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| Best Seller  | Madewell Cara Tan Brown Snakeskin Embossed Leather Chelsea Boots Color: Burnt Clay Multi Size : 6.5 Condition : Excellent Pre-Owned Condition, Minor Wear On The Sole Only . You'll Look Runway-Ready When You Step Out Wearing The Modern Snakeskin... more | go to store |
 | J. Crew Shoes | J.Crew Brown Leather Chelsea Boots 9.5 | Color: Black/Brown | Size: 9.5 Reposhing This Item I Purchased From @Sonblaah. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
| Best Seller  | Burberry Shoes | Burberry Vintage Check Detail Leather Chelsea Boots | Color: Black/Tan | Size: 10 New In Box. Includes Dust Bag. Size: 40 Eu / 10 Us Italian-Made Leather Chelsea Boots With Elasticated Side Panels In Our Archival Vintage Check. Upper: 80% Calf Leather, 15% Polyester, 5% Rubber Lining: 70% Lambskin, 25% Polyester, 5% Rubber Sole:... more | go to store |
 | J. Crew Shoes | *Nwt!* J. Crew Faux-Leather Chelsea Boots | Color: Brown | Size: 7.5 *Nwt!!* A Great Casual And Neutral Boot To Pair With Everything! “Warm Sepia” Brown (Style# Bj254) Faux-Leather J. Crew Chelsea Boots With Elastic Side Panels And A Heel Tab To Help Pull On, An Almond Toe, And 1” Heel. Original Box Is Included! Size 7 1/2 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 |
 | Madewell Shoes | Madewell Brown Leather Chelsea Boot 9.5 | Color: Brown/Tan | Size: 9.5 Madewell Brown Leather Chelsea Boot 9.5 Crafted From Buttery Leather, This Chelsea Boot Has A Pared-Down Look Thanks To The Tonal Insets And Low Stacked Heel. Cushiness Alert: Mwl Cloudlift Lite Padding Feels Like Walking On A . . . Well, You Know.... more | go to store |
 | Coach Shoes | Coach Georgetta Brown Leather Chelsea Boot, Size 40eur (9) | Color: Brown | Size: 9 Coach Brown Leather Chelsea Boot, Size 40eur (9) Love These But They Are Just A Tad Too Big For Me! Gorgeous Caramel Leather, Side Suede On The Inside Shaft. more | go to store |
 | Madewell Shoes | Madewell Snake-Embossed Leather Chelsea Ankle Boot | Color: Brown/Tan | Size: 7 New In Box!!! Heather / Natural Sonia Chelsea Ankle Boot. Great For Back To School Or Back To Work. 1.75'' Heel 3'' Shaft Pull-On With Elastic Gore Insets Tapered, Stacked Heel Almond Toe Cushioned Footbed Leather Upper Leather Lining Man-Made Sole... more | go to store |
 | Madewell Shoes | Madewell Snake Print Leather Chelsea Ankle Boot 9m | Color: Brown/Tan | Size: 9 New Nordstrom's Rack Store Display, Madewell's Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To This Chelsea Boot That Is Versatile And Comfortable Enough To Go From Work-To-Weekend Style. -- Pull-On Style With Elastic Gore Insets -... more | go to store |
 | Madewell Ainsley Brown Leather Chelsea Ankle Boots Size 6.5 Gently Used, Signs Of Wear Are On The Sole. Leather Is In Great Condition. more | go to store |
 | J. Crew Shoes | J. Crew Leather Chelsea Ankle Boots Size 6 1/2 | Color: Brown/Tan | Size: 6.5 J. Crew Leather Chelsea Ankle Boots 6 1/2 Condition: Very Good Pre Owned Condition, Leather Is Still In Really Good Shape, Minor Wear On The Soles, Few Small Scuffs On Leather, As Showing In Pictures. Brown Leather With Black Elastic Panels On The... more | go to store |
 | Brand: Anthropologie Style: “ Dale” Chelsea Ankle Color: Brown With An Olive Cast Rubber Lug Style Chunky Bottoms Elastic Panels On Both Sides Great Preowned Condition. Clean. Intentional Worn Look. A Bit Of Scuffing On The Toes And Creasing. The... more | go to store |
 | Coach Shoes | Leather Chelsea Coach Boots | Color: Black/Brown | Size: 9 Perfect Condition! Real Leather Coach Couldn’t Return Then, They Are Too Big For Me. more | go to store |
 | Soft Light Tan Leather Booties Buckle Strap And Adjustable Closure 3” Sturdy Heel Little Leather Bows On The Back Heel With The Kate Spade Logo Super Cute And Versatile Good Condition, Some Light Water Marks See All Photos For Condition I Ship Quickly... 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 |
 | Ralph Lauren Brown Leather Chelsea Boot Size 8 more | go to store |
 | Base London Mens Garrison Plain Leather Chelsea Boots - Sand - Brown - 12 - Upper: leather. - Lining: leather, textile. - Outsole: rubber. - Elasticated gusset, nylon pull tab. - Flat heel. - Cut: ankle high. - Design: logo, plain. - Toe style: round. - Fastening: slip-on. more | $130.99 $103.70 go to store |
 | Saint G Santina Cognac Leather Chelsea Boots - Brown This Santina cognac leather brogue detail chelsea boots from SaintG features natural leather lining, padded leather footbed provides all day comfort. Detailed with leather pull tab on the reverse and elasticated sides to ensure you can comfortably slip... more | $345.00 $207.00 go to store |
 | Saint G Santina Brown Leather Chelsea Boots - Brown This Santina Khaki Leather Brogue detail chelsea boots from saint g features brown leather lining, padded leather footbed provides all day comfort. Detailed with leather pull tab on the reverse and elasticated sides to ensure you can comfortably slip... more | $345.00 $207.00 go to store |
 | Saint G Santina Cognac Leather Chelsea Boots - Brown This Santina cognac leather brogue detail chelsea boots from SaintG features natural leather lining, padded leather footbed provides all day comfort. Detailed with leather pull tab on the reverse and elasticated sides to ensure you can comfortably slip... more | $345.00 $207.00 go to store |
 | Saint G Santina Brown Leather Chelsea Boots - Brown This Santina Khaki Leather Brogue detail chelsea boots from saint g features brown leather lining, padded leather footbed provides all day comfort. Detailed with leather pull tab on the reverse and elasticated sides to ensure you can comfortably slip... more | $345.00 $207.00 go to store |
 | Base London Mens Garrison Leather Chelsea Boots - Dark Brown - Brown - 13 - Lining: Pinstripe - Insole: Cushioned - Outsole: Cleated, rubber - Fastening: Slip-on - Elasticated gusset, leather heel pad, pull tab - Block heel - Cut: Ankle high - Design: Plain - Toe Style: Tapered more | $132.99 $104.95 go to store |
 | Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 11 / US 12 - Sole Features: Lightweight - Fastening: Slip-on - Fabric Technology: Memory foam - High density sock, pull tab, twin gusset - Flat - Cut: Ankle high - Design: 2 panel, plain more | $65.99 $42.45 go to store |
 | Base London Mens Garrison Plain Leather Chelsea Boots - Sand - Brown - 10 - Upper: leather. - Lining: leather, textile. - Outsole: rubber. - Elasticated gusset, nylon pull tab. - Flat heel. - Cut: ankle high. - Design: logo, plain. - Toe style: round. - Fastening: slip-on. more | $130.99 $103.70 go to store |
 | Saint G Santina Brown Leather Chelsea Boots - Brown This Santina Khaki Leather Brogue detail chelsea boots from saint g features brown leather lining, padded leather footbed provides all day comfort. Detailed with leather pull tab on the reverse and elasticated sides to ensure you can comfortably slip... more | $345.00 $207.00 go to store |
 | Base London Mens Garrison Leather Chelsea Boots - Dark Brown - Brown - 12 - Lining: Pinstripe - Insole: Cushioned - Outsole: Cleated, rubber - Fastening: Slip-on - Elasticated gusset, leather heel pad, pull tab - Block heel - Cut: Ankle high - Design: Plain - Toe Style: Tapered more | $133.99 $105.70 go to store |
 | Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 12 / US 13 - Sole Features: Lightweight - Fastening: Slip-on - Fabric Technology: Memory foam - High density sock, pull tab, twin gusset - Flat - Cut: Ankle high - Design: 2 panel, plain more | $65.99 $42.45 go to store |
 | Base London Mens Garrison Plain Leather Chelsea Boots - Sand - Brown - 9 - Upper: leather. - Lining: leather, textile. - Outsole: rubber. - Elasticated gusset, nylon pull tab. - Flat heel. - Cut: ankle high. - Design: logo, plain. - Toe style: round. - Fastening: slip-on. more | $130.99 $103.70 go to store |
 | Base London Mens Garrison Leather Chelsea Boots (Tan) - Brown - 11 - Upper: Leather. - Lining: Pinstripe. - Insole: Cushioned. - Outsole: Cleated, Rubber. - Fastening: Slip-on. - Elasticated Gusset, Leather Heel Pad, Pull Tab. - Block Heel. - Cut: Ankle High. - Design: Plain. - Toe Style: Tapered. more | $133.99 $105.70 go to store |
 | Duck and Cover Mens Maxwall Leather Chelsea Boots - Tan - Brown - UK 10 / US 11 Duck and Cover Men's real leather chelsea boot. Featuring embossed logo to the back. more | $130.99 $100.45 go to store |
 | Saint G Santina Cognac Leather Chelsea Boots - Brown This Santina cognac leather brogue detail chelsea boots from SaintG features natural leather lining, padded leather footbed provides all day comfort. Detailed with leather pull tab on the reverse and elasticated sides to ensure you can comfortably slip... more | $345.00 $207.00 go to store |
 | Base London Mens Garrison Leather Chelsea Boots - Dark Brown - Brown - 11 - Lining: Pinstripe - Insole: Cushioned - Outsole: Cleated, rubber - Fastening: Slip-on - Elasticated gusset, leather heel pad, pull tab - Block heel - Cut: Ankle high - Design: Plain - Toe Style: Tapered more | $132.99 $104.95 go to store |
 | Base London Mens Garrison Leather Chelsea Boots (Tan) - Brown - 13 - Upper: Leather. - Lining: Pinstripe. - Insole: Cushioned. - Outsole: Cleated, Rubber. - Fastening: Slip-on. - Elasticated Gusset, Leather Heel Pad, Pull Tab. - Block Heel. - Cut: Ankle High. - Design: Plain. - Toe Style: Tapered. more | $133.99 $105.70 go to store |
 | Duck and Cover Mens Maxwall Leather Chelsea Boots - Brown - Brown - UK 10 / US 11 Men's real leather chelsea boot. Featuring embossed logo to the back. more | $130.99 $100.45 go to store |
 | Saint G Santina Cognac Leather Chelsea Boots - Brown This Santina cognac leather brogue detail chelsea boots from SaintG features natural leather lining, padded leather footbed provides all day comfort. Detailed with leather pull tab on the reverse and elasticated sides to ensure you can comfortably slip... more | $345.00 $207.00 go to store |
 | Maine Mens Blenheim Leather Chelsea Boots - Brown - 8 - Elasticated gusset, pull tab. - Flat heel. - Cut: Ankle. - Design: Contrast. - Toe Style: Round. - Fastening: Pull-on. more | $92.99 $48.95 go to store |
 | Maine Mens Crepe Effect Leather Chelsea Boots - Brown - Brown - 9 Opt for classic shoe styles crafted from luxe fabrics and select these leather Chelsea boots. more | $105.99 $52.20 go to store |
 | Maine Mens Crepe Effect Leather Chelsea Boots - Brown - Brown - 13 Opt for classic shoe styles crafted from luxe fabrics and select these leather Chelsea boots. more | $105.99 $52.20 go to store |
 | Base London Mens Garrison Leather Chelsea Boots (Tan) - Brown - 9 - Upper: Leather. - Lining: Pinstripe. - Insole: Cushioned. - Outsole: Cleated, Rubber. - Fastening: Slip-on. - Elasticated Gusset, Leather Heel Pad, Pull Tab. - Block Heel. - Cut: Ankle High. - Design: Plain. - Toe Style: Tapered. more | $132.99 $105.20 go to store |
 | Roamers Mens Waxy Leather Chelsea Boots - Brown - UK 9 / US 10 - Sole Features: Lightweight - Fastening: Slip-on - Fabric Technology: Memory foam - High density sock, pull tab, twin gusset - Flat - Cut: Ankle high - Design: 2 panel, plain more | $65.99 $42.45 go to store |
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