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Gucci Shoes | Gucci Matelass Chelsea Boot | Color: Black/White | Size: 10.5

Gucci Matelass Chelsea Boot Style 643958 Dh7d0 9143 Playing With Textures And Materials, This Chelsea Boot Mixes Smooth White Leather With Textured Chevron Matelass Details. The Style Is Completed By The House's Monogram, Presented As An Intricate... more

Madewell Shoes | Madewell Sonia Low Snakeskin Chelsea Ankle Boots Size 5.5 | Color: Black/Cream | Size: 5.5

Madewell Sonia Low Snakeskin Chelsea Ankle Boots Size 5.5 - Snake Print - Leather Uppers And Lining Flaws: Small Scratch On Front Of Ankle (See Close Up Photo). Offers Welcome! Bundle Items In My Closet For The Best Deal! more

J. Crew Shoes | J. Crew Gwen Lug-Sole High-Shaft Chelsea Boot | Color: Black | Size: 9.5

Gwen Lug Sole Chelsea Boots In Black. *Photos Of Actual Boots Coming* Excellent Condition. Worn Handful Of Times Last Fall/Winter. No Scratches Or Major Signs Of Wear On Leather Or Soles. They Have A Polished “Rugged Cool Girl” Look In My Opinion.... more

Madewell Shoes | Madewell The Benning Chelsea Boot | Color: Black | Size: 8

Brand New Without Tags Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. When You Select Your Size, "H" Equals... more

Free People Shoes | Host Pick Nib Free People James Chelsea Boots 7.5 | Color: Black/Cream | Size: 7.5

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 Zipper Closure Cushioned Insole... more

Free People Shoes | Free People Brooks Lug Sole Chelsea (Women's)Boots Size 8.5 | Color: Black | Size: 8.5

Free People Brooks Lug Sole Chelsea (Women's) Boots Size 8.5 Description Get Ready For Cooler Weather In The Free People Brooks Leather Chelsea Boot Featuring A Mid-Calf Construction And A Double Welt Pull-On Design With Side Zip Closure For A Snug Yet... more

Madewell Shoes | Madewell The Grayson Chelsea Western Boot Women's Size 7 | Color: Black | Size: 7

Madewell The Grayson Chelsea Western Boot Women's Size 7 Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut Them Low On The Ankle To Make Your Legs Look Even Longer. A Pull-On Style For In-Between Weather... more

Michael Kors Shoes | Euc Michael Kors Chelsea Ankle Boots | Color: Black/Gray | Size: 6

Euc A Fabulous Leather Upper, Snakeskin Embossed Boot By Michael Kors In Shades Of Grey, Black And Off White With A 1" Platform Heel. They Have The Black Side Goring And Heel Pull Tab To Create Ease Of This Slip In Style. They Measure 9 1/8" On The... more

Madewell Shoes | Madewell Shoes Womens Size 6 Leopard Print Calf Hair Chelsea Boots New | Color: Black/Brown | Size: 6

Madewell Shoes Womens Size 6 Leopard Print Calf Hair Chelsea Boots New New Without Box Round Toe Dyed Calf Hair Upper Leopard Print Pull-On Style Leather Lining Man Made Outsole Block Heel 2.5” We Ship Same Day !! more

Free People Shoes | Free People James Chelsea Heeled Boot 39.5 9.5 | Color: Black | Size: 9.5

Free People James Chelsea Heeled Boots 39.5 9.5 >Only Worn Once Or Twice >Style: James Boot >Slight Lug Sole With Chunky Heel, Round Toe >Side Zipper Closure, Side Goring >Color: Black, Leather >Size Us Size 9 - 9 1/2 (Eu Size 39.5) >Heel Height Is... more

Free People Shoes | Free People Women's Benson Black Snakeskin Leather Booties Boots Sz37 Pre-Loved | Color: Black/Brown | Size: 37eu

Ree People Women's Benson Black Snakeskin Leather Booties Boots Sz37 Pre-Loved You Have Found Your Wardrobe Essential, These Leather Chelsea Boots From Free People Feature A Black Snakeskin Print With A Stacked Heel. These Are The Perfect Neutral... more

TOMS Women's Black Everly Boots Leather Ortholite, Size 6

The Everly is a heeled Chelsea-inspired ankle bootie, made extra walkable by way of its OrthoLite® insole. The very definition of a staple. | Oiled nubuck upper Built-in OrthoLite® Eco X4 Hybrid™ insole for high-rebound, long-term cushioning made with... more

TOMS Women's Black Everly Boots Leather Ortholite, Size 5.5

The Everly is a heeled Chelsea-inspired ankle bootie, made extra walkable by way of its OrthoLite® insole. The very definition of a staple. | Oiled nubuck upper Built-in OrthoLite® Eco X4 Hybrid™ insole for high-rebound, long-term cushioning made with... more

TOMS Women's Black Everly Boots Leather Ortholite, Size 8

The Everly is a heeled Chelsea-inspired ankle bootie, made extra walkable by way of its OrthoLite® insole. The very definition of a staple. | Oiled nubuck upper Built-in OrthoLite® Eco X4 Hybrid™ insole for high-rebound, long-term cushioning made with... more

TOMS Women's Black Everly Boots Leather Ortholite, Size 7.5

The Everly is a heeled Chelsea-inspired ankle bootie, made extra walkable by way of its OrthoLite® insole. The very definition of a staple. | Oiled nubuck upper Built-in OrthoLite® Eco X4 Hybrid™ insole for high-rebound, long-term cushioning made with... more

J. Crew Shoes | J. Crew Women’s Leather Pull-On Boots Rich Caramel New With Box Size 7 | Color: Black/Orange | Size: 7

J. Crew Women’s Leather Pull-On Boots Rich Caramel New With Box Color: Rich Caramel Size 7h Medium New With Box With A Durable Sole... That Provides Traction On City Streets And In The Backyard, These Pull-On Chelsea Boots Are An Easy Option You'll... more

Gucci Shoes | Gucci Leather Ankle Boot With Belt | Color: Black/Gold | Size: 8

Brand New In Box! Gucci Leather Ankle Boot With Belt Color- Black Size- 38 Us 8 Retail-$1,250 An Unexpected Play On The Classic Chelsea Boot, This Ankle Boot In Shiny Black Leather Is Designed With A Lug Sole And Elastic Inserts On Each Side For A... more

American Eagle Outfitters Shoes | American Eagle Lug Sole Chelsea Boot | Color: Green | Size: 9.5

Olive Green And Black. Water Resistant Fake Leather. Almost Like A Rain Boot. Never Worn. Too Tight Around My Ankles. more

2976 Patent Lamper Chelsea Boots

Women's Dr. Martens 2976 Patent Lamper Chelsea Boots - Black - Ankle boots A tough silhouette paired with polished black patent leather make these classic Dr. Martens Women's 2976 Patent Lamper Chelsea Boots. Exceptional craftsmanship features... more

Free People Shoes | Free People James Charlesa Boots | Color: Black/Tan | Size: 38

Authentic ,Nwot Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. Side Zipper Closure Cushioned Insole Almond Toe Fit Tip: This Style Runs True To Size, If In... more

Wide Width Women's Indy Boots by SoftWalk in Black Patent (Size 7 W)

A snake embossed heel gives the Indy Chelsea boot a fashionable flare. A chunky lightweight lugged sole provides the Indy a rugged look while the cushioned footbed keeps you comfortable all day.Leather UpperLeather/Soft microfiber LiningEVA Lug sole... more

Lunar Womens/Ladies Oakland Faux Leather Chelsea Boots - Black - Black - 6

The Oakland, a classic Chelsea boot with elasticated gusset and heel tab. These boots, available in black or tan, feature a subtle leopard print on the heel to elevate the classic style. more

Camper Women Milah Leather Chelsea Boot - Black - EU 42

Ankle boots Women Camper Milah K400575-001 more

Sorel Hi-Line Chelsea Boot - Womens 10 Black Boot Medium

*Casual boot from Sorel *Leather upper *Gore panels and heel pull tab for easy on and off *Slip-on fit *Die-cut EVA footbed with fabric topcover *Lightweight, molded EVA midsole *Rubber welt detail *Molded rubber outsole *1" heel height more

Sorel Hi-Line Chelsea Boot - Womens 11 Black Boot Medium

*Casual boot from Sorel *Leather upper *Gore panels and heel pull tab for easy on and off *Slip-on fit *Die-cut EVA footbed with fabric topcover *Lightweight, molded EVA midsole *Rubber welt detail *Molded rubber outsole *1" heel height more

Charles David Harrow Chelsea Boot - Black - 36

A trek-inspired lugged sole and chunky rubber block heel, this leather Chelsea boot is more than ready to hit the pavement. more

Charles David Harrow Chelsea Boot - Black - 41

A trek-inspired lugged sole and chunky rubber block heel, this leather Chelsea boot is more than ready to hit the pavement. more

London Rag Plush Metal Sling Chelsea Boots - Black - US-9 / UK-7 / EU-40

Everyday sleek sand stylish faux leather boot. Comes in seamless construction - easy to weak elastic gusset chelsea boot with metallic sling detail on the heels. more

Women's Wildwood Chelsea Boot by SoftWalk in Black (Size 6 M)

Make a statement with the modern allure of this streamlined year-round Chelsea boot. Set atop an impeccably light EVA sole, this classic is reinvented for the modern woman.Leather UpperSilky velvet (polyester) LiningRubber OutsoleMicrofiber (polyester)... more

Women's Wildwood Chelsea Boot by SoftWalk in Black (Size 7 M)

Make a statement with the modern allure of this streamlined year-round Chelsea boot. Set atop an impeccably light EVA sole, this classic is reinvented for the modern woman.Leather UpperSilky velvet (polyester) LiningRubber OutsoleMicrofiber (polyester)... more

Sorel Evie II Chelsea - Womens 6 Black Boot Medium

*Chelsea boot from Sorel *Waterproof full-grain leather and suede upper *Slip-on fit with gore panels for easy on and off *Textile lining *Removable molded EVA footbed *Molded rubber outsole *1-7/8" hidden wedge heel more

Timberland Greyfield Chelsea - Womens 7.5 Black Boot Medium

*Casual boot from Timberland *Premium Timberland leather upper *Pull-on style with dual stretch gore *ReBOTL fabric lining *OrthoLite® footbed *Ground-contact EVA midsole *Outsole made with rubber pods *1-1/4" heel height more

Timberland Greyfield Chelsea - Womens 6.5 Black Boot Medium

*Casual boot from Timberland *Premium Timberland leather upper *Pull-on style with dual stretch gore *ReBOTL fabric lining *OrthoLite® footbed *Ground-contact EVA midsole *Outsole made with rubber pods *1-1/4" heel height more

L.K. Bennett Ezra Black Smooth Calf Leather Ankle Boot - Black

A classic winter boot with a luxurious LKB spin, The new Ezra Chelsea boots are designed to elevate the everyday. Crafted in Italy from beautiful smooth calf leather in black, this timeless pull-on style has a round toe, elastic side panels, back tabs... more

Principles Womens/Ladies Othello Leather Ankle Boots - Black - Black - 9

Nice to meet you, new boots. Discover your favourite new pair in their collection of women's boots. Think heeled boots, knee highs, western, biker, hiker, Chelsea boots and ankle boots in a range of materials and colours. If you've got the plans, they... more

Rag & Co Grape Vine High Heeled Leather Boot In Black - Black - US 7

Made from soft tanned luxurious leather - this boot is for keeps. Stylish chelsea is structured on the beautiful square cut toe on a high block heel and the one-inch platform looks stylish and elan. The elasticated gussets fit well, making them easy to... more

Camper Leather Women's Pix Ankle Boots - Black

Leather women's chelsea boots with ortholite® recycled™ removable footbeds and EVA outsoles. Pix shoes are modeled on classically-inspired typologies and have been enhanced with a signature, sport-grade outsole and unrivaled flexibility. more

ALOHAS Lanz Leather Ankle Boots - Black

Lanz is a classic chelsea boot crafted from red leather with a glossy finish. As classic as it comes, it has elasticated sides for comfort, plus handy pull tabs at the back. Rubber soles provide traction with every step. more