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| Best Seller  | Jimmy Choo Thessaly 20 Sue Chelsea Suede Flat Boot - Brown Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more | $915.00 $490.00 go to store |
 | Jimmy Choo Thessaly 20 Sue Chelsea Suede Flat Boot - Brown Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more | $915.00 $490.00 go to store |
| Best Seller  | Jimmy Choo Thessaly 20 Sue Chelsea Suede Flat Boot - Brown Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more | $915.00 $490.00 go to store |
 | Blair Men's Deer Stags Rockland Chelsea Boots - Black - 9 - Womens Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... more | go to store |
 | Henry Country Ankle Chelsea Boot Men's Tricker's Henry Country Ankle Chelsea Boot - Brown - Casual boots 100% Leather. Made in Italy. more | $732.05 $597.36 FREE shipping go to store |
 | Burgundy Ankle Strap Chelsea Boots Women's Toga Burgundy Ankle Strap Chelsea Boots - Black - Ankle boots Ankle-high buffed calfskin Chelsea boots in burgundy. Signature hardware throughout. more | $605.00 $315.00 FREE shipping go to store |
 | Men's Tod's Chelsea Ankle Boots - Black - Casual boots Dimensions: Heel: 3.5cm, Height: 15.5cm, Sole: 2cm 100% Calf Leather, 100% Rubber. Made in Italy. more | $694.65 $566.83 FREE shipping go to store |
 | Wear These Designer Sandals To Spruce Up Any Outfit. They Are Versatile Chic And Can Be Easily Styled. Made Using Quality Materials These Sandals Are Well Built And Long Lasting. more | go to store |
 | WIDE FIT Darcy Chelsea Boot - black Elevate your look with the Darcy Chelsea Boot. Perfect for AM to PM, enjoy the stylish detailing and ultra comfortable cushioned insoles. Key Features Include:- Rounded toe ankle boot- Wide width fit- Side zip closure- Cloudwalkers cushioned insole-... more | $99.99 $69.99 go to store |
 | J. Crew Gray Leather Chelsea Ankle Boot. Made In Italy With 2 Inch Heel, Ankle Strap And Gold Hardware. 03868 Color: Gray Size: Women's 8 more | go to store |
 | J. Crew Shoes | J. Crew Leather Chelsea Boots Pull On Ankle Boot | Color: Black | Size: 10 J. Crew Leather Chelsea Boots Pull On Ankle Boot Black Smooth Buttery Leather Size 10 In Great Condition! Finish Your Fall Look In The Smooth Leather J.Crew Chelsea Lexi Boot Featuring A Breathable Leather Lining And Lightly Cushioned, Stationed Insole... more | go to store |
 | Jimmy Choo Thessaly 20 Sue Chelsea Suede Flat Boot - Brown Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more | $915.00 $490.00 go to store |
 | Jimmy Choo Thessaly 20 Sue Chelsea Suede Flat Boot - Brown Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more | $915.00 $490.00 go to store |
 | Jimmy Choo Thessaly 20 Sue Chelsea Suede Flat Boot - Brown Say hello to the perfect, most versatile boot. The ankle height makes this style easily transition from day to night. Wear them with your favorite skinny jeans and tee for a more laid back look, or pair them with your favorite mini dress and jacket for... more | $915.00 $490.00 go to store |
 | Men's Tod's Chelsea Ankle Boots - Brown - Casual boots 100% Suede, 100% Rubber. Made in Italy. more | $587.78 $479.63 FREE shipping go to store |
 | Men's Tod's Chelsea Ankle Boots - Black - Casual boots Dimensions: Heel: 4cm, Height: 14cm, Sole: 2.5cm 100% Leather, 100% Rubber, 72% Polyester, 28% Elastane. Made in Italy. more | $662.59 $572.48 FREE shipping go to store |
 | Men's Tricker's Henry Ankle Chelsea Boot - Black - Casual boots 100% Leather. Made in Italy. more | $732.05 $597.36 FREE shipping go to store |
 | Men's Moncler Larue Chelsea Ankle Boots - Blue - Casual boots Larue Chelsea ankle boots in leather. Round toe Elasticated side panels Rear pull tab Rear logo ring Embossed logo at midsole Debossed logo at heel cap. 100% Leather. more | FREE shipping go to store |
 | Men's Jimmy Choo Normandy Ankle Boots - Black - Casual boots 100% Leather, 100% Rubber. Made in China. more | FREE shipping go to store |
 | Men's Jimmy Choo Marlow Ankle Boots - Black - Casual boots 100% Leather, 100% Rubber. Made in Italy. more | FREE shipping go to store |
 | Men's Jimmy Choo Elias Ankle Boots - Black - Casual boots 100% Leather. Made in Italy. more | FREE shipping 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 |
 | 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 |
 | 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 |
 | Rare Find! Free People Castillo Chelsea Boots Ankle | Size 37 (6-6.5) Made In Portugal With Real Patent Leather And Meant To Look Distressed. Wooden Sole And Chunky Metal Accents. Slight Creases Near Toes But Not Not Effect The Functionality Of The... 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 |
 | J. Crew Shoes | J. Crew Chelsea Leather Ankle Boot, Size 9 | Color: Black | Size: 9 These Are In Great Condition Although They Are Used. I Did Not Find Any Scuffs Except A Few On The Heel - Please See The Last Picture. Leather. Size 9. Black. more | go to store |
 | Condition: Pre-Owned With Natural Cosmetic Wear Noted, See Photos. Size: 6 Color: Tan Material: Suede Leather Upper Measurements: Shaft Height: 4.5 In Heel Height: 1.75 In Made Of Textured Suede With A Comfy Elasticized Shaft And Grippy Lugsoles, This... more | go to store |
 | Brand New With Box Suede & Leather Upper Leather Insole Rubber Sole Stacked Leather Heel Pull On Styling Made In Spain Heel Height 1” Shaft Height 5” more | go to store |
 | Zara Shoes | Ankle Chelsea Boots | Color: Black | Size: 38 Black Chelsea Boots Please See Photos These Boots Are Worn And Scuffed more | go to store |
 | Sz 39 Eu Sz 8.5 Us Great Condition, Very Light Signs Of Wear 3” Heel Made In Spain more | go to store |
 | J. Crew Shoes | J. Crew Low Cut Chelsea Suede Ankle Boots | Color: Tan | Size: 11 Nwot Beige Suede Size 11 2” Heel more | go to store |
 | Reposhing Only Because I Ordered The Wrong Size. Not Sure What I Was Thinking. These Are A 9. (I’m An 8) They Are In Perfect Condition. Questions? Leave A Comment Below! more | go to store |
 | Madewell Black Chelsea Rain Waterproof Ankle Boots Size 7 Smoke Free Home Bundle For A Discount more | go to store |
 | New Without Box (Has Tags) Multiple Sizes Available Free People Beau Western Ankle Chelsea Boot Embossed Gold Leather Embossed Reptile Genuine Leather Chelsea Western Style Gold Metallic Block Heel 1.5" Pointed Toe Made In India. Elastic Side Gussets.... more | go to store |
 | Gucci Cordovan Lux Pointed Toe Side Buckle Chelsea Ankle Boots Great White Size 37 New With Dustbags, No Box, Very Minor Signs Of Retail Environment Try Ons As Photographed, Size 37, Per Brand Equivalent To Us Size 7, Authenticity Guaranteed. All... more | go to store |
 | Madewell Shoes | Madewell Serena Chelsea Ankle Boots Black Size 11 | Color: Black | Size: 11 The Madewell Serena Boots Are A Must-Have For Your Day-To-Night Look With An Ankle-Height Design And A Stacked Block Heel. The Pull-On Ankle Boots Are Crafted From A Smooth Leather Upper With Stretch Goring At The Sides. Rounded Square-Toe Front.... more | go to store |
 | Madewell Spencer Taupe Chelsea Slip On Leather Ankle Boots Slip On Stacked Block Heel Chelsea Style Ankle Length Western Leather Upper And Lining Taupe Color Size: 8.5 Condition: Good, Has Some Scuffing more | go to store |
 | Bran New In A Box. Size 7.5 But They Run 1 Size Bigger =8.5. Genuine Embossed Croc Leather. Black Elastic Sides, Pointy Toe. Curved Hills 1.75” more | go to store |
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