Best Seller
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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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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Best Seller
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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WIDE FIT Eliana Ankle Boot - black

WIDE FIT Eliana Ankle Boot - black

Simplicity, comfort, and endless style come together in the faux suede fabrication of our Eliana Ankle Boot. The wide fit, mid block heel, and ankle boot style ensure your comfort throughout the day. Key Features Include:- Round toe- Ankle boot design-... more

$109.99 $76.99

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WIDE FIT Eliana Ankle Boot - black

WIDE FIT Eliana Ankle Boot - black

Simplicity, comfort, and endless style come together in the faux suede fabrication of our Eliana Ankle Boot. The wide fit, mid block heel, and ankle boot style ensure your comfort throughout the day. Key Features Include:- Round toe- Ankle boot design-... more

$109.99 $76.99

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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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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 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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Black Kent 005 Chelsea Boots

Black Kent 005 Chelsea Boots

Men's Officine Creative Black Kent 005 Chelsea Boots - Casual boots Ankle-high handcrafted suede Chelsea boots in black. more

$645.00 $400.00

FREE shipping

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Michael Kors Porter Suede Platform Ankle Boot Black 8

Michael Kors Porter Suede Platform Ankle Boot Black 8

The Porter boot with elevate any evening look. This sky-high silhouette is made from soft suede in a beautiful almond toe silhouette. The tall block heel is mirrored for a dazzling effect, while sturdy enough to keep you on your toes and on the dance... more

$195.00 $44.44

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WIDE FIT Eliana Ankle Boot - black

WIDE FIT Eliana Ankle Boot - black

Simplicity, comfort, and endless style come together in the faux suede fabrication of our Eliana Ankle Boot. The wide fit, mid block heel, and ankle boot style ensure your comfort throughout the day. Key Features Include:- Round toe- Ankle boot design-... more

$109.99 $76.99

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WIDE FIT Eliana Ankle Boot - black

WIDE FIT Eliana Ankle Boot - black

Simplicity, comfort, and endless style come together in the faux suede fabrication of our Eliana Ankle Boot. The wide fit, mid block heel, and ankle boot style ensure your comfort throughout the day. Key Features Include:- Round toe- Ankle boot design-... more

$109.99 $76.99

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WIDE FIT Western Ankle Boot - black

WIDE FIT Western Ankle Boot - black

Bring glamorous fashion vibes with the Western Ankle Boot. Work and play with these pair, flaunting a block stacked heel, fabulous faux suede fabrication and pointed closed toe, you'll definitely be comfortably chic wherever you go.Key Features... more

$109.00 $76.30

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WIDE FIT Jean Ankle Boot - black

WIDE FIT Jean Ankle Boot - black

Whether you're headed to the office or going out for drinks with friends, our Jean Ankle Boot fits the occasion just right. The wide fit also means you'll be super comfortable all day long. Key Features Include:- Ankle boot design- Faux suede... more

$109.99 $76.99

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WIDE FIT Eliana Ankle Boot - black

WIDE FIT Eliana Ankle Boot - black

Simplicity, comfort, and endless style come together in the faux suede fabrication of our Eliana Ankle Boot. The wide fit, mid block heel, and ankle boot style ensure your comfort throughout the day. Key Features Include:- Round toe- Ankle boot design-... more

$109.99 $76.99

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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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Madewell Shoes | Madewell Bryce Suede Chelsea Black Ankle Boot | Color: Black | Size: 9

Madewell Shoes | Madewell Bryce Suede Chelsea Black Ankle Boot | Color: Black | Size: 9

Reposhing This Item I Purchased From @Sealedmanila. Loved It, But Ready To Rotate For Something New. Worn A Few Times! Thought I Could Use Suede Instead Of Leather But It Didn’t Work With The Outfit. Questions? Leave A Comment Below! more

$50.00

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Zara Shoes | Black Suede Zara Chelsea Ankle Boots Size 41 | Color: Black | Size: 10

Zara Shoes | Black Suede Zara Chelsea Ankle Boots Size 41 | Color: Black | Size: 10

Barely Worn Black Suede Leather Pointed Toe Chelsea Boots With Western Style Detail Around Elastic. Low 1” Heel. more

$20.00

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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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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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Kate Spade Shoes | Kate Spade Garden Gray/ Truffle Suede Scalloped Chelsea Ankle Boots | Color: Black/Gray | Size: 7

Kate Spade Shoes | Kate Spade Garden Gray/ Truffle Suede Scalloped Chelsea Ankle Boots | Color: Black/Gray | Size: 7

Kate Spade Garden Gray/ Truffle Suede Scalloped Chelsea Ankle Boots Beautiful Graphite Dark Truffle Gray Slip On Style With Side Gore Panels Feminine Scallop Details Sweet Back Heel Bow Round Toe Cushioned Insole Leather Sole 3” Block Heel Made In... more

$70.00

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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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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 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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WIDE FIT Jean Ankle Boot - black

WIDE FIT Jean Ankle Boot - black

Whether you're headed to the office or going out for drinks with friends, our Jean Ankle Boot fits the occasion just right. The wide fit also means you'll be super comfortable all day long. Key Features Include:- Ankle boot design- Faux suede... more

$109.99 $76.99

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WIDE FIT Eliana Ankle Boot - black

WIDE FIT Eliana Ankle Boot - black

Simplicity, comfort, and endless style come together in the faux suede fabrication of our Eliana Ankle Boot. The wide fit, mid block heel, and ankle boot style ensure your comfort throughout the day. Key Features Include:- Round toe- Ankle boot design-... more

$109.99 $76.99

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WIDE FIT Serena Ankle Boot - black

WIDE FIT Serena Ankle Boot - black

Stomp in style with our Serena Ankle Boot. In a black hue, the classic ankle boot design is complete with ruched detailing, buckle strap design and a cushioned insole, making everyday more comfortable. Key Features Include:- Round toe slip on ankle... more

$99.99 $69.99

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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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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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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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J. Crew Shoes | J.Crew Sherpa Lined Suede Chelsea Ankle Boots 7.5 | Color: Tan | Size: 7.5

J. Crew Shoes | J.Crew Sherpa Lined Suede Chelsea Ankle Boots 7.5 | Color: Tan | Size: 7.5

New Without Box Size 7.5 more

$90.00

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Madewell Shoes | Madewell Regan Taupe Suede Leather Stacked Heel Ankle Chelsea Boots Sz 9.5 | Color: Gray/Tan | Size: 9.5

Madewell Shoes | Madewell Regan Taupe Suede Leather Stacked Heel Ankle Chelsea Boots Sz 9.5 | Color: Gray/Tan | Size: 9.5

Taupe Suede Heeled Chelsea Boots From Madewell. Worn Only A Couple Times And Still In Excellent Condition. Very Cute And Great For Fall! Size 9.5 Please Let Me Know If You Have Any Questions Or Would Like Additional Photos. more

$75.00

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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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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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Madewell Shoes | Madewell The Kat Chelsea Tan Suede Ankle Boots Size 7 | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell The Kat Chelsea Tan Suede Ankle Boots Size 7 | Color: Brown/Tan | Size: 7

Madewell The Kat Chelsea Tan Suede Ankle Booties. There Are Some Slight Signs Of Wear (Mostly On The Bottom) But Lots Of Life Left. Otherwise In Excellent Condition. Size 7 more

$45.00

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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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