Platform: H2 in... more | $635.00 $445.00 FREE shipping go to store |
 | Kicker Ii Waterproof Chelsea Rain Boot Men's Bogs Kicker Ii Waterproof Chelsea Rain Boot - Brown - Casual boots A sturdy rubber upper adds adventure-ready durability to a sporty Chelsea boot featuring a low-profile silhouette and moisture-wicking tech for total comfort. more | FREE shipping go to store |
 | Men's Ferragamo Chelsea Boot - Black - Casual boots Equestrian vibe with a contemporary finish, the classic Chelsea boot is given the Ferragamo touch. The leather is buffed for a high shine finish, punctuated by narrow elastic strips at the ankle. The... more | $1,150.00 $691.00 FREE shipping go to store |
 | Men's Versace Leather Chelsea Boots, - Black - Casual boots Black Chelsea boots from Versace. Made from smooth patent leather,. This model sits on a black rubber sole and features a round toe,. Elastic panels on the sides and silver-tone Medusa face... more | $896.63 $602.53 FREE shipping go to store |
 | Floorhand Lx Chelsea Soft Toe Work Boot Men's Wolverine Floorhand Lx Chelsea Soft Toe Work Boot - Black - Casual boots Long hours can be daunting and that's why you got to pick the lightweight Floorhand LX Chelsea Soft Toe work boot from Wolverine. This soft toe boot features a waterproof... more | FREE shipping go to store |
 | Men's Tricker's Stephen Slip-on Chelsea Boots - Black - Casual boots 100% Calf Leather, 100% Fabric, 1000% Rubber. Made in United Kingdom. more | $771.86 $565.84 FREE shipping go to store |
 | Men's Territory Canyonlands Chelsea Boot - Black - Casual boots Simply dashing and remarkably comfortable, the Territory Canyonlands Chelsea boot is made for the everyday adventurer. This pull-on is crafted using water-resistant leather that keeps you... more | go to store |
 | Men's Tod's Chelsea Boot - Brown - Casual boots Classic Chelsea style defines this suave boot crafted in velvety calfskin suede that's stamped at the side with the label's logo and set on a pebbled sole. Pull-on style with elastic gore insets Leather... more | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | Men's Sandro Moscoloni Jordan Chelsea Boot - Black - Casual boots The versatile Jordan Chelsea boot from Sandro Moscoloni brings sleek charm to a number of looks. This leather sports a classic design made to match with fave fits, while the leather... more | FREE shipping go to store |
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