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| Best Seller  | Madewell Size 8 The Ivy Croc Embossed Leather Chelsea Boots Ankle Boots In Brown Platform Utilitarian Lug Soles In Excellent Almost Like New Condition. Very Clean Inside & Out. Tags: Classic Chunky Lug Soles Neutral Versatile Business Casual Office... more | go to store |
 | Madewell The Grayson Chelsea Black Boot Size 9 Bootie Ankle Boots Wear To Toes- Scuffing. Rubbing. Minor Scratching At Heels. Gently Used. Good Condition. Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut... more | go to store |
| Best Seller  | Brand New, Never Worn. These Were Too Big For Me. I Usually Wear 5-5.5 Depending On Brand. I Wish They Fit Because They Are Super Cute And Great Quality. I Love The Color. Perfect For Light And Dark Outfits. Comment With Questions! more | go to store |
 | Kathleen Lug Sole Block Heel Chelsea Boot - Black - Madewell Boots Women's Madewell Kathleen Lug Sole Block Heel Chelsea Boot - Black - Ankle boots A stacked block heel and lug sole add a rugged contrast to a classic Chelsea boot made from smooth leather. more | FREE shipping go to store |
 | The Wyckoff Chelsea Lugsole Boot - Black - Madewell Boots Women's Madewell The Wyckoff Chelsea Lugsole Boot - Black - Ankle boots Ready for all your supercute fall 'fits, this leather Chelsea boot has a stretchy gore and a wear-all-day-everywhere chunky lugsole. And, cushiness alert: MWL Cloudlift Lite... more | FREE shipping go to store |
 | Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 D) Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more | go to store |
 | Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 D) Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more | go to store |
 | Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 EE) Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more | go to store |
 | Blair Men's Deer Stags Rockland Chelsea Boots - Black - 9 - Womens Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... more | go to store |
 | Danner Bull Run Chelsea Work Boots Full Grain Leather Men's, Brown SKU - 557201 The Danner Bull Run Chelsea Work Boots provide electrical hazard protection to ASTM F2892-18 EH standards and feature a durable, oiled, full grain leather upper. These boots are both durable and comfortable, with slip on action, making them perfect for... more | go to store |
 | Danner Bull Run Chelsea Work Boots Full Grain Leather Men's, Brown SKU - 168992 The Danner Bull Run Chelsea Work Boots provide electrical hazard protection to ASTM F2892-18 EH standards and feature a durable, oiled, full grain leather upper. These boots are both durable and comfortable, with slip on action, making them perfect for... more | go to store |
 | Danner Bull Run Chelsea Work Boots Full Grain Leather Men's, Brown SKU - 562692 The Danner Bull Run Chelsea Work Boots provide electrical hazard protection to ASTM F2892-18 EH standards and feature a durable, oiled, full grain leather upper. These boots are both durable and comfortable, with slip on action, making them perfect for... more | go to store |
 | Calf Hair Ankle Boots Boots, Ankle Boots Men's Lidfort Calf Hair Ankle Boots Boots, Ankle Boots - Black - Casual boots Calf hair ankle boots with leather sole and aelastic detail. Colours: Black Composition: 100% calf leather Dimension: UK MEN 25 mm heels MPN: 625CAVALLINONERO. 100% calf... more | $828.00 $457.00 go to store |
 | Madewell Ainsley Chelsea Boots. Black Ankle Pull On Leather Booties In Great Preloved Condition. Still Have Lots Of Life! See Images For Details Of Wear. Genuine Leather Upper, Lining And Sole. 3/4” Heel. Size: 7.5 more | go to store |
 | Madewell Shoes | Bnib Madewell Sonia Snakeskin Chelsea Ankle Boots 6 | Color: Black/Tan | Size: 6 Python Snake Print Heather Natural Leather Chelsea Booties With Almond Toe And Stacked Wooden Heel, Comes With Box 1.75'' Heel 3'' Shaft Pull-On With Elastic Gore Insets Tapered, Stacked Heel Cushioned Footbed Leather Upper Leather Lining more | go to store |
 | Madewell Shoes | Madewell Spencer Chelsea Ankle Boot Black Size 8.5 | Color: Black/Tan | Size: 8.5 Pre Owned In Excellent Like New Condition With No Scuffs Or Marks. Bottom Soles Show Very Light Wear All Offers Are Appreciated! more | go to store |
 | Madewell Leather Chelsea Boots Embossed Snake Size 6 Excellent Used Condition, No Major Flaws Slip On Style Low Ankle Height Short Block Heel Slightly Pointed Toe Leather Upper/Lining/Sock Synthetic Sole 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 |
 | Madewell Shoes | Madewell Bryce Black Suede Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5 Madewell Black Ankle Boot Size: 9.5 Style Name: Byrce Style: M4674 Msrp: Was $158 Condition: Pre-Owned In Excellent Condition. Upper Suede Is In Pristine Condition, Outsole Has Minor Wear Heel: 3.25" Block Heel Features: Leather Upper And Lining,... more | go to store |
 | Madewell Shoes | Madewell Brown Leather Chelsea Ankle Boots | Color: Brown | Size: 7 Worn A Handful Of Times, In Fabulous Condition, Perfect For Fall more | go to store |
 | Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Snakeskin 6 | Color: Brown | Size: 6 Madewell Sonia Chelsea Boot Color: Brown Snakeskin Size 6 Style #M3463 Retail $188 New W/O Box An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. Pull-On Style With... more | go to store |
 | Madewell Shoes | Madewell Ankle Chelsea Boots Size 7 In Black Leather | Color: Black | Size: 7 Beautiful Black Leather Ankle Boots From Madewell In Size 7. These Ankle Boots Go With Everything! Versatile And Comfortable, Easy To Slip On And Wear All Day. They’re High Quality Basics That You Can Keep Forever And They’ll Never Go Out Of Style.... more | go to store |
 | Size 8.5m. Camel Tan Suede. 2.5" Block Heel. Slip On. Great Condition. 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 |
 | Madewell Shoes | Madewell 1937 Footwear Chelsea Leather Ankle Boot | Color: Brown | Size: 8.5 Reposhing This Item I Purchased From @Marciesfabfinds. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Madewell Shoes | Madewell Chelsea Snake Embossed Ankle Boots New! | Color: Red | Size: 8.5 Runs Small; Order 1/2 Size Up. Details An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. - 1 3/4" Heel (Size 8.5) - 3" Shaft - Pull-On Style With Elastic Gore Insets -... more | go to store |
 | Used Pair Of Madewell Nadine Ankle Chelsea Boots In Size 7.5. These Are A Spotted Calf Hair Upper. There Is A Little Wear On The Points Of The Toes. Minimal Heel Wear. Please See Photos more | go to store |
 | Gorgeous Madewell Chelsea Ankle Boots. A Beautiful Light Chestnut Color. Lug Soles For Fall, Winter And Spring Weather. Soft Pebbled Leather. Pull-On With Elastic.Size 7. Wore A Couple Of Times, So Leather Creased A Little. They Are Extremely... more | go to store |
 | Madewell Shoes | Classic Madewell Chelsea Ankle Boot | Color: Brown | Size: 7.5 Reposhing This Item I Purchased From @Amplifyart7. Loved It, But Ready To Rotate For Something New. Small Stain On Left Toe. more | go to store |
 | Madewell Shoes | Madewell Bonham Leather Chelsea Ankle Boots Sz 6.5 | Color: Black | Size: 6.5 Madewell Bonham Leather Chelsea Ankle Booties Size 6.5 Great Condition more | go to store |
 | Madewell Shoes | Madewell Spencer Chelsea Leather Ankle Boot, Sz 8 | Color: Tan/Brown | Size: 8 Madewell Spencer Chelsea Leather Ankle Boot, Sz 8 more | go to store |
 | Madewell Shoes | Madewell Bryce Suede Chelsea Black Ankle Boot | Color: Black | Size: 9 Reposhing This Item I Purchased From @Sealedmanila. Loved It, But Ready To Rotate For Something New. Worn A Few Times! Thought I Could Use Suede Instead Of Leather But It Didn’t Work With The Outfit. Questions? Leave A Comment Below! more | go to store |
 | Madewell Shoes | Guc Madewell Chelsea Ankle Boots Size 9 | Color: Black | Size: 9 Super Versatile - Block Heel Style Black Some Signs Of Wear - See Pics And Ask Questions Before Purchasing more | go to store |
 | Questions? Leave A Comment Below! more | go to store |
 | Gently Used Madewell Womens 8.5 Caleb Black Leather Bootie Low Asymmetrical Boots Chelsea Ankle Black Low Cut 10.75 Inches Long 3.5 Inches Sole Width 1.5 Heel Evidence Of Use On The Sole Insole And Upper Please Review All Photos Carefully more | go to store |
 | Madewell Sonia Low Chelsea Boot, Size 6.5 In Heather Natural Multi. $188 #0320x1.1.9 - Low Chelsea Boot - Snakeskin Embossed Leather - Almond Toe - 1.75" Stacked Block Heel - 3" Shaft - Cushioned Footbed - Leather Upper And Lining more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Black Leather Ankle Boots Sz 8 | Color: Black | Size: 8 Madewell Ainsley Chelsea Black Leather Ankle Boots Sz 8 Pre-Owned Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A... more | go to store |
 | Madewell The Grayson Brogue Chelsea Boots Amber Brown In Vguc Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toe, Brogue Perforationsand Cut Them Low On The Ankle To Make Your Legs Look Even Longer. A Pull-On... more | go to store |
 | Madewell Shoes | Brand New Madewell Chelsea Ankle Boots | Color: Brown | Size: 7.5 Brand New Madewell Pull-On Ankle Chelsea Boots Never Worn. Brand New With Original Tag And Shoe Box. Classical Ankle Chelsea Boots In Size 7.5. Color Is Dark Cabernet. more | go to store |
 | Reposhing This Item I Purchased From @Pnwposhboss. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
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