Best Seller
® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes

® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes

Men's Ugg ® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes - Brown - Casual boots Sleek and functional, our take on a traditional chelsea silhouette incorporates seam-sealed waterproof leather for enhanced protection from the elements. Even... more

$190.00 $132.99

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® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes

® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes

Men's Ugg ® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes - Brown - Casual boots Sleek and functional, our take on a traditional chelsea silhouette incorporates seam-sealed waterproof leather for enhanced protection from the elements. Even... more

$190.00 $132.99

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Best Seller
® Burleigh Chelsea Suede/waterproof Boots|dress Shoes

® Burleigh Chelsea Suede/waterproof Boots|dress Shoes

Men's Ugg ® Burleigh Chelsea Suede/waterproof Boots|dress Shoes - Brown - Casual boots The Burleigh Chelsea offers the fashionable presence of a sneaker with the functionality and sleek profile of a Chelsea boot. With a waterproof suede upper,... more

$170.00

FREE shipping

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Ralph Lauren Shoes | Lauren Ralph Lauren Tally Rain Boot Chelsea Boot Ankle | Color: Black | Size: 9

Ralph Lauren Shoes | Lauren Ralph Lauren Tally Rain Boot Chelsea Boot Ankle | Color: Black | Size: 9

Black Ankle Rain Boots. Some Scratching Along The Side. Narrow Sizing. more

$12.00

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Free People Shoes | Free People Western Boots Size 39.5 Suede Leather New Frontier Chelsea Boot | Color: Gray | Size: 39.5eu

Free People Shoes | Free People Western Boots Size 39.5 Suede Leather New Frontier Chelsea Boot | Color: Gray | Size: 39.5eu

A Pointed Toe And Stacked Heel Kick Up The Western Style Of This Leather Chelsea Boot That Will Lead To New Outfit Frontiers. 2" Heel 6" Shaft Leather Upper And Lining/Synthetic Sole New No Tags Or Box more

$100.00

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Madewell Shoes | Madewell The Benning Chelsea Boot Casual Boho Black Leather Ankle Boots Size 8 | Color: Black | Size: 8

Madewell Shoes | Madewell The Benning Chelsea Boot Casual Boho Black Leather Ankle Boots Size 8 | Color: Black | Size: 8

Style : Traditional Classic Boho Leather Minimalist Modern Contemporary Business Casual Office Professional Color : Black Leather Condition : New With Tags Still In The Original Brand Box Packaging Nwt Sized By The Brand: Women's Size 8 Style Name By... more

$88.00

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Chelsea Suede Boots Shoes

Chelsea Suede Boots Shoes

Men's Golden Goose Deluxe Brand Chelsea Suede Boots Shoes - Natural - Casual boots Golden Goose Cheslea Light Brown Suede Cow Leather Boots. Crafted in light brown suede cow leather, slip-on style, round toe, tonal pull-tabs front and back, tonal side... more

$694.65 $500.15

FREE shipping

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® Skyview Chelsea Suede Boots|dress Shoes

® Skyview Chelsea Suede Boots|dress Shoes

Men's Ugg ® Skyview Chelsea Suede Boots|dress Shoes - Brown - Casual boots Constructed from waterproof suede and reinforced with sealed seams, the Skyview promises protection against light showers. This timeless chelsea design is primed for the winter... more

$160.00 $111.99

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® Burleigh Chelsea Leather/waterproof Boots|dress Shoes

® Burleigh Chelsea Leather/waterproof Boots|dress Shoes

Men's Ugg ® Burleigh Chelsea Leather/waterproof Boots|dress Shoes - Black - Casual boots The Burleigh Chelsea offers the fashionable presence of a sneaker with the functionality and sleek profile of a Chelsea boot. With a waterproof leather upper,... more

$180.00

FREE shipping

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Madewell Shoes | Madewell Bryce Chelsea Boot Tan Suede Boots | Color: Tan | Size: 8

Madewell Shoes | Madewell Bryce Chelsea Boot Tan Suede Boots | Color: Tan | Size: 8

Madewell Bryce Chelsea Boot Tan Suede Boots Pre Owned Good Condition Size 8 Please See All Pics For Best Description Streamlined And Undeniably Cool, This Suede Chelsea Boot Has A A Low-Key Western Vibe We Love. Cuff Up Or Tuck In Your Jeansthese Hit... more

$75.00

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Free People Shoes | Free People James Chelsea Boots 10 / 40 New Nib Tan Chunky Sole Boot | Color: Brown | Size: 10

Free People Shoes | Free People James Chelsea Boots 10 / 40 New Nib Tan Chunky Sole Boot | Color: Brown | Size: 10

Free People James Chelsea Boot 10 / 40 New Nib Tan Chunky Sole Boots A Cool Take On A Classic Style Boot Chunky Rubber Lug Sole With Soft Leather Upper Elastic Details With Side Zip Almond Toe Cushioned Insole Approximately 3.5" Heel Height Size 10... more

$125.00

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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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Madewell Shoes | Brand New In Box Size 7 The Grayson Chelsea Boots, Amber Brown. Suede Boots | Color: Brown/Gray | Size: 7

Madewell Shoes | Brand New In Box Size 7 The Grayson Chelsea Boots, Amber Brown. Suede Boots | Color: Brown/Gray | Size: 7

Sold Out Everywhere! Size 7 The Grayson Chelsea Boots . Amber Brown Color Suede Boots more

$80.00

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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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Free People Shoes | Free People James Chelsea Boots White Leather Lug Sole Ankle Boots In Bone 40 | Color: White | Size: 9

Free People Shoes | Free People James Chelsea Boots White Leather Lug Sole Ankle Boots In Bone 40 | Color: White | Size: 9

Brand: Free People Style: James Chelsea Boots Heeled Ankle Booties Color: White Material: Leather With Rubber Gum Sole Size: Eu 40, Fits Like A 9 Has A Slightly Narrow Fit In My Opinion, Though I Do Better With Wider Fit Shoes Condition: New, No Box.... more

$54.00

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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 Essential Chelsea Boots In Natural Cream Ankle Boots Size 38 Euc | Color: Cream | Size: 8

Free People Shoes | Free People Essential Chelsea Boots In Natural Cream Ankle Boots Size 38 Euc | Color: Cream | Size: 8

Free People Tan Leather Ankle Boots Made In Spain Size 38/8 Euc No Box more

$90.00

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Free People Shoes | Free People Chelsea Boots (Brooks Boot) | Color: Black/Gray | Size: 9

Free People Shoes | Free People Chelsea Boots (Brooks Boot) | Color: Black/Gray | Size: 9

Brand New, Never Worn Brooks Boots From Free People No Box more

$65.00

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Madewell Shoes | Madewell The Bohnam Chelsea Boot Ankle Boots Booties Black Western Size 8.5 | Color: Black | Size: 8.5

Madewell Shoes | Madewell The Bohnam Chelsea Boot Ankle Boots Booties Black Western Size 8.5 | Color: Black | Size: 8.5

Madewell The Bohnam Chelsea Boot Ankle Boots Booties Black Western Size 8.5. Leather Boots, Pointed Toe, Wood 2” Block Heel. more

$45.00

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

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

Patten Leather Heel And Toe Box With Sherpa Textile Design. Comfortable! Euro Size 37.5, Us Shoe Size 7 more

$55.00

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Free People Shoes | Free People Santa Fe Arlo Chelsea Boots Croc Embossed Leather Boots Croc Nwob | Color: Brown/Tan | Size: 7

Free People Shoes | Free People Santa Fe Arlo Chelsea Boots Croc Embossed Leather Boots Croc Nwob | Color: Brown/Tan | Size: 7

An Elastic Gore Inset Makes For Easy-On Styling In This Leather Bootie That'll Carry You Through Every Season. Leather And Textile Upper/Textile Lining/Rubber Sole Made In Spain more

$118.00

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Free People Shoes | Free People Santa Fe Arlo Chelsea Boots Croc Embossed Leather Boots | Color: Black | Size: Various

Free People Shoes | Free People Santa Fe Arlo Chelsea Boots Croc Embossed Leather Boots | Color: Black | Size: Various

An Elastic Gore Inset Makes For Easy-On Styling In This Leather Bootie That'll Carry You Through Every Season. Leather And Textile Upper/Textile Lining/Rubber Sole Eu Size 38 And 38.5 Nwob Location Bin 36 more

$100.00

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Madewell Shoes | Madewell The Biker Boot In Pecan Brown Leather Chelsea Boots Sz 10 | Color: Brown/Tan | Size: 10

Madewell Shoes | Madewell The Biker Boot In Pecan Brown Leather Chelsea Boots Sz 10 | Color: Brown/Tan | Size: 10

Reposhing This Item I Purchased From @Gespi2009. Beautiful Booties But They’re Best For Someone With A More Narrow Foot! more

$90.00

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Free People Shoes | Free People Santa Fe Arlo Chelsea Boots Croc Embossed Leather Boots Dust Storm | Color: Gray | Size: 8.5

Free People Shoes | Free People Santa Fe Arlo Chelsea Boots Croc Embossed Leather Boots Dust Storm | Color: Gray | Size: 8.5

An Elastic Gore Inset Makes For Easy-On Styling In This Leather Bootie That'll Carry You Through Every Season. Leather And Textile Upper/Textile Lining/Rubber Sole Eu Size 38.5 Nwob Location Bin 36 more

$100.00

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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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Zara Shoes | Chelsea Boots | Color: Brown | Size: 11

Zara Shoes | Chelsea Boots | Color: Brown | Size: 11

My Son Worn Them Twice . Second Time In The Rain And Got A Rain Spot On The Toe . I Never Tried To Clean It But I’m Sure It’s Something Out There That Would Clean . Still Amazing Shoe To Have And Great Condition more

$30.00

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J. Crew Shoes | J. Crew Chelsea Leather Boot New! | Color: Brown/Tan | Size: 8

J. Crew Shoes | J. Crew Chelsea Leather Boot New! | Color: Brown/Tan | Size: 8

Brand New In Box! Gorgeous Rich Caramel Boots! 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 Reach For All Fall Long. Leather Upper And Lining. Synthetic Sole. I... more

$125.00

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Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Brown/Tan | Size: 7

Moving Soon So I Really Need To Clear Out The Closet! Gently Worn Madewell Boots In Cognac Color. Totally Love These Boots But I Am Never Reaching For Them These Days. From Madewell: Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared... more

$50.00

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Free People Shoes | Free People James Chelsea Boot | Color: Pink | Size: 9

Free People Shoes | Free People James Chelsea Boot | Color: Pink | Size: 9

Size 39 (9) A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Gore Inserts At The Sides. Side Zip Closure Cushioned Insole Leather Upper And Lining/ Rubber Sole Made In Spain Cherry Chocolate more

$168.00

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Free People Shoes | Free People Castillo Chelsea Boots Ankle Size 38 | Color: Brown/Red | Size: 8

Free People Shoes | Free People Castillo Chelsea Boots Ankle Size 38 | Color: Brown/Red | Size: 8

Free People Castillo Chelsea Boot - Size 38 Eu/ Us Women’s 8. Fits Size 8.5 Snug. Purchased From Free People Directly Years Ago And Held Onto Them Because They’re So Cute But Unfortunately A Little Too Small For Me. Made With Real Patent Leather And... more

$40.00

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Free People Shoes | Bnib Free People Essential Chelsea Boots | Color: Cream/Tan | Size: 10

Free People Shoes | Bnib Free People Essential Chelsea Boots | Color: Cream/Tan | Size: 10

Brand New In Box Sold Out Online Best Quality Essential Chelsea Boots In Size 40 Eu Or Size 10 Us Color Beige Let Me Know If You Have Any Questions! more

$135.00

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Urban Outfitters Shoes | Chelsea Boots | Color: Black | Size: 7

Urban Outfitters Shoes | Chelsea Boots | Color: Black | Size: 7

Bought From Urban Outfitters more

$70.00

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J. Crew Shoes | J.Crew Men’s Chelsea Boots | Color: Cream/Tan | Size: 13

J. Crew Shoes | J.Crew Men’s Chelsea Boots | Color: Cream/Tan | Size: 13

Size 13 J.Crew Suede Chelsea Boots. They Are Lightly Used With A Rubber Sole. Very Comfortable And Easy To Dress Up For Work On Casual Wear. more

$125.00

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Kate Spade Shoes | Kate Spade Suede Chelsea Boots, 6.5 | Color: Tan | Size: 6.5

Kate Spade Shoes | Kate Spade Suede Chelsea Boots, 6.5 | Color: Tan | Size: 6.5

Tan Suede Chelsea Boots By Kate Spade. Size 6.5. Very Good Condition, Minus Some Scuffs Shown. I Haven’t Tried To Clean Them. Lots Of Wear Left! Make A Bundle And Save On Shipping!! Check Out My Other Listings!! more

$20.00

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Madewell Shoes | Euc Madewell Chelsea Boot, Brown | Color: Brown | Size: 9

Madewell Shoes | Euc Madewell Chelsea Boot, Brown | Color: Brown | Size: 9

Enjoy The Effortless Style Of This Classic Madewell Chelsea Boot With A Smooth Leather Upper, Leather Lining, Elastic Insets For Easy On-And-Offs, Cushioned Insoles And Durable Rubber Soles With A ~1 Inch Heel, ~6 Inch Shaft. Euc, Minor Creases,... more

$150.00

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Madewell Shoes | Carina Madewell Chelsea Platform Boot In Black | Color: Black | Size: 6.5

Madewell Shoes | Carina Madewell Chelsea Platform Boot In Black | Color: Black | Size: 6.5

Black Faux Leather, Lightly Worn, Size 6.5 more

$156.00

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Free People Shoes | Free People Brown Atlas Chelsea Boots | Color: Brown | Size: 10

Free People Shoes | Free People Brown Atlas Chelsea Boots | Color: Brown | Size: 10

Super Cute, Brown Snakeskin Tip Boosts. Made By Free People more

$100.00

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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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Free People Shoes | Free People James Chelsea Boots | Color: Black/Tan | Size: 8

Free People Shoes | Free People James Chelsea Boots | Color: Black/Tan | Size: 8

Color: Black Size: Eu 38 - Fits 7.5/8 Worn Once! more

$120.00

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Free People Shoes | Free People Black Essential Chelsea Leather Boot New Size Us 9.5 / Eu 39.5 | Color: Black | Size: 9.5

Free People Shoes | Free People Black Essential Chelsea Leather Boot New Size Us 9.5 / Eu 39.5 | Color: Black | Size: 9.5

Free People Black Essential Chelsea Leather Boot New Size Us 9.5 / Eu 39.5 Stacked Heel Zipper Back Closure Cushioned Insole Elastic Side Accents Condition: New Without Box Thank You For Checking Out My Closet! Please Let Me Know If You Have Any... more

$120.00

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