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| Best Seller  | 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 |
 | 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 |
| Best Seller  | 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 |
 | Ssense Exclusive Chelsea Boots Men's Toga Virilis Ssense Exclusive Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in black. Zip closure · Concealed elasticized gusset at sides · Webbing pull-loop at heel collar · Graphic hardware at heel counter ·... more | $610.00 $403.00 FREE shipping go to store |
 | Ssense Exclusive Chelsea Boots Men's Toga Virilis Ssense Exclusive Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in black. Zip closure · Concealed elasticized gusset at sides · Pull-loop at heel collar · Graphic hardware at heel · Treaded rubber sole ·... more | $610.00 $409.00 FREE shipping go to store |
 | Nwot Free People Essential Chelsea Ankle Boot Deep River Teal Leather * Size: Eu Size 38 (Us Size 7.5 Per Free People) * Color: Deep River (Teal Green/Blue) * Faded Leather Uppers * Back Zipper Closure * Elastic Side Gore Panels * Cushioned Insoles *... more | go to store |
 | New With Box Free People James Tan Brown Leather Chunky James Chelsea Ankle Boots Inside Zippers, Chunky, Apx 3.5" Heel, 1" Platform Size 41 more | go to store |
 | Euc Kate Spade Bellamy Ankle Booties Stone - Light Grey , Mauve Undertone Gold Hardware Size 9.5 Leather Rubber Sole Shaft Measures Approximately 4.5" From Arch Heel Measures Approximately 1" Platform Measures Approximately 0.25 Boot Opening Measures... more | go to store |
 | Free People Arlo Santa Fe Ankle Boots Size: European 37.5 (Us 7) Color: Black Crocodile Basically Brand New. Sales Sticker Still On Sole. Only Worn Once. Condition: These Shoes Are Intentionally Distressed. Brand New, They Intentionally Look Worn In,... more | go to store |
 | Floor Model And Tried On - Excellent Like New -Please Refer To Pictures Our Minimalist Ankle Boot Is A Fall Essential. Crafted In Smooth Leather, It Has A Comfortable Cushioned Insole And Flattering Almond Toe (Square Off). The Stacked Block Heel Pairs... more | go to store |
 | Free People James Leather Chelsea Ankle Boots White Size 39 Equivalent To Us 9 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more | go to store |
 | Free People James Leather Chelsea Ankle Boots White Size 41 Equivalent To Us 11 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more | go to store |
 | Free People James Leather Chelsea Ankle Boots White Size 41 Equivalent To Us 11 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more | go to store |
 | Free People James Leather Chelsea Ankle Boots White Size 36 Equivalent To Us 6 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more | go to store |
 | Free People Arlo Santa Fe Croc Embossed Chelsea Ankle Boots Tan Size 37. Fit Close To A Larger Size 7.5 Has A Small Scuff Along Right Shoe On Front. Minimal, However Excellent Pre-Owned Condition Otherwise True To Size* Amp Up Your Style In Thie Arlo... more | go to store |
 | Free People James Leather Chelsea Ankle Boots White Size 36 Equivalent To Us 6 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box 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 |
 | Floor Model And Tried On - Excellent Like New -Please Refer To Pictures Our Minimalist Ankle Boot Is A Fall Essential. Crafted In Smooth Leather, It Has A Comfortable Cushioned Insole And Flattering Almond Toe (Square Off). The Stacked Block Heel Pairs... more | go to store |
 | New With Box Size 38.5 / Us 8.5 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... more | go to store |
 | Coach X Tabitha Simmons Velvet Black Chelsea Ankle Booties Velvet Upper Man-Made Leather Lining And Footbed Rubber Outsole Zip Closure Shaft: 4 1/2" Height, 9" Circumference 1" Heel This Special Collaboration Between Coach And Designer Tabitha Simmons... more | go to store |
 | Madewell Booties Bryce Suede Leather Chelsea Ankle Black Size 10 Style M4674. Madewell Bryce Ankle Boots Booties Black Suede Leather M4674 Side Zip Biker Westernexcellent Condition more | go to store |
 | Free People Shadow Lark Ankle Chelsea Bootie Sz 6 Navy Perforated Leather Hidden Snaps On One Side Side Zipper On Other Side Ankle Boots, Chelsea Style Small Heel Cute Stitched Detail On Side Size 36 Pre-Owned Have Some Wear But Still Lots Of Left... more | go to store |
 | Ankle Height Booties Square Toe Pull On Style No Zip more | go to store |
 | American Eagle Outfitters Shoes | American Eagle Chelsea Boots | Color: Brown/Tan | Size: 9 Really Cute Chelsea Boots Size 9. Worn Only A Few Times In Great Condition. Beautiful Quality Leather Material. Ankle Height, Zip Closure. more | go to store |
 | Free People Shoes | Free People Brown Lugs Brooks Chelsea Suede Boots. New | Color: Brown | Size: 8 Suede Leather Upper Ankle High Leather Upper (Suede) Zipper Closure Lightly Cushioned Foot Bed Luv Outsole Size 38 (8) more | go to store |
 | Elevate Your Shoe Collection With These Stylish Ankle Boots From Free People. Crafted With High-Quality Leather, These Brown Boots Feature A Chic Almond Toe Shape And A Trendy Block Heel Style. The Zip Closure Ensures A Secure Fit While The Non-Slip... more | go to store |
 | Free People Essential Chelsea Boots Size 6 A Wardrobe Essential, These Spanish-Made Leather Chelsea Boots Feature A Faded Design With A Stacked Heel. Zipper Back Closure Cushioned Insole Elastic Side Accents Leather Upper Shaft: 6.42 In Ankle... more | go to store |
 | New In Box! The Free People James White Leather Chelsea Boots Are A Modern Twist On A Beloved Classic. Smooth, Slightly Distressed Genuine Leather Shapes These Trendy Chelsea Boots That Have An Almond Toe And An Ankle-High Shaft With Contrasting Black... more | go to store |
 | Elevate Your Shoe Collection With These Stylish Ankle Boots From Free People. Crafted With High-Quality Leather, These Brown Boots Feature A Chic Almond Toe Shape And A Trendy Block Heel Style. The Zip Closure Ensures A Secure Fit While The Non-Slip... more | go to store |
 | New In Box! The Free People James White Leather Chelsea Boots Are A Modern Twist On A Beloved Classic. Smooth, Slightly Distressed Genuine Leather Shapes These Trendy Chelsea Boots That Have An Almond Toe And An Ankle-High Shaft With Contrasting Black... more | go to store |
 | Elevate Your Shoe Collection With These Stylish Ankle Boots From Free People. Crafted With High-Quality Leather, These Brown Boots Feature A Chic Almond Toe Shape And A Trendy Block Heel Style. The Zip Closure Ensures A Secure Fit While The Non-Slip... more | go to store |
 | Free People Shoes | Free People Brooks Chelsea Boots | Color: Black | Size: Various Size: Eu 38 (Us 8 According To Free People) Color: Black Chunky Lug Sole Ankle Covering Intentional Distressed Leather Suede For A Lived In Look Inner Zipper Combat Moto Style New Without Tags Or Box more | go to store |
 | Free People Shoes | Free People James Ice Leather Chelsea Boots | Color: Gray/White | Size: 36eu The Free People James Ice Leather Chelsea Boots Are A Modern Twist On A Beloved Classic. Smooth, Slightly Distressed Genuine Leather Shapes These Trendy Chelsea Boots That Have An Almond Toe And An Ankle-High Shaft With Contrasting Tan Gussets And Seam... more | go to store |
 | Free People Shoes | Free People Brooks Lug Sole Chelsea Boot | Color: Black | Size: 8 Free People Brooks Lug Sole Chelsea Boot In Good Pre Owned Condition. Some Parts Can Use A Brushing As Can Be Expected With Suede. Some Very Minimal Creasing On Ankle Part. Please See All Pictures For Wear. Minor Wear On Soles. Features A Super-Chunky... more | go to store |
 | Free People Shoes | Free People James Chelsea Boot | Color: White | Size: 9.5 White Free People James Chelsea Boot Size 41 Or 9.5 Worn 3 Times Smooth, Slightly Distressed Genuine Leather Shapes These Trendy Chelsea Boots That Have An Almond Toe And An Ankle-High Shaft With Contrasting Black Gussets And Seam Detailing Throughout.... more | go to store |
 | Free People Shoes | Free People White James Chunky Chelsea Boots 40 | Color: White | Size: 10 Nib Free People James Chelsea Ankle Boots Side Zip Closure Stretch Side Panels For Easy On Cushion Footbed Color Is White But Looks More Like A Cream Color Leather Uppers 6” Shaft Height 3.5” Chunky Heel 1” Platform more | go to store |
 | Free People Shoes | Essential Chelsea Boots Nib | Color: Tan | Size: 9.5 Free People Essential Chelsea Boots Nib A Wardrobe Essential, These Spanish-Made Leather Chelsea Boots Feature A Faded Design With A Stacked Heel. Zipper Back Closure Cushioned Insole Elastic Side Accents Heel: 2.75 In Shaft: 6.42 In Ankle... more | go to store |
 | Outstanding "Free People" Quality And Comfort With These Bone Colored Platform Boots. Rubber Sole Provides Chunky Gum Heel Design. Forgivable Elastic Ankle Support Provides Comfort While Walking W/Easy On Side Zipper Entry! Stamped Size 41 However,... more | go to store |
 | Free People Vance Double Tab Chelsea Boot Crackle Patent Leather Navy Eu 36 Us 6 Retail $298 New W/O Box-Sole Marked To Prevent Return To Retail Store Wood Platform Leather Upper Ankle-High Chelsea Boot Shaft Closed Round Toe Pull-On Style With Front... more | go to store |
 | Free People Shoes | Free People Chelsea Boots | Color: Black | Size: Eu 38/ Us7 Free People Suede Leather Upper Boots With Lug Sole; Side Zip; Ankle High Shaft; Reposhing Because They Unfortunately Are Too Big On Me. But These Boots Are In Great Condition/Only Worn Few Times; No Major Wear Marks; Size Eu 38/ Us 7; I’m A Size 6.5/7... more | go to store |
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