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Chelsea Boots, Ankle Boots

Chelsea Boots, Ankle Boots

Men's Santoni Chelsea Boots, Ankle Boots - Blue - Casual boots Chelsea' suede ankle boots with elastic side inserts, contrast lining, back logo tab and rubber sole. Colours: Blue Composition: 100% leather Dimension: UK MEN MPN: MGSI13414SMAISYWU60.... more

$696.00 $454.00

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Chelsea Ankle Boots

Chelsea Ankle Boots

Men's Tod's Chelsea Ankle Boots - Brown - Casual boots 100% Suede, 100% Rubber. Made in Italy. more

$587.78 $479.63

FREE shipping

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Best Seller
WIDE FIT Darcy Chelsea Boot - black

WIDE FIT Darcy Chelsea Boot - black

Elevate your look with the Darcy Chelsea Boot. Perfect for AM to PM, enjoy the stylish detailing and ultra comfortable cushioned insoles. Key Features Include:- Rounded toe ankle boot- Wide width fit- Side zip closure- Cloudwalkers cushioned insole-... more

$99.99 $69.99

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Madewell Shoes | Madewell Size 8.5 The Carlin Shearling Chelsea Boot Ankle Boot Suede Rugged | Color: Tan | Size: 8.5

Madewell Shoes | Madewell Size 8.5 The Carlin Shearling Chelsea Boot Ankle Boot Suede Rugged | Color: Tan | Size: 8.5

Madewell Size 8.5 The Carlin Shearling Chelsea Boot Ankle Boot Suede Rugged Made Of Water-Resistant Suede With A Rugged Lug Sole, These Pull-On Chelsea Boots Are Fully Lined In Real Shearling To Up The Cozy Factor. Basically: All-Weather Boots You'll... more

$97.00

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Levi's Shoes | Levis Mens Keith Pull On Chelsea Ankle Boots Tan/ Brown Suede Size 13 M Us (Nwt) | Color: Tan | Size: 13

Levi's Shoes | Levis Mens Keith Pull On Chelsea Ankle Boots Tan/ Brown Suede Size 13 M Us (Nwt) | Color: Tan | Size: 13

Complement Your Classic Look With The New Keith Suede Chelsea Boot From Levi’s! These Handsome Chelsea Boots Feature Soft Suede Uppers With Dual Elastic Gore For Easy On And Off And Memory Foam Footbed For Lasting Comfort. more

$50.00

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Kate Spade Shoes | Kate Spade New York Magenta Suede Chelsea Ankle Boots. Size 8.5 | Color: Red | Size: 8.5

Kate Spade Shoes | Kate Spade New York Magenta Suede Chelsea Ankle Boots. Size 8.5 | Color: Red | Size: 8.5

Kate Spade Anew York Magenta Pink Suede Ankle Boots With Block Chunky Heel. Very Nice Used Condition. Slip On Boot With Ribbing On The Side. These Are Super Cute. Size 8.5 more

$40.00

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Mike Chelsea Boots

Mike Chelsea Boots

Men's Eckhaus Latta Mike Chelsea Boots - Black - Casual boots Ankle-high suede Chelsea boots in gray. more

$735.00 $448.00

FREE shipping

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WIDE FIT Darcy Chelsea Boot - black

WIDE FIT Darcy Chelsea Boot - black

Elevate your look with the Darcy Chelsea Boot. Perfect for AM to PM, enjoy the stylish detailing and ultra comfortable cushioned insoles. Key Features Include:- Rounded toe ankle boot- Wide width fit- Side zip closure- Cloudwalkers cushioned insole-... more

$99.99 $69.99

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Burton Mens Suede Chelsea Ankle High Boots - Brown - Brown - 9

Burton Mens Suede Chelsea Ankle High Boots - Brown - Brown - 9

- Elasticated gusset, pull tab - Square - Cut: Ankle high - Design: Plain - Toe style: Round - Fit: Regular - Fastening: Slip-on more

$144.99 $69.95

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Burton Mens Suede Chelsea Ankle High Boots - Brown - Brown - 10

Burton Mens Suede Chelsea Ankle High Boots - Brown - Brown - 10

- Elasticated gusset, pull tab - Square - Cut: Ankle high - Design: Plain - Toe style: Round - Fit: Regular - Fastening: Slip-on more

$144.99 $43.20

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Burton Mens Suede Chelsea Ankle High Boots - Black - Black - 13

Burton Mens Suede Chelsea Ankle High Boots - Black - Black - 13

- Elasticated gusset, pull tab. - Square. - Cut: Ankle high. - Design: Plain. - Toe style: Round. - Fit: Regular. - Fastening: Slip-on. more

$144.99 $69.70

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Madewell Shoes | Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 | Color: Brown | Size: 10

Madewell Shoes | Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 | Color: Brown | Size: 10

Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 New Without Tag Shoe Is Store Return And May Have Minor Blemish more

$95.00

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Free People Shoes | Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede | Color: Black | Size: 8

Free People Shoes | Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede | Color: Black | Size: 8

Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede Size 38/Us 8 Nwob New Without Box. Store Display Model. Minor Wear From Being Tried On In A Retail Environment. Please See Photos. Never Worn Outside. Smoke Free Home. Fast... more

$90.00

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Madewell Shoes | Madewell Bryce Chelsea Camel Brown Suede Ankle Booties Boots | Color: Brown | Size: 8.5

Madewell Shoes | Madewell Bryce Chelsea Camel Brown Suede Ankle Booties Boots | Color: Brown | Size: 8.5

Madewell Bryce Chelsea Camel Brown Suede Ankle Booties Boots Size 8.5 Good Preowned Condition 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 Right At The Ankle. -... more

$39.00

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Zara Shoes | Brown Suede Chelsea Ankle Boot | Color: Brown/Tan | Size: 8

Zara Shoes | Brown Suede Chelsea Ankle Boot | Color: Brown/Tan | Size: 8

Tall Ankle Boot Suede Chelsea Boot From Zara, Worn Once! more

$50.00

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Madewell Shoes | Madewell Bryce Suede Chelsea Ankle Boots Size 8.5 | Color: Tan | Size: 8.5

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

$30.00

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Coach Shoes | Coach Mens Chelsea Boots Ankle Suede Pull-On Round Toe Leather Insole Brown 8.5d | Color: Brown | Size: 8.5

Coach Shoes | Coach Mens Chelsea Boots Ankle Suede Pull-On Round Toe Leather Insole Brown 8.5d | Color: Brown | Size: 8.5

Coach Mens Chelsea Boots Ankle Suede Pull-On Round Toe Leather Insole Brown 8.5d Pull On Round Toe Features A Comfortable Crepe Sole Ribbed Ankle Gores Pull Tab For On-And-Off Ease. Style No. G2290 Suede Upper Leather Lining And Footbed Rubber Outsole... more

$69.00

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Madewell Shoes | Madewell Bryce Ankle Boot Suede Chelsea Chestnut Tan Heeled Size 7 | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Bryce Ankle Boot Suede Chelsea Chestnut Tan Heeled Size 7 | Color: Brown/Tan | Size: 7

Pre-Owned, Good Gently Used Condition Some Marks Madewell Bryce Suede Boots Heeled Ankle Boots Chelsea Camel Brown Chestnut Tan Size 7 Genuine Suede 2.5" Heel Offers Always Welcome Bundle Items To Save! Sorry No Trades Or Holds more

$53.00

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Madewell Shoes | Madewell Nico Gray Suede Pull-On Chelsea Ankle Boots Size 9 | Color: Gray | Size: 9

Madewell Shoes | Madewell Nico Gray Suede Pull-On Chelsea Ankle Boots Size 9 | Color: Gray | Size: 9

Madewell Nico Gray Suede Pull-On Chelsea Ankle Boots Size 9 Pointed Toe Very Small Heeled Sole, Less Than 1" Pull On Style Stretch Panel For Ease Getting On And Off Great Condition, A Few Tiny Marks As Shown more

$100.00

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Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 | Color: Brown | Size: 6

Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 | Color: Brown | Size: 6

Free People Atlas Suede Chelsea Ankle Boot Sz 36/Us 6 Pieced Leopard Printed Leather Pull-On Bootie Elasticized Insets Scalloped Trim And Stud Details Cushioned Footbed 5 1/2" Shaft Leather Upper/Lining. Manmade Outsole. New Without Box, Never Worn,... more

$134.00

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Anthropologie Shoes | Hoss Intropia - Tan Suede Ankle Chelsea Boots, 9 | Color: Brown/Tan | Size: 9

Anthropologie Shoes | Hoss Intropia - Tan Suede Ankle Chelsea Boots, 9 | Color: Brown/Tan | Size: 9

Hoss Intropia Tan Suede Ankle Boots With Back Zip Detail And Stacked Wooden Heel Pre-Owned - Fair Condition, Denim Dye Spot Transfers At The Edges On Top, Can Be Professionally Cleaned For Additional Cost, Added Vibram Sole, See Images, Ask Questions,... more

$199.00

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Free People Shoes | Free People Atlas Chelsea Black Leather Suede Ankle Boots Minimalist Grunge | Color: Black | Size: 40eu

Free People Shoes | Free People Atlas Chelsea Black Leather Suede Ankle Boots Minimalist Grunge | Color: Black | Size: 40eu

Free People Atlas Chelsea Black Leather Suede Ankle Boots Minimalist Grunge Size 40 Gently Used more

$65.00

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Madewell Shoes | Madewell The Kat Camel Tan Suede Block Heel Chelsea Ankle Boots 8.5m | Color: Tan | Size: 8.5

Madewell Shoes | Madewell The Kat Camel Tan Suede Block Heel Chelsea Ankle Boots 8.5m | Color: Tan | Size: 8.5

Size 8.5m. Camel Tan Suede. 2.5" Block Heel. Slip On. Great Condition. more

$55.00

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Madewell Shoes | Madewell - The Grayson Brogue Tan Suede Chelsea Western Ankle Boot Size 8.5 | Color: Brown/Tan | Size: 8.5

Madewell Shoes | Madewell - The Grayson Brogue Tan Suede Chelsea Western Ankle Boot Size 8.5 | Color: Brown/Tan | Size: 8.5

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

$89.00

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Kate Spade Shoes | Kate Spade Bellamy Suede Tassel Chelsea Ankle Boots In Stone Grey Size 9.5 Euc | Color: Cream/Gray | Size: 9.5

Kate Spade Shoes | Kate Spade Bellamy Suede Tassel Chelsea Ankle Boots In Stone Grey Size 9.5 Euc | Color: Cream/Gray | Size: 9.5

Euc Kate Spade Bellamy Ankle Booties Stone - Light Grey , Mauve Undertone Gold Hardware Size 9.5 Leather Rubber Sole Shaft Measures Approximately 4.5" From Arch Heel Measures Approximately 1" Platform Measures Approximately 0.25 Boot Opening Measures... more

$62.00

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Free People Shoes | Free People Atlas Ankle Studded Suede Chelsea Boots Black 9.5 | Color: Black | Size: 39.5eu

Free People Shoes | Free People Atlas Ankle Studded Suede Chelsea Boots Black 9.5 | Color: Black | Size: 39.5eu

Brand - Free People Size - Eu 39.5 / Us 9.5 Excellent Preowned Condition Ankle, Chelsea, Studded Trim, Scalloped Lace Trim, Pull On, Side Stretch, Suede, Leather, Round Toe, Comfortable, Hiking, Causal, Winter, Fall, Combat, Booties more

$85.00

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Coach Shoes | Coach Black Snake Skin Leather Patchwork Chelsea Ankle Boots Booties 8.5 | Color: Black | Size: 8.5

Coach Shoes | Coach Black Snake Skin Leather Patchwork Chelsea Ankle Boots Booties 8.5 | Color: Black | Size: 8.5

Coach Snake Skin And Leather Patchwork Chelsea Ankle Boots Size: 8.5 Black Good Used Condition-Flaws Include Some Scrapes Of Normal Wear And Some Fading On The Suede Otherwise In Good Condition Tags: Fall, Autumn, Western Boots, Boots more

$55.00

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Anthropologie Shoes | Anthropologie Taylor Chelsea Ankle Boots New Box Animal Print Leopard Eu 39 Us 8 | Color: Black/Tan | Size: 8

Anthropologie Shoes | Anthropologie Taylor Chelsea Ankle Boots New Box Animal Print Leopard Eu 39 Us 8 | Color: Black/Tan | Size: 8

Brand New With Box Suede & Leather Upper Leather Insole Rubber Sole Stacked Leather Heel Pull On Styling Made In Spain Heel Height 1” Shaft Height 5” more

$64.00

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J. Crew Shoes | J. Crew Low Cut Chelsea Suede Ankle Boots | Color: Tan | Size: 11

J. Crew Shoes | J. Crew Low Cut Chelsea Suede Ankle Boots | Color: Tan | Size: 11

Nwot Beige Suede Size 11 2” Heel more

$79.00

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Madewell Shoes | Madewell The Grayson Brogue Chelsea Bootie J8292 Western Cut Suede Ankle Boots 8 | Color: Brown | Size: 8

Madewell Shoes | Madewell The Grayson Brogue Chelsea Bootie J8292 Western Cut Suede Ankle Boots 8 | Color: Brown | Size: 8

Madewell The Grayson Brogue Chelsea Bootie J8292 Western Cut Suede Ankle Boots 8 Size: 8 Retail Price Is $198.00 Condition: Very Good...See Pictures For Full Details. Bin S.500.2922.Kd more

$65.00

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Kate Spade Shoes | Kate Spade Misti Black Suede Leather Chelsea Ankle Boots Size 11 | Color: Black | Size: 11

Kate Spade Shoes | Kate Spade Misti Black Suede Leather Chelsea Ankle Boots Size 11 | Color: Black | Size: 11

Black Suede Leather Upper Ankle Height Booties Bow Detail In Back Chelsea Side Panels more

$26.00

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Tory Burch Shoes | $500 Tory Burch Medallion Chelsea Ankle Boot Suede River Rock 6.5 (Me12) | Color: Brown | Size: 6.5

Tory Burch Shoes | $500 Tory Burch Medallion Chelsea Ankle Boot Suede River Rock 6.5 (Me12) | Color: Brown | Size: 6.5

Floor Model And Tried On Excellent - Please See Pictures!! The Quintessential Fall Shoe. Our Chelsea Boot Is An Ultra-Versatile Silhouette Crafted From Soft Suede And Set On A Low Stacked Heel. Elastic Panels And A Back Pull Tab Ensure Ease And... more

$200.00

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Madewell Shoes | Madewell The Bryce Ankle Suede Chelsea Boot, Tan Desert | Sz 7.5 | Color: Cream/Tan | Size: 7.5

Madewell Shoes | Madewell The Bryce Ankle Suede Chelsea Boot, Tan Desert | Sz 7.5 | Color: Cream/Tan | Size: 7.5

Suede Upper Leather Lining Needs Some Tlc But Still Lots Of Life In Them G1910 more

$38.00

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Madewell Shoes | Madewell Bryce Chelsea Suede Ankle Boot Tan Brown Low Heel Flat Bootie 8.5 | Color: Brown/Tan | Size: 8.5

Madewell Shoes | Madewell Bryce Chelsea Suede Ankle Boot Tan Brown Low Heel Flat Bootie 8.5 | Color: Brown/Tan | Size: 8.5

Madewell Bryce Chelsea Suede Ankle Boot Low Heel Genuine Leather Suede Tan Camel Chestnut Brown Color - Neutral For Fall Pull On Style Terrific Condition Size 8.5 more

$40.00

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Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot | Color: Brown | Size: Various

Free People Shoes | Free People Atlas Suede Chelsea Ankle Boot | Color: Brown | Size: Various

Details: Nwob Pieced Leopard Printed Leather Pull-On Bootie Elasticized Insets Scalloped Trim And Stud Details Cushioned Footbed 5 1/2" Shaft more

$99.00

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Madewell Shoes | Madewell Cream Suede Ainsley Chelsea Ankle Boots Size 7.5 | Color: Cream | Size: 7.5

Madewell Shoes | Madewell Cream Suede Ainsley Chelsea Ankle Boots Size 7.5 | Color: Cream | Size: 7.5

Excellent Gently Used Condition Questions? Leave A Comment Below! more

$49.00

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Tory Burch Shoes | New! Tory Burch Medallion Chelsea Suede Ankle Boots Brown 8.5 M Dd330 143638 | Color: Black/Brown | Size: 8.5

Tory Burch Shoes | New! Tory Burch Medallion Chelsea Suede Ankle Boots Brown 8.5 M Dd330 143638 | Color: Black/Brown | Size: 8.5

New! Tory Burch Medallion Chelsea Brown Ankle Boots Size 8.5 M Dd330 Msrp $450 New Without Box- Never Worn-Guaranteed Authenticity Medallion-Plaque Chelsea Ankle Boots From Tory Burch Featuring Suede Upper, Gold-Tone Logo Plaque, Square Pointed Toe,... more

$210.00

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Madewell Shoes | Madewell Bryce Black Suede Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

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

$69.00

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Madewell Shoes | Madewell Walker Chelsea Suede Ankle Boots | Color: Black/Green | Size: 8

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

$85.00

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Free People Shoes | Free People Black Suede Atlas Chelsea Ankle Boots 37/7 | Color: Black | Size: 7

Free People Shoes | Free People Black Suede Atlas Chelsea Ankle Boots 37/7 | Color: Black | Size: 7

Reposhing This Item I Purchased. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more

$70.00

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