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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 Ann Demeulemeester Stef Chelsea Ankle Boots - Black - Casual boots 100% Calf Leather, 100% Rubber. Made in Italy. more | $796.18 $473.88 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 |
 | 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 |
 | Reposhing This Item I Purchased From @Cooldudz. Used 1x For A Wedding Rehearsal And Now That I Am Working From Home I Don’t Wear/Need Heels Anymore. Loved Them, Fit Well And Very Stylish. more | 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 |
 | Madewell Ivy Chelsea Mini Dot Animal Print Ankle Boots Calf Hair Size 7 Like New more | 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 |
 | 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 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 |
 | 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 |
 | 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 |
 | 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 |
 | Burberry Shoes | New Burberry Chelsea Boots Check Leather Ankle Boots | Color: Black | Size: 7 New Burberry Check Chelsea Leather Ankle Boots Brand New In Box With Tags Full Set Eu 37 - Heel Measures Approximately 35mm/ 1.5 Inches - Black Leather - Pull On - Made In Italy 100% Brand New Authentic Guaranteed Professional Business Cross-Platform... 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 |
 | Men's Dune Mantle Chelsea Boot - Brown - Casual boots Enhance your sophisticated style with this handsome Chelsea boot crafted from fine suede with a slim almond toe. more | FREE shipping go to store |
 | Men's Dune Character Chelsea Boot - Brown - Casual boots Shaped from creamy leather, this classic Chelsea boot is always in style. more | FREE shipping go to store |
 | Men's Dune Character Chelsea Boot - Black - Casual boots Shaped from creamy leather, this classic Chelsea boot is always in style. more | FREE shipping go to store |
 | Burberry Shoes | Burberry London Chelsea Boots Size 38,5 | Color: Black | Size: 8.5 Brand New In Box more | go to store |
 | These Are Like New But They Are Missing The Huge “O” Part In The Zipper Tab Unfortunately! Bought From A Wholesale Type Reseller That Gets In Store Damaged Or Factory Damaged Stock...Perhaps A Replacement Can Be Found Or Can Be Worn As Is The Zipper... more | go to store |
 | Free People Shoes | Free People Vegan Chelsea Gray Ankle Boots | Color: Gray | Size: 8 Size 8 Block Heel In Good Condition more | go to store |
 | American Eagle Outfitters Shoes | Brown Chelsea Ankle Boots | Color: Brown | Size: 6 Brown Chelsea Booties Size 6 From American Eagle Tiny Signs Of Wear On The Heels But Good Condition Still!! more | go to store |
 | J. Crew Shoes | J Crew Chelsea Boot Ankle Brown Size 10 | Color: Brown | Size: 10 J Crew Chelsea Brown Leather Booties Size 10. It Is Comfortable. Soft Leather Pet/Smoke Free Home. Please See Pictures For More Details. more | go to store |
 | J. Crew Shoes | Black Madewell Chunky Chelsea Ankle Boot. Size 8.5. | Color: Black | Size: 8.5 Black Madewell Chunky Chelsea Ankle Boot. Size 8.5. Never Worn. New In Box. more | go to store |
 | This Is A Timeless Boot That Has A Minimalist Modern Look For Any Outfit more | go to store |
 | Madewell Shoes | Madewell Carina Ankle Chelsea Boot In English Saddle Size 6 | Color: Tan | Size: 6 Madewell Carina Ankle Chelsea Boot In English Saddle Woman's Size 6 With A Rounded Toe And Stacked Heel That's Perfect For Walking Around In All Day, This Chelsea Boot Is A Wear-Everywhere Style Standby. Preowned Good Condition. Please See Pictures For... more | go to store |
 | Madewell Shoes | Madewell The Spencer Chelsea Leather Ankle Boots | Color: Tan | Size: 9.5 Madewell 9.5 Spencer Short Chelsea Boot Style C1375 Mink Taupe Tan Color Stacked Heel No Original Box Slight Marks In Leather (See Photos) Excellent Used Condition 1.75" Heel Almond Toe Luxe Quality Stretch On Both Sides Offers Welcome. No Trades. more | go to store |
 | Free People Laidback London Argo Crochet Shearling Ankle Boot Sand Fur Fur Lined & Footbed * Rose Crochet Trim New Without Box * Size: 39 / 8 Retail Price: $170.00 more | go to store |
 | Madewell Shoes | Bnib Madewell Sonia Snakeskin Chelsea Ankle Boots 6 | Color: Black/Tan | Size: 6 Python Snake Print Heather Natural Leather Chelsea Booties With Almond Toe And Stacked Wooden Heel, Comes With Box 1.75'' Heel 3'' Shaft Pull-On With Elastic Gore Insets Tapered, Stacked Heel Cushioned Footbed Leather Upper Leather Lining more | go to store |
 | Free People Shoes | Free People Brooks Chelsea Ankle Boots | Color: Green | Size: 6.5 Leather Upper Ankle-High Chelsea Boot Shaft Zipper Closure Lightly Cushioned Footbed Lug Outsole Pull-On New Without Box Size 36.5 (6.5) more | go to store |
 | Reposhing This Item I Purchased From @Pinetreeposh. Loved It, But They Are Too Small I’m Usually A 9 Or 9.5. These Fit So Snug, I Would Compare Them To An 8, Maybe An 8.5. more | go to store |
 | Madewell Shoes | Madewell Carina Ankle Chelsea Boot Bootie | Color: Brown | Size: 7 Excellent Condition! Size 7 Cognac Color more | go to store |
 | Gucci Shoes | Gucci Worsh Black Leather Chelsea Ankle Boots | Color: Black | Size: 11 Only Wore Once To Big It Comes With Original Box And Dust Bags As Well In Great Condition No Scratches Or Marks more | go to store |
 | Reach New Heights In A Pair Where Elevated Neutrals And A Wedge Heel Take Center Stage. In Great Preowned Condition. Minor Wear To The Outer Sole. One Mark At The Inner Side Gore Panel Of The Left Boot. See Photos. Suede Leather Upper Leather Lining... more | go to store |
 | This Is A Fabulous Pair Of Authentic Gucci Flores Calfskin Horsebit Chain Ankle Boots Size 38.5 In Black. These Boots Are Mid Length On The Leg And Crafted Of Soft Black Lambskin Leather. These Boots Feature A 1.5 Inch Heel, A Gold Horsebit, Silver... more | go to store |
 | Stud Details And A Smart Cap Toe Kick This Chelsea Boot Up A Notch. *** No Box! Leather Upper With Shiny Cap Toe And Heel Pull-On Styling With Elastic Side Panels Lightly Cushioned Footbed 1-1/2" Heel Height The Last Picture Is A Stock Photo. Eu Size... more | go to store |
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