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| Best Seller  | Men's Toga Virilis Side Gore Chelsea Boots - Black - Casual boots Ankle-high croc-embossed leather Chelsea boots in black. Signature graphic hardware at heel counter and heel. more | FREE shipping go to store |
 | Men's Toga Virilis Side Gore Chelsea Boots - Black - Casual boots Ankle-high polished leather Chelsea boots in black. Signature graphic hardware at heel counter and heel. · Square toe · Pull-loops at collar · Elasticized gusset at sides · Grained... more | FREE shipping go to store |
| Best Seller  | Sorento Leather Chelsea Ankle Booties Women's La Canadienne Sorento Leather Chelsea Ankle Booties - Black - Ankle boots La Canadienne "Sorento" classic leather Chelsea ankle booties with a sturdy rubber lug sole and gore panels on both the interior and exterior sides. Pullon... more | FREE shipping go to store |
 | Women's Leather Chelsea Boots by ellos in Black (Size 7 M) A timeless Chelsea boot always looks effortlessly chic. It's impeccable construction makes this a go-to style staple for years to come. Almond toe shapeLeather upper with leather pull tabKnit ribbed gore on both sides for easy slip on... more | $146.90 $73.45 go to store |
 | Free People Shoes | Free People James Chelsea Boot | Color: Pink | Size: 9 Size 39 (9) A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Gore Inserts At The Sides. Side Zip Closure Cushioned Insole Leather Upper And Lining/ Rubber Sole Made In Spain Cherry Chocolate more | go to store |
 | 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 Item... more | go to store |
 | Coach Shoes | Coach Chelsea Leather Ankle Boot | Color: Green | Size: 10 Leather Upper Man-Made Leather Lining And Footbed Leather Outsole Pull On Side Gore In Darker Green Nwot. Box Not Included. Smells Of Leather. No Flaws. Fast Shipping. more | go to store |
 | Dr Martens Rometty - Womens UK 8 US 10 Black Boot Medium *The Rometty is a women's Chelsea boot that strikes the perfect balance between femininity and tough - rebellious Dr. Martens spirit *Textured leather upper *Elastic side gores for easy slip-on wear *Heel pull tab *Lightly cushioned footbed... more | FREE shipping go to store |
 | Dr Martens Rometty - Womens UK 7 US 9 Black Boot Medium *The Rometty is a women's Chelsea boot that strikes the perfect balance between femininity and tough - rebellious Dr. Martens spirit *Textured leather upper *Elastic side gores for easy slip-on wear *Heel pull tab *Lightly cushioned footbed... more | FREE shipping go to store |
 | Dr Martens Rometty - Womens UK 9 US 11 Black Boot Medium *The Rometty is a women's Chelsea boot that strikes the perfect balance between femininity and tough - rebellious Dr. Martens spirit *Textured leather upper *Elastic side gores for easy slip-on wear *Heel pull tab *Lightly cushioned footbed... more | FREE shipping go to store |
 | Skechers Men's Relaxed Fit: Resment - Korver Boots | Size 11.0 | Brown | Leather/Textile/Synthetic Great classic style and comfort combine in Skechers Relaxed Fit Resment - Korver. This utility ankle boot features a leather upper with a side zip closure and a Skechers Air-Cooled Memory Foam insole. | Skechers Men's Relaxed Fit: Resment - Korver... more | go to store |
 | Skechers Men's Relaxed Fit: Resment - Korver Boots | Size 9.5 | Brown | Leather/Textile/Synthetic Great classic style and comfort combine in Skechers Relaxed Fit Resment - Korver. This utility ankle boot features a leather upper with a side zip closure and a Skechers Air-Cooled Memory Foam insole. | Skechers Men's Relaxed Fit: Resment - Korver... more | go to store |
 | Skechers Men's Relaxed Fit: Resment - Korver Boots | Size 10.0 | Brown | Leather/Textile/Synthetic Great classic style and comfort combine in Skechers Relaxed Fit Resment - Korver. This utility ankle boot features a leather upper with a side zip closure and a Skechers Air-Cooled Memory Foam insole. | Skechers Men's Relaxed Fit: Resment - Korver... more | go to store |
 | Men's Eastland Cyrus Chelsea Boot - Brown - Casual boots Get inspired by the classiness of the Cyrus Chelsea boot by Eastland. Dual gores on the sides of the pull-on boot offer a comfortable fit while the aux leather sole absorbs shocks while... more | FREE shipping go to store |
 | Men's Eastland Cyrus Chelsea Boot - Black - Casual boots Get inspired by the classiness of the Cyrus Chelsea boot by Eastland. Dual gores on the sides of the pull-on boot offer a comfortable fit while the aux leather sole absorbs shocks while... more | FREE shipping go to store |
 | Men's Eastland Cyrus Chelsea Boot - Brown - Casual boots Get inspired by the classiness of the Cyrus Chelsea boot by Eastland. Dual gores on the sides of the pull-on boot offer a comfortable fit while the aux leather sole absorbs shocks while... more | go to store |
 | Men's Florsheim Lodge Plain Toe Chelsea Boot - Black - Casual boots Florsheim Lodge Plain Toe Men's Chelsea Boot Comfort is stylishly presented in the Florsheim Lodge Plain Toe men's Chelsea Boot. With a leather or suede upper featuring gore side... more | FREE shipping go to store |
 | Men's Florsheim Lodge Plain Toe Chelsea Boot - Brown - Casual boots Florsheim Lodge Plain Toe Men's Chelsea Boot Comfort is stylishly presented in the Florsheim Lodge Plain Toe men's Chelsea Boot. With a leather or suede upper featuring gore side... more | FREE shipping go to store |
 | Men's Florsheim Lodge Plain Toe Chelsea Boot - Brown - Casual boots Florsheim Lodge Plain Toe Men's Chelsea Boot Comfort is stylishly presented in the Florsheim Lodge Plain Toe men's Chelsea Boot. With a leather or suede upper featuring gore side... more | FREE shipping go to store |
 | Men's Thomas & Vine Watson Chelsea Boot - Black - Casual boots Thomas & Vine Watson Men's Chelsea Boot Upgrade your style in the Thomas & Vine Watson men's Chelsea men's Boot. With a leather upper featuring stretch gore side panels, this pull-on... more | FREE shipping go to store |
 | Men's Julius Side-Gore Shell Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in black. · Pull-loop at heel collar · Elasticized gusset at sides · Padded heel counter · Buffed leather lining · Sculptural platform rubber... more | $1,105.00 $608.00 go to store |
 | Women's Toga Side Gore Boots - Black - Ankle boots Ankle-high buffed leather Chelsea boots in black. more | $465.00 $251.00 go to store |
 | Women's Esprit Sam Ankle Boot - Black - Ankle boots Esprit Sam Women s Ankle Boot Style your fall in the Esprit Sam women s ankle Boot. With a faux leather or suede upper featuring dual side gores for a secure fit, this rear zip Chelsea Boot is... more | go to store |
 | Women's Dansko Daisie Waterproof Bootie - Black - Ankle boots A subtle stacked heel elevates this waterproof leather bootie with a Chelsea-inspired gore panel and side-zip closure for grab-and-go comfort. more | FREE shipping go to store |
 | Men's ALDO Collen Chelsea Boot - Brown - Casual boots Smooth burnished leather enriches a plain-toe Chelsea boot featuring comfortable inset side gores and a low block heel. more | FREE shipping go to store |
 | Women's Jack Rogers Latham Chelsea Boot - Black - Ankle boots Stretchy side gore panels perfect the fit of this timeless Chelsea boot made from smooth leather. more | $178.00 $124.60 FREE shipping go to store |
 | Pointed-Toe Pebbled Leather Chelsea Boots Women's Mavette Pointed-Toe Pebbled Leather Chelsea Boots - Blue - Ankle boots The Aria is a pointed-toe Chelsea boot cut from pebbled leather with elastic gore side gussets, classic back pull tab, and tonal piping details throughout. Perfect for... more | FREE shipping go to store |
 | Women's Mavette Pointed-Toe Chelsea Boots - Brown - Ankle boots The Aria is a pointed-toe Chelsea boot cut from pebbled leather with elastic gore side gussets, classic back pull tab, and tonal piping details throughout. Perfect for dressing up or... more | FREE shipping go to store |
 | Women's Born Cove Chelsea Boot - Black - Ankle boots You can never go wrong when choosing the Cove chelsea boot from Born. This pull-on bootie features a waterproof leather construction and dual side gores that ensures maximum detail! Waterproof... more | FREE shipping go to store |
 | Free People James Chelsea Boot In White Leather - 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... more | go to store |
 | Free People Shoes | Free People James Chelsea Boot, Tan Leather | Color: Tan | Size: 38.5eu Free People James Chelsea Boot In Tan Leather - 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... more | go to store |
 | Free People Shoes | Free People | James Chelsea Boot | Color: Brown/Tan | Size: 9 Worn Once Size: 9 Us (39 Euro) Color: Tan Leather A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides. Runs Narrow; Order 1/2 Size Up. Details & Care A Chunky... more | go to store |
 | Size Us8/Eu38 Color White Leather Never Worn Out Of The House 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... more | go to store |
 | Free People Shoes | Free People Essential Chelsea Boot Size 39 Whiskey | Color: Brown | Size: 39 Great Pre-Loved Condition. Only Worn A Couple Times. Leather And Textile Upper With Manmade Sole Made In Spain Back Zipper Closure With Gore Side Panels Leather Footbed And Lining Faded Design Almond Toe With Block Heel Approx 65mm/ 2.5 Inch Heel... more | go to store |
 | Free People Shoes | Free People James Chelsea Boot | Color: Brown/Tan | Size: Various Brand 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... more | go to store |
 | Free People Shoes | Free People James Chelsea Boot White Leather 38/8 | Color: White | Size: 8 New! Size: 38/8 Color: White 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... more | go to store |
 | Free People Shoes | Free People James Chelsea Boot | Color: Tan | Size: 11 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 Item #6107037 more | go to store |
 | Free People Shoes | Like New - Free People James Chelsea Boots 11 | Color: Orange/Yellow | Size: 11 Runs Narrow; Order 1/2 Size Up. 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... more | go to store |
 | Free People Shoes | Free People James Chelsea Boot | Color: Brown/Tan | Size: Various 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 James Chelsea Boot | Color: Tan | Size: 38 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 Item... more | go to store |
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