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| Best Seller  | 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 | Madewell Low Chelsea Boots Snake Embossed Leather New | Color: Black/Gray | Size: 7 Size 7 Nwt / New In Box Color Heather Natural Multi more | go to store |
| Best Seller  | Madewell Shoes | Madewell Marco Wood Heeled Chelsea Boots | Color: Black | Size: 7 Pre Owned Madewell Marco Wood Heeled Chelsea Boots, Size 7. Black Leather Upper. 3.5” Heel With .75” Platform See Photos For Areas Of Wear more | go to store |
 | New Madewell Mariam Chelsea Boots, Size 7, Black Pebbled Leather. Questions? Leave A Comment Below! more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boots In True Black | Color: Black | Size: 8 Reposhing This Item I Purchased From @Chelbel. Loved It, But Ready To Rotate For Something New. Only Wore Once Or Twice So Is Still In Almost Brand New Condition. Questions? Leave A Comment Below! more | go to store |
 | Madewell Shoes | Madewell Regan Chelsea Boot In Leather | Color: Brown | Size: 10 Barely Worn - Madewell Regan Chelsea Boot In Leather - Brown Leather - Size 10 - Barely Worn - Good Condition more | go to store |
 | Madewell Shoes | Madewell The Benning Chelsea Boots Size 7.5 | Color: Black | Size: 7.5 Madewell The Benning Chelsea Boots Size 7.5 These Were Store Display, Otherwise Brand New Original Package Not Included 5 1/4" Shaft (Size 7) Leather Upper And Lining/Synthetic Sole Imported more | go to store |
 | Madewell Shoes | Madewell Bryce Suede Chelsea Ankle Boots Size 8.5 | Color: Tan | Size: 8.5 Madewell Bryce Suede Chelsea Boots Equastrian Brown Stacked Block Heel. Side Zip For Easy On And Off. Excellent Condition. Sz 8.5 more | go to store |
 | Madewell Shoes | Madewell Chelsea Lug Boots | Color: Gray | Size: 9 Never Worn! more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boots | Color: Brown | Size: 6.5 Madewell Ainsley Chelsea Boots. Great Condition- Only Worn A Couple Of Times. more | go to store |
 | Madewell Shoes | Madewell Wyckoff Chelsea Lugsole Boot In Leather | Color: Brown | Size: 8.5 Color Is Chocolate Raisin. Size 8.5. Brand New Never Worn more | go to store |
 | Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot-Size 6.5 | Color: Brown | Size: 6.5 These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. 6" Shaft Height. 1 1/2" Heel Height. Leather Upper. Leather... more | go to store |
 | Madewell Shoes | ! Madewell $198 The Ainsley Chelsea Boots G8421 | Color: Tan | Size: 8 Madewell $198 The Ainsley Chelsea Boots In Suede G8421 8 Natural In Soft Suede, With Easy-To-Break-In Leather Soles, This Modern Chelsea Boot Has A Pared Down Look That Makes It A Design-Team Favorite. Meet Your New Wardrobe Mvp. Please Note: When You... more | go to store |
 | Madewell Shoes | ! Madewell $198 The Spencer Chelsea Boots C1375 | Color: Gray/Tan | Size: Various Madewell $198 The Spencer Chelsea Pullon Boots Leather Shoes C1375 Mink Gray New Madewell The Spencer Chelsea Boot Color: Mink Retail: $198 C1375 Just Try To Complete Your Fall And Winter Outfits Without Comfortable And Stylish Boots. These Look Great... more | go to store |
 | Adorable Madewell Kat Black Suede Stacked Heel Ankle Chelsea Boot Booties Black Suede Leather Uppers Side Hidden Elastic Panels Back Pull Up Strap Chunky Stacked Faux Wood Heel Squared Off Toe Cushion Insole With Extra Layer Of Cushion In Very Good... more | go to store |
 | Madewell Shoes | New Madewell Low Chelsea Snakeskin Ankle Boots | Color: Black/Brown | Size: Various Brand New Madewell Low Chelsea Boots In Snake Embossed Leather Heather Natural Multi Style M3463 Size 6.5 Is New With Box Size 7.5 New With Box Size 7.5 New Without Box True To Size, Very Comfortable Msrp $188 Open To Reasonable Offers Top Rated Seller... more | go to store |
 | Madewell Shoes | Madewell Chelsea Boots | Color: Black | Size: 7.5 Black Leather Ankle Boots With Button Closure On Side. Size 7.5 But Can Fit A Size 8. Heel Height About 1.75”. These Have Been Worn And Loved, But Still A Lot Of Life Left. Normal Signs Of Wear On Top Of Boot (Creases) And Bottom. No Scratches more | go to store |
 | Madewell 1937 Footwear Black Leather Chelsea Boots Made In Italy. Very Good Condition. Repair New Soles. Size: 7 1/2 Heel Height: 1 1/4” more | go to store |
 | Madewell Shoes | Madewell The Elspeth Chelsea Boots Nwt | Color: Brown | Size: 7 My Normal Size But They Were A Bit Too Tight Since My Feet Run Wider. New In Box! Offers Welcome more | go to store |
 | Madewell Shoes | Madewell Size 8.5 Brown Chelsea Boots | Color: Brown | Size: 8.5 Never Worn Out Of The House. Madewell Size 8.5 Brown Chelsea Boots With Lug Sole. Pull On With Tab. more | go to store |
 | Madewell Shoes | Madewell The Ivy Chelsea Boot In Mini Dot Calf Hair | Color: Black/Tan | Size: 5.5 New Without Box In Excellent Condition Color: Toffee Multi Calf Hair Upper Man-Made Sole more | go to store |
 | Madewell Shoes | Madewell Ray Chelsea Boots | Color: Black | Size: 9.5 Reposhing This Item I Purchased From @Guera459. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | 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. Leather Upper. Leather Lining. Man-Made Sole. Do Well:... more | go to store |
 | Madewell Shoes | Madewell Ivy Chelsea Boot Croc Leather Ma428 | Color: Brown | Size: 8 1/4" Shaft Height Size 8 Run A Bit Small So Would Be Ideal For A Size 7.5 3/4" Heel Embossed Leather Man-Made Sole Brand New more | go to store |
 | Madewell The Camryn Chelsea Boot In Leather In English Saddle Brown Size 7 Basically Brand New, Small Mark To Leather (See Photos) Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Chelsea, Classic,... 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 |
 | Women's The Chelsea Black Pull On Elastic Goring Rubber Ankle Rain Boots. Closed Toe, Round Toe, Ankle Silhouette. Style E2292 By Madewell **Please See Photos For Approximate Measurements S1 09 05 Size: Womens 8 Condition: Pre-Owned Gentle Used... more | go to store |
 | Madewell Shoes | Madewell The Ivy Chelsea Boot In Leather | Color: Black/Brown | Size: 7.5 Reposhing This Item I Purchased From @Sarahnwilson. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Madewell Shoes | Madewell The Cleary Chelsea Boot In Leather | Color: Brown | Size: 9 Step Out This Season In A Classic Chelsea Boot, Made Of Supersmooth Leather. Designed With Durable Rubber Soles And Elastic Insets For Easy On-And-Offs, You'll Want To Wear This Versatile Pair All The Time. And, Cushiness Alert: Our Mwl Cloudlift Lite... more | go to store |
 | Madewell Shoes | Madewell The Ainsley Leather Chelsea Boots | Color: Black | Size: 10 Women's Size: 10 Dimensions: Heel Height: 1”, Shaft Height: 4 3/4” Color: Black Condition: Great, Gently Used, With Minor Scuff On Toe Cap; Crease On Upper & Shaft; Stain On Inner Lining Below Collar; Minor Signs Of Wear On Outsole (Photos Are Of Exact... more | go to store |
 | Madewell The Carina Snake Embossed Leather Chelsea Boot Us 7 Color: Burnt Clay Multi Cushioned Insole Heel 1.5" Slip On/Chelsea Pointed Toe Gored Side Paneling Back Pulltab Block Heel Leather Upper Leather Lining Synthetic Sole Msrp $198 Measurement:... more | go to store |
 | Madewell Shoes | Madewell Bryce True Black Suede Chelsea Boots 9 | Color: Black | Size: 9 Like New! Questions? Leave A Comment Below! more | go to store |
 | Madewell Shoes | Madewell Chelsea Mules | Color: Black | Size: 7 Madewell Chelsea Mules. They Come In An Easy Slip-On Style And Are Finished With An Almond Toe And A Block Heel. more | go to store |
 | Madewell Shoes | Chelsea Rain Boots From Madewell Size 7 | Color: Black | Size: 7 Streamlined Rain Boots With A Pull-On Chelsea Shape And Rugged Lug Soles. (We Storm-Tested Them Ourselves To Make Sure They Will Keep Your Feet Dry.) When You Select Your Size, "H" Equals A Half Size. 5 5/16" Shaft Height (Based On Size 7). 1 1/4"... more | go to store |
 | Madewell Shoes | Madewell Brown Suede Chelsea Boots J8292 Grayson Brogue | Color: Tan | Size: 10 Women’s Size 10 New, Never Used Comes With Original Box Retail $198 more | go to store |
 | Madewell Shoes | Madewell Chelsea Rainboots - Black Rubber | Color: Black | Size: 6 Cleanses Rainboots From Madewell Black Rubber Excellent Condition - Only Wore A Few Times Size: 6 Color: Black more | go to store |
 | Madewell The Wyckoff Chelsea Lugsole Boot In Chocolate Raisin Leather Size 11 Like New, One Small Mark Features: Stylish, Leather, Neutral, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Low Heel, Chelsea Boot, Staple, Timeless Size:... more | go to store |
 | Madewell Shoes | Madewell Bryce Suede Chelsea Boot | Color: Tan | Size: 10 Low-Key Western Vibe Almond Toe Suede Construction Side Goring Back Pull-Tab Stacked Heel Materials: Suede Upper And Lining, Synthetic Sole Approximate Measurements: 4" Shaft Height, 10" Opening Circumference, 0.75" Heel Condition: New Without Box Or... more | go to store |
 | Madewell Chelsea Boots Rain Boots Pull On Ankle Height Lug Soles Cotton Lining Very Good Preowned Condition Sz 7 Shaft Height 5 & 5/16” Heel Height 1.25” (B17) 3923 more | go to store |
 | Madewell Shoes | Madewell The Ramsey Chelsea Boot In Leather | Color: Cream/White | Size: 7.5 Hitting At Just The Right Spot On The Leg To Pair With Cropped Jeans, This Sleek Leather Chelsea Boot Has Low, Walkable Heel And A Bit Of A Western Vibe (Check Out The Cool Top-Stitching). Cushiness Alert: We've Added An Extra Layer Of Padding To Make... more | go to store |
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