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| Best Seller  | Madewell Shoes | Madewell Chelsea Boots | Color: Black/Tan | Size: 7.5 Reposhing This Item I Purchased From @Maeveducas. Loved It, But Toebox Was Just Too Tight For Me. 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 |
| Best Seller  | 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 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 |
 | Madewell Shoes | New Madewell The Bradley Chelsea Lugsole Boot Ng669 | Color: Black | Size: 8 Pre Loved Madewell $198 Pull On Chelsea Lugsole Boot Black Size 8-M Ng669 Wore A Few Times Only. Really Good Condition Comes In Original Box more | go to store |
 | Madewell Shoes | Madewell Chelsea Rubber Rain Boots In Black Size 9 | Color: Black | Size: 9 Very Good Pre-Owned Condition. Madewell Chelsea Rubber Rain Boots In Black. Rugged Lug Soles. 1 1/4" Heel. Rubber Upper. Cotton Lining. Rubber, Composition Leather Sole. Size 9 Please See All Pictures For Accurate Representation Of Wear #Bc8305 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 Shoes | Madewell Walker Chelsea Boot In Suede Black | Color: Black | Size: 7 In Supersoft Suede, These Sleek Chelsea Boots Give A Low-Key Nod To Timeless '60s Styles. The Not-Too-High Heel Is Made For Adventuring Day Or Night. Size 7. Color Is Black. Fit 6.5-7, Tts. 2" Heel. Suede Upper. Leather Lining. Man-Made Sole. Euc! more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Black | Size: 9 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...Well, You Know. When You Select Your Size, "H" Equals A Half... more | go to store |
 | Madewell Shoes | Madewell Grayson Chelsea Boot In Velvet 9.5 | Color: Cream/Tan | Size: 9.5 Madewell Suede Ankle Boots Size 9.5 Heal Height 2.5" Shaft 3" Pointed Toe Genuine Leather Condition: Black Mark Inside, Scuff At Tip Of Bottom Sole Leather (Sold Out On Website) Size: 9.5 Thank You For Checking Out My Posh Closet! I Am A Fast Shipper... more | go to store |
 | Madewell Low Chelsea Booties Embossed Snakeskin Print Tan, Beige, Black Size 8 Madewell Leather Chelsea Boots, Heather, Snake - Embossed With Brown Low An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A... more | go to store |
 | Madewell Shoes | Madewell Black Leather Chelsea Boots J8307 Regan | Color: Black | Size: 5.5 In Good Condition more | go to store |
 | Madewell Shoes | Madewell Gusset Chelsea Boots In Suede | Color: Black | Size: 7 Chelsea Ankle Boots In Black Suede And Leather Detail. Low Heel, Runs True To Size. Comes In Original Box more | go to store |
 | Madewell Shoes | Madewell Faux Snakeskin Chelsea Booties | Color: Black/Brown | Size: 6 Good Condition Some Wear On Heels And Toe Area But Really Not Noticeable more | go to store |
 | New In Original Box / No Flaws Or Defects. Size 6 / May Run 1/2 Size Small Heather Natural Multi Color Combo Almond Toe Tapered Wood Stacked 1 3/4 Inch Heel Leather Upper & Lining / Synthetic Outsole 3 Inch Shaft Pull-On Approximate 9.5" Toe To Heel... more | go to store |
 | Reposhing This Item I Purchased From @Thehive3203. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Madewell Shoes | Madewell The Ainsley Chelsea Boot | Color: Black | Size: 6.5 Reposhing From @Styleforumdeals. I Bought These In Almost New Condition And They Have Some Wear But Are Still In Great Condition. I Had The Toe Of The Boots Re-Soled A Few Months Ago. From Website: Crafted From Buttery Leather, This Updated Chelsea... more | go to store |
 | Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boot | Color: Black/Brown | Size: 10 Reposhing This Item I Purchased From @Gracetko. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Madewell Shoes | Madewell Macro Chelsea Boots | Color: Black | Size: 8 Reposhing This Item I Purchased From @Melissamorini. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Madewell Shoes | Madewell Heeled Chelsea Boots, Size 11 | Color: Black | Size: 11 Black Chelsea Boots Heeled Booties Perfect Addition To Your Fall Wardrobe. more | go to store |
 | Madewell Shoes | Madewell The Benning Chelsea Boot | Color: Black | Size: 8.5 Size 8.5. Brand New. In Excellent Condition . more | go to store |
 | Madewell Shoes | Madewell The Dani Chelsea Lugsole Boot Nh208 | Color: Black | Size: Various A Classic With A Cool Spin, This Leather Chelsea Boot Has A Very-Now Chunky Rubber Lug Sole. Comfy Neoprene Insets And Pull Tabs Make Taking These On And Off A Breeze. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well,... more | go to store |
 | Madewell Shoes | Madewell Sonia Snake-Embossed Low Chelsea Boots | Color: Black/Gray | Size: 7.5 An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot The Serves As A Versatile Work-To-Weekend Style. Nwob more | go to store |
 | Madewell Shoes | Madewell Walker Chelsea Suede Ankle Boots | Color: Black/Green | Size: 8 Pre-Loved Madewell Walker Chelsea Ankle Boots; Olive Green Suede; Pull-On Style And Super Comfortable; Black Elasticized Sides; Covered Block Heels 2” High; Rounded Square Toes; Some Scuffing On Soles And Exterior/Light Wear At Insoles more | go to store |
 | Madewell Shoes | Madewell Heeled Chelsea Boot Us 6 | Color: Black | Size: 6 Black Leather Boot With Short Wooden Heel more | go to store |
 | Madewell Shoes | Madewell Chelsea Ankle Bootie | Color: Black | Size: 8 Leather, Slip-On Chelsea Ankle Bootie In Black. 2 1/4” Block Heel. Size 8. Worn But Still In Good Condition With Plenty Of Life Left. more | go to store |
 | Madewell Shoes | Madewell Black Chelsea Boot | Color: Black | Size: 7 Madewell Black Chelsea Boots. Worn Only Twice - Basically New! Size 7 more | go to store |
 | Madewell Shoes | Madewell Leather Chelsea Boot | Color: Black | Size: 7.5 Fun Booties For Every Occasion. Love These Madewell Black Leather And Suede Chelsea Boots. Unfortunately, My Foot Size Changed After Pregnancy. Tts, In Good Condition, Normal Wear. more | go to store |
 | Madewell Suede Kat Chelsea Boots Size:6 Elastic On Both Side In Good Used Condition Please See All Photos For Details. more | go to store |
 | Madewell Shoes | Madewell The Greer Chelsea Leather Booties 8 | Color: Black | Size: 8 Madewell The Greer Chelsea Leather Booties Size 8. Amazing Pre-Loved Condition With Faint Signs Of Wear If Any, No Heel Drag. Very Comfortable Square Heel. J more | go to store |
 | This Cool Pull-On Boot Sports A Block Heel For A Little Extra Height, While Remaining Walking-Friendly. An Extra Layer Of Padding Makes It Even Easier On The Feet. Heel Style: Block/Chunky Toe Style: Closed Toe 2 1/2" Heel (Size 8.5) 4 1/2" Shaft... more | go to store |
 | Madewell Shoes | Madewell The Citywalk Lugsole Chelsea Boot In Leather | Color: Brown | Size: 7 Excellent Condition. Like New Without Tags. The Soles Are In Perfect Condition, The Tread Still Looks Brand New. The Only Sign Of Wear Is The Toe Crease In The Leather From Wearing Them The Few Times I Did. I Just Reach For My Black Ones More, So... more | go to store |
 | Madewell Shoes | Madewell Chelsea Booties (Size 8.5) | Color: Black | Size: 8.5 These Are Worn But In Good Shape! See Pics And Feel Free To Ask Questions Like Frye Vagabond Everlane And Nisolo more | go to store |
 | Madewell Bryce Black Suede Chelsea Heeled Booties Color : Black Suede Size : 9 Nwt This Suede Chelsea Boot, With A Low-Key Western Vibe, Hit Right At The Ankle For A Modern And Streamlined Look. Sizing: True To Size. - Almond Toe - Suede Construction -... more | go to store |
 | Madewell Shoes | New Madewell Ivy Chelsea Boot In Mini Dot Calf Hair | Color: Brown | Size: 5 New Without Box Madewell The Ivy Chelsea Boot In Mini Dot Calf Hair In Size 5. Beige And Black Calf Hair Upper And Man Made Sole With Cloudlift Lite Padding. I’m New Condition. more | go to store |
 | Ready For All Your Supercute Fall Fits, 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 Height1 1/2"... more | go to store |
 | Madewell Shoes | Madewell Chelsea Boots In Leather Size 7.5 | Color: Black | Size: 7.5 Never Worn. Madewell Chelsea Boots In Leather. True Black Size 7 1/2 These Are The Perfect Boot Just A Half Size Too Small For Me. more | go to store |
 | Madewell Low Ankle Chelsea Boots Snakeskin Leather Size 6.5 In Excellent Condition, No Flaws more | go to store |
 | Madewell Shoes | Madewell Wooden-Heel Chelsea Boot - Black - Size 8 | Color: Black | Size: 8 If You Love A Clog, These Are Great! A Twist On A Classic, Platform Chelsea Boot With Light Wood Sole. Half The Price Of A No. 6 Clog And More Unique Than A Hasbeen. There Are No Visible Staples Which Most Classic Clogs Have This Characteristic.... more | go to store |
 | Madewell Shoes | Madewell The Benning Chelsea Boot Sz 6 Nn017 | Color: Black | Size: 6 Boots Are New Without Box, Display Item, So The Bottoms Are A Tad Dirty 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... more | go to store |
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