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| Best Seller  | Madewell 1937 Billie Zip Up Sz 9 Ankle Boot Olive Green Suede Chunky Heel Rich Texture (Suede) And Walkable Stacked Heel Make This Boot A Classic And Favorite. Side Zipper Entry Heel Height 2.5” Leather Lining more | go to store |
 | Size 9.5 An Eye Catching Take On The Classic Chelsea Silhouette, These Striking Boots Have A Pull-On Style And Mid Calf Height. They Have Elastic Paneling, Side Zip Closures With A Chunky Sole. Round Toe Pull Loop Detailing Chunky Block Heel Heel 2.5”... more | go to store |
| Best Seller  | Free People Shoes | Free People 90’s Brooks Chelsea Lug Boots Green | Color: Green | Size: 6 Free People Brooks Chelsea Boots Green Size 36 Or Size 6 Excellent Condition A Contemporary Spin On The Classic Chelsea Style, These Timeless Ankle-Covering Boots Feature A Chunky Sole For An Exaggerated Look. more | go to store |
 | Free People Shoes | Free People James Chelsea Boots | Color: Green/Tan | Size: 8 *New Free People James Chelsea Boots Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Vintage Esthetic. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look.... more | go to store |
 | Free People Shoes | Free People James Chelsea Boots | Color: Green/Tan | Size: 7.5 *New Free People James Chelsea Boots *New Free People James Chelsea Boots Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Vintage Esthetic. These Boots Feature Intentionally... 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 |
 | Free People Shoes | Like New! Free People James Chelsea Boot | Color: Cream/Tan | Size: 7.5 Like New! Free People James Chelsea Boot Color: Deep Khaki Size: Women’s 7.5m (37.5 Eu) 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... more | go to store |
 | New In Box A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides.Side Zip Closure Cushioned Insole Leather Upper And Lining/Rubber Sole Made In Spain Women's Shoes... more | go to store |
 | Coach Shoes | Coach Delaney Brown Leather And Wool Chelsea Boots Size 9 | Color: Brown | Size: 9 Label: Coach Condition: Good (See Guide Below) Flaws: Overall Wear/A Few Leather Scuffs/A "Chip" In The Heel Marked Size: 9b Measurements: (Refer To Pics) Description These Chunky Gems Are So Great. Note Flaws. Clean Interiors. Heels Might Clean Up... more | go to store |
 | New In Box A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides.Side Zip Closure Cushioned Insole Leather Upper And Lining/Rubber Sole Made In Spain Women's Shoes... more | go to store |
 | New In Box A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides.Side Zip Closure Cushioned Insole Leather Upper And Lining/Rubber Sole Made In Spain Women's Shoes... more | go to store |
 | Free People Shoes | Free People Brooks Chelsea Boots | Color: Green | Size: 8 Free People Brooks Chelsea Boots Color Military Moss Contemporary Spin On The Classic Chelsea Style Timeless Ankle Covering Boots Feature A Chunky Sole For An Exaggerated Look Artisan Crafted From Fine Leather Distressed Leather Heel 1.81 Inches Shaft... more | go to store |
 | Free People James Chelsea Boots Hunter Green Size 38/7.5 Brand New Without Tags. Never Worn. Excellent Condition, They Are Supposed To Look Rugged. See Pictures And Video Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side... 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 |
 | Free People Shoes | Free People Brooks Chelsea Boot | Color: Green | Size: 9.5 Free People Brooks Chelsea Boot more | go to store |
 | J. Crew Shoes | J Crew Blundstone 585 Chelsea Boots Bo820 | Color: Brown/Green | Size: 7.5 Famously Rugged... - Blundstone Boots Are Built To Withstand Just About Anything And Everything You Throw At Them (Originally Designed For Ranchers In The Australian Outback, They'll Take Your Exploits In Stride). This Pair Takes The Chelsea Boot That... more | go to store |
 | Madewell Shoes | Madewell Carina Platform Chelsea Boot Cargo Green Sz 8 | Color: Green | Size: 8 Excellent Condition! Worn For Just A Couple Of Hours Indoors. They Do Not Run Narrow, But Were A Bit Snug On My Wide Feet. more | go to store |
 | J. Crew Shoes | J Crew Olive Green Pull On Chelsea Rain Boot Ankle 7 | Color: Green | Size: 7 J Crew Olive Green Pull On Chelsea Rain Boot Ankle 7 Preowned Has Some Wear See Photos Shoe3 more | go to store |
 | Madewell Shoes | Madewell Walker Chelsea Boot | Color: Green | Size: 6.5 In Great Condition! more | go to store |
 | Too Small For Me, I Am A Nike 11 And Was Hoping This Would Work. Excellent Condition/Unworn By Me. Reposhing This Item. Questions? Leave A Comment Below! more | go to store |
 | J. Crew Shoes | J. Crew Camo Chelsea Boots | Color: Black/Green | Size: 8 Excellent Condition. Sold Out Style. more | go to store |
 | Free People Shoes | Free People Arlo Croc Leather Green Chelsea Boot | Color: Green | Size: 8 Free People Arlo Croc Leather Green Chelsea Boot. Size 38 / 8. New In Box. - Color: Dust Storm, Green Color - Croc, Animal Embossed Texture - Leather Upper - Elastic Gore On The Panel - Back Zipper Closure - Fall, Winter, Boho, Leather, Minimalist,... more | go to store |
 | Worn Once, Free People Brooks Chelsea Boots 8.5 (Run A Tiny Bit Small) I Usually Wear 8. Needed 8.5. more | go to store |
 | Ankle Height Booties Square Toe Pull On Style No Zip more | go to store |
 | Commando Waterproof Chelsea Boot Men's Hunter Commando Waterproof Chelsea Boot - Black - Casual boots A taller silhouette stretches weather-ready coverage even further in this premium Chelsea boot with a flexible gusset and grippy sole. more | FREE shipping go to store |
 | Nwob! Fast Shipping! Featuring A Ribbed Knit Design For A Slim Fit, These Boots Offer An Innovative Twist On The Timeless Chelsea Silhouette. Leather And Neoprene Upper Leather Insole Rubber Sole, Heel Pull-On Styling Spain Dimensions Heel Height: 1"... more | go to store |
 | Madewell Shoes | Madewell Walker Gusset Chelsea Boot | Color: Black/Green | Size: 8.5 These Are A Pair Of Suede Chelsea Boots By Madewell. These Classic Shoes Feature A Round Toe And A Block Heel Size Us 8.5 Color Green, Black In Good Pre-Owned Condition With Minimal Signs Of Use Consistent With Normal Wear Please View All Pictures.... more | go to store |
 | Free People Shoes | Free People Chelsea Boot | Color: Green | Size: 7.5 These Are A Green/Blue/Grey Color Velvet Chelsea Boot From Free People. Size 38 Women’s more | go to store |
 | Super Cool Adidas X James Harden Green Suede Sneakers! Pull On Design With Unique Buckle Detailing And A Cushy Footbed. Gently Worn, Has Some Marks To Sidewalls But Overall In Great Condition. Size 6.5 more | go to store |
 | Gucci Shoes | Gucci Black And Lime Green Logo Chelsea Boots | Color: Black/Green | Size: 13 Never Worn, Purchased Last Year; Definitely A Niche Item more | go to store |
 | Free People Shoes | Free People James Chelsea Boots Deep Khaki | Color: Tan | Size: 10 -Excellent Condition Never Worn -Size 40 Or Us 10 -Pet And Smoke Free Home -No Trades -Please Feel Free To Make An Offer more | go to store |
 | Free People James Khaki Leather Heeled Chelsea Boots - New In Box Gear Up For The Cooler Weather With The Leather Free People James Chelsea Boot Featuring A Pull-On Design With Dual Goring And Side Zip Closure For A Comfortable, Yet Secure Fit. Soft... more | go to store |
 | Free People Shoes | Free People Arlo Sante Fe Chelsea Boot | Color: Green | Size: 10 Like New Condition more | go to store |
 | Urban Outfitters Shoes | Chelsea Boots | Color: Brown | Size: 10 Olive/ Brown Chelsea Boots (Never Worn) more | go to store |
 | Stunning! Brand New With Tags, Never Worn. Gucci Boots Mens Chelsea Ankle Black Leather Logo Hardware!! Sz 9 9.5 Fantastic Shoes With Stylish 'Eye' Engraving On The Soles! (See Pics). Absolutely Pristine Condition. Mint. Super Comfortable With A... more | go to store |
 | Anthropologie Shoes | Anthropologie X Silent D Uvika Chelsea Boots | Color: Green/Tan | Size: 8 Questions? Leave A Comment Below! Size 38 more | go to store |
 | Anthropologie Shoes | Jacinta Chelsea Boots From Anthropologie | Color: Brown/Green | Size: 8 Like New Condition. Jacinta Chelsea Boots From Anthropologie In Color Khaki (Camo Print). Size 39 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 |
 | Free People Shoes | Free People Essential Chelsea Boots | Color: Blue/Green | Size: 8 Brand New Without Box. Color "Topiary" 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 more | go to store |
 | Hit The Pavement In These Lace-Up Chelsea Boots With Wedge Platform Soles. Made Of Supple Suede, They'll Look Cooler The More You Wear Them. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. 6 1/4" Shaft Height... more | go to store |
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