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    Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond 7 | Color: Brown/Tan | Size: Various

    Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond 7 | Color: Brown/Tan | Size: Various

    Details 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... more

    $128.00

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    Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond Color 7 | Color: Brown/Tan | Size: 7

    Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond Color 7 | Color: Brown/Tan | Size: 7

    Details 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... more

    $128.00

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    Best Seller
    Free People Shoes | Free People Boots James Chelsea Boots In Black Leather Sz Eu 40 Nwot (Us 10) | Color: Black | Size: 40eu

    Free People Shoes | Free People Boots James Chelsea Boots In Black Leather Sz Eu 40 Nwot (Us 10) | Color: Black | Size: 40eu

    Free People Boots James Chelsea Boots In Black Leather Sz Eu 40 Nwot (Us 10) 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... more

    $150.00

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    London Rag Ronin High Top Chunky Chelsea Boots - Black

    London Rag Ronin High Top Chunky Chelsea Boots - Black

    Take your fashion to the next level with these extended gusset faux leather boots meant for all the cool girls everywhere. With cutting edge structure that makes a fashion forward statement, these boots are meant to be extremely comfortable on your... more

    $66.00 $49.50

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    London Rag Ronin High Top Chunky Chelsea Boots - White

    London Rag Ronin High Top Chunky Chelsea Boots - White

    Take your fashion to the next level with these extended gusset faux leather boots meant for all the cool girls everywhere. With cutting edge structure that makes a fashion forward statement, these boots are meant to be extremely comfortable on your... more

    $66.00 $49.50

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    London Rag Liam Sock Chunky Chelsea Boots - Black

    London Rag Liam Sock Chunky Chelsea Boots - Black

    Make a style statement with Liam Sock Chunky Chelsea Boots. These girls' boots have a sturdy lug sole giving you a rugged look. These women's Chelsea boots come with a lightly padded insole for ideal comfort. Pair them up with any of your outfits and... more

    $72.99 $47.44

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    Free People Shoes | Free People Brooks Lug Chelsea Boots | Color: Gray | Size: 6

    Free People Shoes | Free People Brooks Lug Chelsea Boots | Color: Gray | Size: 6

    Free People Brooks Lug Chelsea Boots- New In Box! So Fabulous! more

    $85.00

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    Free People Shoes | Euc! Free People James Chelsea Boot | Color: Black/White | Size: 8

    Free People Shoes | Euc! Free People James Chelsea Boot | Color: Black/White | Size: 8

    So Comfortable The Perfect Fall And Winter Boot, Some Wear But Still In Amazing Condition. more

    $115.00

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    Free People Shoes | New Free People Huntley High Ankle Chelsea Boot In Black Size 38.5/8.5us | Color: Black | Size: 8.5

    Free People Shoes | New Free People Huntley High Ankle Chelsea Boot In Black Size 38.5/8.5us | Color: Black | Size: 8.5

    Loved It, But Slightly Too Small For Me :((( So Sad. Questions? Leave A Comment Below! more

    $150.00

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    Free People Shoes | Free People New Frontier Chelsea Boots | Color: Brown | Size: 10

    Free People Shoes | Free People New Frontier Chelsea Boots | Color: Brown | Size: 10

    Boots Like New! Only Worn Once. They Run Small So Fits More Like A Size 9. more

    $79.00

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    Free People Shoes | Free People - James Chelsea Boots | Color: Black/Brown | Size: 41

    Free People Shoes | Free People - James Chelsea Boots | Color: Black/Brown | Size: 41

    Gently Worn But Still In Great Condition. Rubber Heel Is So Comfortable To Walk On, So Easy To Wear! I Have In Two Other Colors Also And Have Walked All Over Chicago In Those And My Feet Felt Fine The Whole Day. Color Is Chocolate more

    $115.00

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    Madewell Shoes | Madewell Helen Platform Chelsea Boot Sz 10 | Color: Black | Size: 10

    Madewell Shoes | Madewell Helen Platform Chelsea Boot Sz 10 | Color: Black | Size: 10

    Beautiful Black Leather Boots. The Stretchy Panel On The Side Makes Them So Much Easier To Slide On. Lightweight, True To Size. more

    $90.00

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    Free People Shoes | Free People New Frontier Chelsea Boot | Color: Gray | Size: 9

    Free People Shoes | Free People New Frontier Chelsea Boot | Color: Gray | Size: 9

    Only Wore These Once! They Are So Cute, Only Selling Them Because They’re Just A Bit Small On Me. They Are In Excellent Condition. Size 39.5 more

    $120.00

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    Free People Shoes | Free People James Chelsea Boot Leather Heel Size 38.5 Like New | Color: Brown/Tan | Size: 38.5eu

    Free People Shoes | Free People James Chelsea Boot Leather Heel Size 38.5 Like New | Color: Brown/Tan | Size: 38.5eu

    Maybe Worn 1 Or 2 Times?? Absolutely Love Them But Times Are Tough With School So I'm Letting Them Go! more

    $80.00

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    J. Crew Shoes | J. Crew Grunge Black Leather “Chelsea” Boots Size 6.5 Streetwear Punk | Color: Black | Size: 6.5

    J. Crew Shoes | J. Crew Grunge Black Leather “ChelseaBoots Size 6.5 Streetwear Punk | Color: Black | Size: 6.5

    Size 6.5, Excellent Condition With Minimal Wear To The Outer Leather And Mild Wear To The Soles-So They Should Be Perfectly Broken In, Sold Out, Msrp $238! Our Chelsea Boots Are Designed In Supple Leather With Elastic Panels At The Ankle, So They're... more

    $100.00

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    Free People Shoes | Free People Atlas Chelsea Boots | Color: Black | Size: 7.5

    Free People Shoes | Free People Atlas Chelsea Boots | Color: Black | Size: 7.5

    Brand New, In Box! Color Black Size 37.5 100% Leather Feature A Unique Studded Look All Around! So Chic! Open To Offers!! more

    $115.00

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    J. Crew Shoes | Black Chelsea Ankle Boots 6.5 | Color: Black | Size: 6.5

    J. Crew Shoes | Black Chelsea Ankle Boots 6.5 | Color: Black | Size: 6.5

    These Are Black Chelsea Ankle Boots That I Wore So Religiously That I Bought Two Pairs When They Were On Sale As Back Up. I Don’t Need Two Extra Pairs Tho So I’m Selling These Now. Have Hardly Been Worn But Were In Storage For A While And They Deserve... more

    $60.00

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    Free People Shoes | Free People James Chelsea Boot Size 40 | Color: Tan | Size: 40eu

    Free People Shoes | Free People James Chelsea Boot Size 40 | Color: Tan | Size: 40eu

    Only Worn Twice! Great Condition, Bought Wanting To Try The Color But I Mostly Wear Black So I Ended Up Not Wearing Them As Much. more

    $80.00

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    Free People Shoes | Free People James Chelsea Boots | Color: Black/Gold/Red/Tan/Yellow | Size: 11

    Free People Shoes | Free People James Chelsea Boots | Color: Black/Gold/Red/Tan/Yellow | Size: 11

    Free People James Chelsea Boots Size 41/Us 11 More Of A Narrow Fit So They Can Fit A Size To Size And A Half Down Color Is A Golden Yellow/Tan With Black Detail Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design... more

    $125.00

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    Free People Shoes | Free People Textile Chelsea Boots | Color: Black/Cream | Size: 41

    Free People Shoes | Free People Textile Chelsea Boots | Color: Black/Cream | Size: 41

    Loved These So Much And Wear Them Out Once! Too Small For My Feet Unfortunately! Hope You Have More Luck With These Than Me! more

    $80.00

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    Free People Shoes | Free People Chelsea Boots | Color: Cream | Size: 39

    Free People Shoes | Free People Chelsea Boots | Color: Cream | Size: 39

    Brand New, In Box. Selling Because I Did Not Fit Them And Bought A Bigger Size. These Are A 39eu (Fits More So Like An 8/8.5 Than A 9). more

    $95.00

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    Madewell Shoes | Madewell Ainsley Chelsea Boots In True Black | Color: Black | Size: 8

    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

    $90.00

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    Free People Shoes | Free People Brooks Lug Sole Chelsea Boot / Mist New! 8.5 9 | Color: Black/Gray | Size: 39.5

    Free People Shoes | Free People Brooks Lug Sole Chelsea Boot / Mist New! 8.5 9 | Color: Black/Gray | Size: 39.5

    Reposhing This Item I Purchased From @Freepeople. I Bought 2 Pair On Accident So Sharing With You! European Sizing Fits 8.5 -9 Us Questions? Leave A Comment Below! more

    $129.00

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    Free People Shoes | Free People Maverick Black Leather Chelsea Boots Western Ankle Booties | Color: Black | Size: 8

    Free People Shoes | Free People Maverick Black Leather Chelsea Boots Western Ankle Booties | Color: Black | Size: 8

    Reposhing This Item I Purchased From @Pinetreeposh. Loved It, But They Are Too Small I’m Usually A 9 Or 9.5. These Fit So Snug, I Would Compare Them To An 8, Maybe An 8.5. more

    $100.00

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    Free People Shoes | Free People Chunky Heel Leather Chelsea Boot - Size 39 | Color: Brown | Size: 8

    Free People Shoes | Free People Chunky Heel Leather Chelsea Boot - Size 39 | Color: Brown | Size: 8

    Priced Low For Quick Sale Before Xmas. 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... more

    $75.00

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    Free People Shoes | Free People James Chelsea Boot | Color: Cream/Yellow | Size: 6.5

    Free People Shoes | Free People James Chelsea Boot | Color: Cream/Yellow | Size: 6.5

    Worth The Hype! So Comfy. Pretty Mustard Color. Just Minimizing My Closet. I’m A 6.5 Or 7 In Shoes If You’re Between Those Sizes! Price Is Now Firm more

    $50.00

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    Free People Shoes | Free People James Chelsea Boots White Us 6 | Color: Black/Cream | Size: 6

    Free People Shoes | Free People James Chelsea Boots White Us 6 | Color: Black/Cream | Size: 6

    Preowned And In Good Condition! Fast Shipping! Some Marks Shown In Photos. 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... more

    $120.00

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    Free People Shoes | Free People James Chelsea Boots Bone White Leather Size 38 | Color: Black/Cream | Size: 7.5

    Free People Shoes | Free People James Chelsea Boots Bone White Leather Size 38 | Color: Black/Cream | Size: 7.5

    Make A Statement In These So Cool Leather Free People 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... more

    $99.00

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    Free People Shoes | Free People James Chelsea Boots | Color: Tan | Size: 9

    Free People Shoes | Free People James Chelsea Boots | Color: Tan | Size: 9

    *New Free People James Chelsea Boots Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Vintage Esthetic. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look.... more

    $124.00

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    Madewell Shoes | Madewell Ivy Chelsea Boot Croc Leather Ma428 | Color: Brown | Size: 8

    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

    $80.00

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    Free People Shoes | Free People | James Chelsea Boot | Color: Black/Cream | Size: 7

    Free People Shoes | Free People | James Chelsea Boot | Color: Black/Cream | Size: 7

    Description By Free People: 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... more

    $78.00

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    Free People Shoes | Free People James Chelsea Boots | Color: Cream/White | Size: Various

    Free People Shoes | Free People James Chelsea Boots | Color: Cream/White | Size: Various

    Hey Girls Last Chance To Get These! Brand New With Box, Gorgeous Available In Just A Few Sizes, Ready To Ship. Make A Statement In These Leather Chelsea Boots Featuring A Chunky Heel With Elastic Side Details And A Slimmed Silhouette. These Boots Are... more

    $50.00

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    Free People Shoes | Free People James Chelsea Boot Size 10 -Never Worn. Nwot | Color: Cream | Size: 10

    Free People Shoes | Free People James Chelsea Boot Size 10 -Never Worn. Nwot | Color: Cream | Size: 10

    Cleaning Out My Closet. These Are So Cute. I Bought Them A Year Ago And If I Don’t Wear Something Within The Year, I Get Rid Of It. Open To Negotiating Price. more

    $118.00

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    Free People Shoes | Free People James Chelsea Boots Size 40 | Color: Black/Gray | Size: 9

    Free People Shoes | Free People James Chelsea Boots Size 40 | Color: Black/Gray | Size: 9

    Style No. 56318025; Color Code: 001 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.... more

    $110.00

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    Gucci Shoes | Gucci Black Chelsea Boot (Us 9.5) Gucci Size 8.5, Almond Toe,Men | Color: Black | Size: Gucci 8.5/Us 9.5

    Gucci Shoes | Gucci Black Chelsea Boot (Us 9.5) Gucci Size 8.5, Almond Toe,Men | Color: Black | Size: Gucci 8.5/Us 9.5

    Excellent Pair Of Men’s Gucci Boots. Exceptional Quality And Always Get Compliments When I Wear Them. Trying To Thin Out My Shoe Closet So These Have To Go. Questions? Leave A Comment Below! more

    $300.00

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    Free People Shoes | Free People James Chunky Heel Leather Chelsea Boot Brown | Color: Brown | Size: Various

    Free People Shoes | Free People James Chunky Heel Leather Chelsea Boot Brown | Color: Brown | Size: Various

    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. Brand New In Original Box. Msrp: $188... more

    $110.00

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    Free People Shoes | New Free People Sz 37 1/2 James Chelsea Boots In Ice | Color: Red | Size: 7.5

    Free People Shoes | New Free People Sz 37 1/2 James Chelsea Boots In Ice | Color: Red | Size: 7.5

    New Without Box 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... more

    $170.00

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    Free People Shoes | Free People James Chelsea Boots Size 38 | Color: Black/Cream | Size: Various

    Free People Shoes | Free People James Chelsea Boots Size 38 | Color: Black/Cream | Size: Various

    Free People James Chelsea Boots Size 41. 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... more

    $199.00

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    Free People Shoes | Free People James Chelsea Boots In Almond Size 39 New | Color: Red | Size: 39

    Free People Shoes | Free People James Chelsea Boots In Almond Size 39 New | Color: Red | Size: 39

    Free People James Chelsea Boots In Almond Size 39 New 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... more

    $118.00

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    Madewell Shoes | Gusset Chelsea Boots In Suede | Color: Black | Size: 7.5

    Madewell Shoes | Gusset Chelsea Boots In Suede | Color: Black | Size: 7.5

    Worn But In Good Condition. These Are Classic Madewell Boots That Go With Everything Madewell. Love Them! The Box Is A Little Messed Up So If You Purchase Them, Let Me Know If You Want It Shipped With Or Without The Box more

    $78.00

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