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| Best Seller  | 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 |
 | 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 |
| Best Seller  | 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: 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 |
 | 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 |
 | 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 |
 | Madewell Size 8 The Ivy Croc Embossed Leather Chelsea Boots Ankle Boots In Brown Platform Utilitarian Lug Soles In Excellent Almost Like New Condition. Very Clean Inside & Out. Tags: Classic Chunky Lug Soles Neutral Versatile Business Casual Office... more | go to store |
 | Reposhing This Item I Purchased From @Deenajwhennen. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | 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 |
 | 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 |
 | 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 Grayson Chelsea Black Boot Size 9 Bootie Ankle Boots Wear To Toes- Scuffing. Rubbing. Minor Scratching At Heels. Gently Used. Good Condition. Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut... 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 |
 | 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 |
 | Madewell Size 8.5 The Carlin Shearling Chelsea Boot Ankle Boot Suede Rugged Made Of Water-Resistant Suede With A Rugged Lug Sole, These Pull-On Chelsea Boots Are Fully Lined In Real Shearling To Up The Cozy Factor. Basically: All-Weather Boots You'll... more | go to store |
 | Free People Shoes | Canyon Lands Ankle Boots | Color: Tan/Cream | Size: 7 Worn A Couple Of Times more | go to store |
 | Nwob! Fast Shipping! The Perfect Pair, These So Versatile And Goes-With-Everything Ankle Boots Are Featured In A Smooth Leather And Patent Finish With A Bold Block Heel And Striking Square-Shape Toe. Side Zip Closures Cushioned Footbed Durable Rubber... more | go to store |
 | Kate Spade New York Sedgewick Chelsea Ankle Rubber Rain Boots Shoes Size 10 Used... In Good Condition. Sign Of Normal Wear. Please See Pictures Provided. Black Bin 04 more | go to store |
 | Black Suede Leather Upper Ankle Height Booties Bow Detail In Back Chelsea Side Panels more | go to store |
 | Boho Urban Chic In These Gorgeous Free People Chelsea Boots Free People Recommends Sizing Up 1/2 Size Nwob Some Minor Try On Scuffing No Other Imperfections See Pics For Item Details more | go to store |
 | Brand New In Box. Womens Us Size 8. Runs Big More Like 8.5. Please See Photos For Added Description more | go to store |
 | Madewell Ainsley Chelsea Boots. Black Ankle Pull On Leather Booties In Great Preloved Condition. Still Have Lots Of Life! See Images For Details Of Wear. Genuine Leather Upper, Lining And Sole. 3/4” Heel. Size: 7.5 more | go to store |
 | Beautiful Boots more | go to store |
 | Coach Tia Ankle Chelsea Boots, Chunky Heels, Wine Color Suede Booties, Size 8.5 Women’s. Preowned. Some Wear From Normal Use, Mainly On The Bottoms. Heel Height Approx 2.5”. Elevate Your Shoe Game With These Stylish Coach Tia Ankle Booties In A... more | go to store |
 | Excellent Preowned Condition Crafted From Hand-Finished Leather, These Sleek Chelsea Boots Offer A Cushioned Insole And A Sturdy Heel For Comfortable, Outfit-Elevating Style. Due To The Nature Of Hand-Finished Leather, Expect Slight Variation In Color... more | go to store |
 | J. Crew Shoes | J.Crew Sherpa Lined Suede Chelsea Ankle Boots 7.5 | Color: Tan | Size: 7.5 New Without Box Size 7.5 more | go to store |
 | Reposhing This Item I Purchased From @Letizap67. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Free People Beau Western Boot In Gold Size 36 (Equivalent To A Us Women's Size 6 Per Free People Website) Slip-On Western-Style Chelsea Boot Silhouette Ankle-Height Shaft Lightly-Distressed Metallic Gold Croc Embossed Leather Upper Pointed Snip Toe... more | go to store |
 | Free People James Leather Chelsea Ankle Boots White Size 39.5 Equivalent To Us 9.5 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more | go to store |
 | Kate Spade Brandi Tan Natural Desert Leather Chelsea Ankle Boots Sz 6.5 Kate Spade New York Brandi Tan Pebbled Leather Ankle Boots With Bow Pointed Toe- Solid Vamp- Buckle Strap Detail- Bow Tie Embellishment- Shaft Height, 10." Opening Circumference-... more | go to store |
 | Zara Shoes | Leather Chelsea Ankle Boots Sz 9 Or Eu 42 | Color: Black | Size: 9 Leather Chelsea Ankle Boots Sz 9 Or Eu 42 #53- 896 more | go to store |
 | J. Crew Shoes | J Crew Chelsea Ankle Boot In Evergreen Size 5 | Color: Green | Size: 5 Slightly Worn J Crew Ankle Boot. True To Size. Rubber With Elastic Stretch Around Ankle. Low Heel. more | go to store |
 | J. Crew Shoes | J. Crew Black Chelsea Ankle Boot - Size 7.5 | Color: Black | Size: 7.5 J. Crew Black Chelsea Ankle Boot - Size 7.5 With Shoe Box more | go to store |
 | Floor Model And Tried On Excellent - Please See Pictures!! The Quintessential Fall Shoe. Our Chelsea Boot Is An Ultra-Versatile Silhouette Crafted From Soft Suede And Set On A Low Stacked Heel. Elastic Panels And A Back Pull Tab Ensure Ease And... more | go to store |
 | Reposhing This Item I Purchased From @Sydney_coop21. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Madewell The Bryce Chelsea Suede Stocked Heel Ankle Boots Side Zipper Women Size 8 Almond Toe 2.5” Heel Small Scuff See Photos more | go to store |
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