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| Best Seller  | ® 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 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  | ® 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 |
 | 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 |
 | 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 |
 | Ralph Lauren Shoes | Lauren Ralph Lauren Tally Rain Boot Chelsea Boot Ankle | Color: Black | Size: 9 Black Ankle Rain Boots. Some Scratching Along The Side. Narrow Sizing. 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 |
 | ® 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 |
 | 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 |
 | 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 |
 | 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 |
 | Reposhing This Item I Purchased From @Gespi2009. Beautiful Booties But They’re Best For Someone With A More Narrow Foot! 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 |
 | Madewell Shoes | New Madewell Regan Boot Chelsea Boot Calf Hair | Color: Brown/Tan | Size: 7 Made Of Leopard-Print Calf Hair, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: We've Added An Extra Layer Of Padding To Make Them Even Easier On The Feet. This Cool Pull-On Boot... 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 |
 | Free People Shoes | Free People Chelsea Boots (Brooks Boot) | Color: Black/Gray | Size: 9 Brand New, Never Worn Brooks Boots From Free People 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 |
 | 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 |
 | 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 |
 | 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 |
 | Sold Out Everywhere! Size 7 The Grayson Chelsea Boots . Amber Brown Color Suede Boots 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 |
 | Great Preowned Condition Questions? Please Ask! more | go to store |
 | ® Burleigh Chelsea Suede/waterproof Boots|dress Shoes Men's Ugg ® Burleigh Chelsea Suede/waterproof Boots|dress Shoes - Brown - 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 suede upper,... more | FREE shipping go to store |
 | Free People Shoes | Attribute X Free People Patti Chelsea Boots Nwb | Color: Black | Size: 8 Sleek Leather Ankle Boot With An Ultra Cool, Modern Feel. Features Large Stop Accents On The Top Of The Pointed Foot With Textured Accents And Elastic On The Sides For An Easy On-Off. Subtle Block Heel. Handmade In Italy. Sizing Tip: This Style Runs... more | go to store |
 | J. Crew Shoes | J. Crew Pull-On Leather Chelsea Boots New Size 5.5 | Color: Brown/Tan | Size: 5.5 Brand New J. Crew Pull-On Leather Chelsea Boots New Size 5.5 In Warm Sepia. This Seems To Run A Little Bigger As I Typically Wear A Size 6 In Flats And These Boots Were Perfect. more | go to store |
 | Madewell Shoes | Madewell Snake Print Leather Chelsea Ankle Boot 9m | Color: Brown/Tan | Size: 9 New Nordstrom's Rack Store Display, Madewell's Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To This Chelsea Boot That Is Versatile And Comfortable Enough To Go From Work-To-Weekend Style. -- Pull-On Style With Elastic Gore Insets -... more | go to store |
 | Anthropologie Shoes | Bernardo Split Suede Chelsea Boots- Black | Color: Black | Size: 10 Stunning!!! New In Box, From Anthropologie, Bernardo Black Suede Chelsea Boots. They Go With Everything- Elevate Any Look- And These Are Made To Last For Years! Pull-On Styling! Suede Leather Uppers With Elastic Panels, Leather Insoles, Rubber Soles,... more | go to store |
 | J. Crew Shoes | Leather Chelsea Boots | Color: Black | Size: 8.5 Black Leather Gently Used No Cratches more | go to store |
 | Free People Shoes | New!! Free People Brooks Suede Lug Sole Chelsea Boots | Color: Silver | Size: 8 Nwot Size (38) 8 Times Less Ankle Covering Featuring A Chunky Sole Leather (Suede) Upper, Synthetic Lining Heel 1.81” Calf Circumference 11 1/2-13 Shaft 9” more | go to store |
 | Kate Spade Shoes | Kate Spade Star Chelsea Rain Boots 7 | Color: Blue | Size: 7 Kate Spade New York 'Star' Chelsea Rain Boots When Rain Comes, You'll Shine In Kate Spade New York's Star Chelsea-Style Boots With Gleaming Silver-Tone Trim And Weather-Ready Versatility. Round-Toe Pull-On Boots With Elastic Goring At Sides. Waterproof... more | go to store |
 | Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots. Size 9.5. Pull On Boot. Leather Wrapped Heel. Gold Tone Spade On Back Of Boot 2.5" Block Heel In Very Good Pre-Owned Condition With Slight Signs Of Wear/Slight Wear On... more | go to store |
 | Anthropologie Shoes | Aa Copenhagen Red Waxed Suede Chelsea Ankle Boot 36 New | Color: Red | Size: 6 Actual Item Shown In Pictures. Brand: Aa Copenhagen Model: Chloe Condition: New With Box Style: Modern Fashion Antiqued Ankle Boots Size: Ladies Euro 36 Measurements: Shaft Height: 6 In. Height Without Heel Heel: 1 In. Shaft Circumference: 10 In.... more | go to store |
 | Coach Shoes | Coach Elijah Chelsea Boots | Color: Red | Size: 8 Coach Elijah Chelsea Boots In Good Used Condition. Has Creases From Normal Wear. Polished Calf Leather Gives This Tomboyish Boot A Rich Sheen, While The Saddle-Colored Stripe On The Sole Is A Nod To Heritage Coach(Tm) Craftsmanship. Fashion Meets... more | go to store |
 | Free People Black Carmel Leather Chelsea Platform Boots Size 9. Only Worn Once. Excellent Condition, Practically Brand New. A Couple Super Minor Scuffs. Tread Shows No Wear. Inner Sole Is Super Clean. Metallic Black Slip On 1.5” Platform Size Eu 39.5/... more | go to store |
 | Madewell Shoes | Madewell Short Chelsea Leather Boots | Color: Black | Size: 6.5 Black Leather, Short Chelsea Booties. Well Worn But Still Lots Of Life Left In Them. more | go to store |
 | Madewell Shoes | Madewell The Ivy Chelsea Boot In Croc Embossed Leather | Color: Brown | Size: 7.5 Worn A Handful Of Times. In Great Condition. Sold Out On Madewell. Box Not Included. more | go to store |
 | Gucci Shoes | Bnwt Gucci Chelsea Boots With Chain And Horsebit | Color: Black | Size: 10 Fw22 Calfskin Ankle Boots With Round Toe, Elastic Bands On Side Panels, Pull On Back, Contrasting Chain Detail On Front. Composition: 100% Calf Leather, 100% Rubber Sole Made In: Italy Size And Fit: 40 Or 10 Heel 2,5 Cm Model Number: 67039317k10 more | go to store |
 | Madewell Shoes | Madewell Chelsea Lugsole Heeled Boots, Size 6 | Color: Brown | Size: 6 These Boots Are New But The Box Is A Little Damaged. Bought These Boots From Madewell.Com But It Was A Final Sale. I Liked Them Online But I Realized After Receiving Them That They’re A Bulkier Style Than I Normally Wear. Please Go To Madewell.Com To... more | go to store |
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