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| Best Seller  | 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 | FREE shipping go to store |
 | Men's To Boot New York Shawn Chelsea Boot - Brown - Casual boots Classic Chelsea style defines this handsome suede ankle boot furnished with an arch-supporting cushioned footbed for superior comfort. Pull-on style with elastic gore insets Cushioned... more | FREE shipping go to store |
| Best Seller  | Men's Hunter Original Chelsea Rain Boot - Black - Wellington boots Ready for rainy days, the HUNTER Original Chelsea boot is handcrafted from natural rubber and vulcanized for superior protection. Traditional gores provide pull-on ease and a fit that... more | FREE shipping go to store |
 | 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 FREE shipping go to store |
 | Men's Diemme Balbi Suede Chelsea Boots - Black - Casual boots Black suede Diemme boots with a design inspired by Chelsea boot and duck boot silhouettes. The hybrid ‘Balbi’ boots have a slip-on upper with elasticated side gores and a rugged rubber duck... more | go to store |
 | Men's Frye Dylan Chelsea Boot - Brown - Casual boots Elevate your everyday staples with a streamlined Chelsea boot featuring flexible Goodyear welt construction and a slip-resistant rubber sole. Pull-on style with elastic gore insets Slip-resistant... more | FREE shipping go to store |
 | Men's Birkenstock Stalon Chelsea Boot - Black - Casual boots A signature cork-latex anatomical footbed means superior comfort in a versatile boot built from water-repellent oiled nubuck. Pull-on style with elastic gore insets Arch support... more | FREE shipping go to store |
 | Men's AllSaints Matrix Chelsea Boot - Black - Casual boots Premium leather and stretchy elastic goring make this versatile Chelsea boot an optimal choice throughout the year. Pull-on style with elastic gore insets Leather and textile upper/leather... more | FREE shipping go to store |
 | Men's Tod's Chelsea Boot - Blue - Casual boots Classic Chelsea style defines this suave boot crafted in soft calfskin leather 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 and... more | FREE shipping go to store |
 | Men's Taft The Jude Chelsea Boot - Brown - Casual boots A plush, velvety finish refines the look of a classic Chelsea boot grounded by a lightly cushioned footbed. Pull-on style with elastic gore insets Textile upper/leather lining/rubber sole Made in... more | FREE shipping go to store |
 | Men's Frye Tyler Chelsea Boot - Black - Casual boots Keep your look classic with a handcrafted Chelsea boot designed for a flexible fit and everyday comfort thanks to rubber insets in the leather sole. Pull-on style with elastic gore insets Leather... more | FREE shipping go to store |
 | Men's Frye Bowery Chelsea Boot - Brown - Casual boots Dual goring insets and a rear pull-tab lend easy wear to a sophisticated Chelsea boot handcrafted in burnished leather for timeless appeal. Pull-on style with elastic gore insets Cushioned footbed... more | FREE shipping go to store |
 | Men's Ferragamo Fulton Chelsea Boot - Black - Casual boots A sculpted toe refines a glossy calf-leather Chelsea boot outfitted with elastic gore insets. Leather and textile upper/leather lining and sole Made in Italy Men's Designer Shoes. more | $1,150.00 $690.00 FREE shipping go to store |
 | Men's Frye Tyler Chelsea Boot - Brown - Casual boots Go for a classic look with this handcrafted Chelsea boot designed for a flexible fit and everyday comfort thanks to rubber insets in the leather sole. Pull-on style with elastic gore insets... more | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | Men's John Varvatos Freeman Chelsea Boot - Black - Casual boots Slouchy leather adds rugged charm to a dapper Chelsea boot furnished with an easy-on heel loop and grippy tread. Elastic gore insets Leather and textile upper and lining/synthetic sole... more | FREE shipping go to store |
 | 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 | 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 Ferragamo Fulton Chelsea Boot - Brown - Casual boots A slightly raised square toe adds modern style to a low profile Chelsea crafted in Italy from velvety calfskin suede and set on a flexible rubber sole. Pull-on style with elastic gore insets... more | $1,150.00 $690.00 FREE shipping go to store |
 | Men's Taft The Jude Chelsea Boot - Black - Casual boots A plush, velvety finish refines the look of a classic Chelsea boot grounded by a lightly cushioned footbed. Pull-on style with elastic gore insets Textile upper/leather lining/rubber sole Made in... more | FREE shipping go to store |
 | Men's Allen Edmonds Liverpool Chelsea Boot - Black - Casual boots Rich calfskin leather elevates a stylish, American-made Chelsea boot fitted with twin elastic gores for an ideal fit with a modern edge. Allen Edmonds has been making shoes in America... more | FREE shipping go to store |
 | Men's Allen Edmonds Liverpool Chelsea Boot - Brown - Casual boots Rich calfskin leather elevates a stylish, American-made Chelsea boot fitted with twin elastic gores for an ideal fit with a modern edge. Allen Edmonds has been making shoes in America... more | FREE shipping go to store |
 | Men's To Boot New York Bedell Chelsea Boot - Brown - Casual boots A handmade sole with hammered brass nails grounds a rustic Italian boot with a smart arch-support footbed. Pull-on style with elastic gore insets Leather upper, lining and sole Made in... more | 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 Frye Dylan Chelsea Boot - Brown - Casual boots Elevate your everyday staples with a streamlined Chelsea boot featuring flexible Goodyear welt construction and a slip-resistant rubber sole. Pull-on style with elastic gore insets Slip-resistant... more | FREE shipping go to store |
 | Men's Aquatalia Prospero Chelsea Boot - Brown - Casual boots Water-repellent suede lends a dapper sheen to this minimalist Chelsea boot stabilized on grippy rubber treads. Water-repellent Elastic gore insets Leather upper and lining/rubber sole Made in... more | FREE shipping go to store |
 | Men's Adieu Chelsea Boot - Black - Casual boots A textured creeper-inspired sole with toothy tread enhances the retro aesthetic of this finely constructed Chelsea boot crafted of hand-polished leather. Pull-on style with elastic gore insets Removable... more | FREE shipping go to store |
 | Urban Outfitters Boots In Great Condition! Purchased Brand New And Only Worn Once. Original Box Not Included. Questions? Leave A Comment Below! more | 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 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 | FREE shipping go to store |
 | Men's Taft The Havana Chelsea Boot - Brown - Casual boots Elastic goring panels create a comfortable fit in a burnished Chelsea boot revamped with brogue detailing. Pull-on style with elastic gore insets Leather upper, lining and sole Made in Spain. more | FREE shipping go to store |
 | Free People Shoes | Free People Vance Double Tab Chelsea Boot | Color: Black | Size: 8 Size 8 (38) Nwot Boys Featured In A Chunky Sole With Elastic Side Details And A Slim Silhouette Side Zipper Closure Cushioned Insole Fit True To Size Heel Height 1 1/2”, Platform Above Heel Is 3/4” Width Of Foot 4” Length 11” From Heel To Toe more | 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 To Boot New York Largo Chelsea Boot - Black - 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 |
 | $75.90 Original Retail, Torrid Size 8ww Chelsea Lug Sole Bootie 40735108, 2.5" Heel, Vegan Man Made Materials, Soft Brushed Surface In Soft Black. more | go to store |
 | Men's Frye Dylan Chelsea Boot - Black - Casual boots Elevate your everyday staples with a streamlined Chelsea boot featuring flexible Goodyear welt construction and a slip-resistant rubber sole. Pull-on style with elastic gore insets Slip-resistant... more | FREE shipping go to store |
 | Men's Rodd & Gunn Saddleview Place Chelsea Boot - Black - Casual boots Finely textured leather defines a breathable, handcrafted boot in a clean, classic silhouette. Elastic gore insets Leather upper and lining/leather and rubber sole Made in Italy... more | $350.00 $280.00 FREE shipping go to store |
 | Classically Cool Pointed Toe Leather Ankle Boots Features A Pull-On Style With V-Cutouts At Both Sides And A Stacked Heel. Features: * Buttery Soft Suede Leather * Pointed Toes * Leather Lining * Cushioned Leather Insole * Imported Measurements (Based... more | go to store |
 | Free People Shoes | Free People Vance Double Tan Chelsea Boot | Color: Tan | Size: 8 These Free People Vance Double Tan Chelsea Boot Are In Nwot Condition And Oh So Cute!! Love Them But They Are Too Big For Me- Size 38 Eu- Fits More Like An 8-8.5 I Have A More Narrow 7.5 Foot For Reference Made In Spain Only Worn To Try On Heel Height:... more | go to store |
 | Gucci Marmont Double G Mateless Leather Chelsea Ankle Boots Size 40.5 Black Leather Matelasse Leather Double G 2 Inches Made In Italy Comes With Original Box, Tags, Dust Bags, Booklets more | go to store |
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