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| Best Seller  | ® Burleigh Chelsea Leather/waterproof Boots|dress Shoes Men's Ugg ® Burleigh Chelsea Leather/waterproof Boots|dress Shoes - Black - Casual boots The Burleigh Chelsea offers the fashionable presence of a sneaker with the functionality and sleek profile of a Chelsea boot. With a waterproof leather upper,... more | FREE shipping 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 |
| Best Seller  | ® 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 |
 | An Elastic Gore Inset Makes For Easy-On Styling In This Leather Bootie That'll Carry You Through Every Season. Leather And Textile Upper/Textile Lining/Rubber Sole Eu Size 38 And 38.5 Nwob Location Bin 36 more | go to store |
 | Great Preowned Condition Questions? Please Ask! more | go to store |
 | Details Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look. Side Zipper Closure Cushioned... more | go to store |
 | ® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes Men's Ugg ® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes - Black - 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 |
 | Madewell ‘The Grayson’ Chelsea Boot Black Leather Pointed Toe Ankle Booties Size: 10 Color: Black & Brown Style: J8293 Condition: Preloved Condition (Normal Signs Of Wear; Small Flaws To Leather Noted; Creasing At Toe Noted; Please See/Zoom In To All... more | go to store |
 | Free People James Chelsea Boot 10 / 40 New Nib Tan Chunky Sole Boots A Cool Take On A Classic Style Boot Chunky Rubber Lug Sole With Soft Leather Upper Elastic Details With Side Zip Almond Toe Cushioned Insole Approximately 3.5" Heel Height Size 10... more | go to store |
 | Details Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look. Side Zipper Closure Cushioned... more | go to store |
 | Free People Tan Leather Ankle Boots Made In Spain Size 38/8 Euc No Box more | go to store |
 | Madewell The Bohnam Chelsea Boot Ankle Boots Booties Black Western Size 8.5. Leather Boots, Pointed Toe, Wood 2” Block Heel. more | go to store |
 | An Elastic Gore Inset Makes For Easy-On Styling In This Leather Bootie That'll Carry You Through Every Season. Leather And Textile Upper/Textile Lining/Rubber Sole Eu Size 38.5 Nwob Location Bin 36 more | go to store |
 | Brand: Free People Style: James Chelsea Boots Heeled Ankle Booties Color: White Material: Leather With Rubber Gum Sole Size: Eu 40, Fits Like A 9 Has A Slightly Narrow Fit In My Opinion, Though I Do Better With Wider Fit Shoes Condition: New, No Box.... more | go to store |
 | Free People Boots James Chelsea Boots In Black Leather Sz Eu 40 Nwot (Us 10) Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally... more | go to store |
 | A Pointed Toe And Stacked Heel Kick Up The Western Style Of This Leather Chelsea Boot That Will Lead To New Outfit Frontiers. 2" Heel 6" Shaft Leather Upper And Lining/Synthetic Sole New No Tags Or Box more | go to store |
 | An Elastic Gore Inset Makes For Easy-On Styling In This Leather Bootie That'll Carry You Through Every Season. Leather And Textile Upper/Textile Lining/Rubber Sole Made In Spain more | go to store |
 | Reposhing This Item I Purchased From @Gespi2009. Beautiful Booties But They’re Best For Someone With A More Narrow Foot! more | go to store |
 | Free People Shoes | Free People Chelsea Boot: Textile Atlas Boot | Color: Black/Cream | Size: 7 Patten Leather Heel And Toe Box With Sherpa Textile Design. Comfortable! Euro Size 37.5, Us Shoe Size 7 more | go to store |
 | Charlie Horse Old West Black / Brown Leather Snip Toe Western Cowgirl Boots Size 9.5 more | go to store |
 | Burberry Shoes | Burberry Chelsea Boot | Color: Black | Size: 10 Burberry Chelsea Boot Black Leather more | 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 |
 | Coach Shoes | Coach Bowery Beaded Chain Chelsea Boot Size 7b | Color: Brown | Size: 7 Coach Bowery Beaded Chain Chelsea Boot. Soft Pointed Toe And Is Finished With A Rugged Stitched Welt. Size: 7b Color: Walnut Style: C0723 Toe Style: Pointy Toe, Closed Toe 1 1/4" Heel Pull-On Style With Elastic Gore Insets Leather Upper/Synthetic... more | go to store |
 | Madewell Shoes | Madewell Chelsea Boots In Leather | Color: Black | Size: 9 Chunky Heel Ankle Boots. 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 |
 | Free People Shoes | Free People Arlo Sante Fe Chelsea Boots | Color: Black | Size: Various Brand: Free People Color: Black Style: Arlo Sante Fe Chelsea Boots Material: Leather Condition: New Without Box more | go to store |
 | Free People Shoes | Free People Atlas Chelsea Boots Taupe 39 | Color: Black/Tan | Size: 8.5 Make A Statement In These So Cool Chelsea Boots Featuring A Soft Suede Design With A Leather Toe And Heel And Edgy Accents. Leather Upper & Lining Studded Sole Pull-On Style Elastic Side Accents Platform: 1.5 In Approx. Shaft: 6 In Approx. more | go to store |
 | Free People Shoes | Free People James Chelsea Boots 6 New | Color: Black | Size: 6 Make Me An Offer!! Brand New Never Worn Before Free People James Chelsea Boots Size: 36 (6) Ake A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. Color: Bone Size... more | go to store |
 | Free People Shoes | Free People James Chelsea Boot | Color: Brown/Tan | Size: 8 Free People James Chelsea Boot With Lug Sole Very Comfy Boots! I Just Don’t Reach For Them As Often As I Used To. Soft Leather, Fits Like A Size 8 more | go to store |
 | Free People Shoes | Free People Textile Atlas Chelsea Boots | Color: Black/Cream | Size: 9 Free People Textile Atlas Chelsea Boots- Never Worn In Original Box With Original Tags (See Pictures For Tags!) Stunning Patent Leather Toe, Truly One Of A Kind. The Boots Are A Size 9/39 Medium. Fit True To Size. Lots Of Detail, From The Black Patent... more | go to store |
 | Free People Shoes | Free People James Chelsea Boot | Color: White | Size: 10 White Leather Boots, Can Probably Be Cleaned Off Better, Only Worn A Handful Of Times. Us Size 10 more | go to store |
 | Free People Shoes | Free People James Chelsea Chunky Lug Sole Boot 11 | Color: Tan | Size: 11 This Cool And Fashion Forward Bootie Is From Free People. A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides. Features: Lug Sole Style, Elastic Panels On Both... more | go to store |
 | New Without Box. Line On Inside Label To Prevent In Store Returns. Color: Warm Cinnamon Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like... more | go to store |
 | Free People Shoes | Free People Maren Mid Chelsea Boots Size 38. Sh4 | Color: Tan | Size: 8 Free People Maren Mid Chelsea Boots Size 38. Sh4. A Wardrobe Staple, These Classic Round Toe Chelsea Boots Are The Perfect Go-With-Anything Pair. Features: Pull-On Style, Mid-Calf Length, Chelsea Design, Leather Uppers, Round Toe, Elastic Ankle Inlays,... more | go to store |
 | Free People Shoes | Free People Maren Mid Chelsea Boots Size 40. Sh4 | Color: Tan | Size: 40eu Free People Maren Mid Chelsea Boots Size 40. Sh4. A Wardrobe Staple, These Classic Round Toe Chelsea Boots Are The Perfect Go-With-Anything Pair. Features: Pull-On Style, Mid-Calf Length, Chelsea Design, Leather Uppers, Round Toe, Elastic Ankle Inlays,... more | go to store |
 | Free People Shoes | Free People Essential Chelsea Leather Boot | Color: Black | Size: 9.5 Black Leather High Ankle Boots. Nwt Never Worn. No Box more | go to store |
 | Gucci Shoes | Gucci Chelsea Leather Boots With Chain | Color: Black | Size: 41+ Authentic Size 41+ Black Leather No Zipper Ships Next Day more | go to store |
 | Crafted From Tumbled Leather, This Chelsea Boot Version Of Polo Ralph Lauren's Oslo Features Elasticized Side Gores And Signature Pull Tabs. Designed For Lightweight Comfort, It's Finished With A Durable Rubber Lug Sole. Rubber Lug Outsole For Enhanced... more | go to store |
 | Free People Shoes | Free People James Chelsea Boots Size 39cream | Color: Black/Cream | Size: 9 A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides. Side Zip Closure Cushioned Insole Leather Upper And Lining/Rubber Sole more | go to store |
 | Free People Shoes | Free People Flash Chelsea Western Boots | Color: Black/Blue | Size: Various *New Free People Flash Chelsea Western Boots Be Striking In These Classic Ankle Booties, Featured In A Western-Styled Chelsea Contour With Statement Lightning Bolt Elastic Inlays. -Ankle Length, Pull-On Style, Leather Fabrication, Pointed Toe, Chelsea... more | go to store |
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