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| Best Seller  | Men's Santoni Chelsea Boots, Ankle Boots - Blue - Casual boots Chelsea' suede ankle boots with elastic side inserts, contrast lining, back logo tab and rubber sole. Colours: Blue Composition: 100% leather Dimension: UK MEN MPN: MGSI13414SMAISYWU60.... more | $696.00 $454.00 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 |
| Best Seller  | Men's Crown Vintage Glory Chelsea Boot - Brown - Casual boots The Glory Chelsea boots are a staple that you'll find yourself reaching for time after time. Whether you're headed to work or a happy hour celebration, these Crown Vintage shoes can easily... more | $59.99 $39.98 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 |
 | Black Suede Leather Upper Ankle Height Booties Bow Detail In Back Chelsea Side Panels 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 |
 | Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede Size 38/Us 8 Nwob New Without Box. Store Display Model. Minor Wear From Being Tried On In A Retail Environment. Please See Photos. Never Worn Outside. Smoke Free Home. Fast... more | go to store |
 | Gaspen Chukka Boot - Green - Crown Vintage Boots Men's Crown Vintage Gaspen Chukka Boot - Green - Casual boots Transition from the weekend to the office with the Gaspen chukka boot from Crown Vintage. This pair features a classic silhouette and is elevated by detailed craftsmanship. What they are:... 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 |
 | Burton Mens Suede Chelsea Ankle High Boots - Black - Black - 7 - Elasticated gusset, pull tab. - Square. - Cut: Ankle high. - Design: Plain. - Toe style: Round. - Fit: Regular. - Fastening: Slip-on. more | $144.99 $43.20 go to store |
 | Burton Mens Suede Chelsea Ankle High Boots - Brown - Brown - 7 - Elasticated gusset, pull tab - Square - Cut: Ankle high - Design: Plain - Toe style: Round - Fit: Regular - Fastening: Slip-on more | $142.99 $42.70 go to store |
 | Burton Mens Suede Chelsea Ankle High Boots - Brown - Brown - 10 - Elasticated gusset, pull tab - Square - Cut: Ankle high - Design: Plain - Toe style: Round - Fit: Regular - Fastening: Slip-on more | $144.99 $43.20 go to store |
 | Faster shipping. Better service more | $23.29 $19.79 go to store |
 | Faster shipping. Better service more | $23.29 $19.79 go to store |
 | Faster shipping. Better service more | $23.29 $19.79 go to store |
 | Men's Crown Vintage Glory Chelsea Boot - Brown - Casual boots The Glory Chelsea boots are a staple that you'll find yourself reaching for time after time. Whether you're headed to work or a happy hour celebration, these Crown Vintage shoes can easily... more | go to store |
 | Men's Crown Vintage Hilde Chelsea Boot - Brown - Casual boots The joys of fall include pumpkin spice lattes, bonfires, and experiencing all four seasons in one day. While the last one may be more of an annoyance, the Hilde Chelsea boots from Crown... more | $59.99 $44.98 go to store |
 | Anthropologie Shoes | Hoss Intropia - Tan Suede Ankle Chelsea Boots, 9 | Color: Brown/Tan | Size: 9 Hoss Intropia Tan Suede Ankle Boots With Back Zip Detail And Stacked Wooden Heel Pre-Owned - Fair Condition, Denim Dye Spot Transfers At The Edges On Top, Can Be Professionally Cleaned For Additional Cost, Added Vibram Sole, See Images, Ask Questions,... more | go to store |
 | Free People Atlas Chelsea Black Leather Suede Ankle Boots Minimalist Grunge Size 40 Gently Used 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 |
 | Taupe Suede Heeled Chelsea Boots From Madewell. Worn Only A Couple Times And Still In Excellent Condition. Very Cute And Great For Fall! Size 9.5 Please Let Me Know If You Have Any Questions Or Would Like Additional Photos. more | go to store |
 | This Is A Timeless Boot That Has A Minimalist Modern Look For Any Outfit more | go to store |
 | Zara Shoes | Brown Suede Chelsea Ankle Boot | Color: Brown/Tan | Size: 8 Tall Ankle Boot Suede Chelsea Boot From Zara, Worn Once! more | go to store |
 | Zara Shoes | Black Suede Zara Chelsea Ankle Boots Size 41 | Color: Black | Size: 10 Barely Worn Black Suede Leather Pointed Toe Chelsea Boots With Western Style Detail Around Elastic. Low 1” Heel. 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 |
 | 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 |
 | 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 |
 | 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 |
 | Kate Spade Anew York Magenta Pink Suede Ankle Boots With Block Chunky Heel. Very Nice Used Condition. Slip On Boot With Ribbing On The Side. These Are Super Cute. Size 8.5 more | go to store |
 | Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 New Without Tag Shoe Is Store Return And May Have Minor Blemish more | go to store |
 | Madewell Bryce Chelsea Ankle Boot Block Heel Suede Slip-On Brown Size 6.5 Madewell Bryce Chelsea Ankle Boot Block Heel Suede Slip-On Brown Size 6.5 Slip On Suede Side Panel Detail Closed Toe Almond Toe In Good Pre-Owned Condition R1 more | go to store |
 | Kate Spade Garden Gray/ Truffle Suede Scalloped Chelsea Ankle Boots Beautiful Graphite Dark Truffle Gray Slip On Style With Side Gore Panels Feminine Scallop Details Sweet Back Heel Bow Round Toe Cushioned Insole Leather Sole 3” Block Heel Made In... more | go to store |
 | Free People Shoes | Free People Black Suede Atlas Chelsea Ankle Boots 37/7 | Color: Black | Size: 7 Reposhing This Item I Purchased. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! 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 |
 | Brand - Free People Size - Eu 39.5 / Us 9.5 Excellent Preowned Condition Ankle, Chelsea, Studded Trim, Scalloped Lace Trim, Pull On, Side Stretch, Suede, Leather, Round Toe, Comfortable, Hiking, Causal, Winter, Fall, Combat, Booties more | go to store |
 | Coach Snake Skin And Leather Patchwork Chelsea Ankle Boots Size: 8.5 Black Good Used Condition-Flaws Include Some Scrapes Of Normal Wear And Some Fading On The Suede Otherwise In Good Condition Tags: Fall, Autumn, Western Boots, Boots more | go to store |
 | Madewell - The Grayson Brogue Chelsea Tan Suede Ankle Boot Size 8.5 Excellent Condition Small Scratches On Bottom Of Boot Size 8.5 Heel Height - 2.5 Western Boot Details Stacked Raw Leather Heels Pointy Toe Pull On Style 3” Shaft Height Suede Upper... more | go to store |
 | Complement Your Classic Look With The New Keith Suede Chelsea Boot From Levi’s! These Handsome Chelsea Boots Feature Soft Suede Uppers With Dual Elastic Gore For Easy On And Off And Memory Foam Footbed For Lasting Comfort. more | go to store |
 | Madewell Shoes | Madewell Bryce Suede Leather Chelsea Ankle Boots Tan Size 7 | Color: Tan | Size: 7 Madewell Bryce Suede Leather Chelsea Ankle Boots Tan Size 7 Small Stacked Heel, Pull Tabs, Elasticized Panels, And An Almond Toe. Gently Used With Normal Wear. Small Spot On The Left Boot Toward The Opening On The Front. Most Wear Is On The Bottom... more | go to store |
 | Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot | Color: Brown | Size: Various Details: Nwob Pieced Leopard Printed Leather Pull-On Bootie Elasticized Insets Scalloped Trim And Stud Details Cushioned Footbed 5 1/2" Shaft more | go to store |
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