Best Seller
Kate Spade Shoes | Kate Spade Chelsea Boot Rain Boots Woman’s Sedgwick Ankle Boots | Color: Black | Size: 10/11

Kate Spade Shoes | Kate Spade Chelsea Boot Rain Boots Woman’s Sedgwick Ankle Boots | Color: Black | Size: 10/11

Used Read Description Size: 10/11 Measurements: Details: No Rips Or Stains Condition:Good Smoke Free Home Always Open To Offers more

$59.00

go to store
Madewell Shoes | Madewell Regan Ankle Boots - Leather Chunky Heel Black Ankle/Chelsea Boot | Color: Black | Size: 7.5

Madewell Shoes | Madewell Regan Ankle Boots - Leather Chunky Heel Black Ankle/Chelsea Boot | Color: Black | Size: 7.5

Reposhing This Item I Purchased From @Cooldudz. Used 1x For A Wedding Rehearsal And Now That I Am Working From Home I Don’t Wear/Need Heels Anymore. Loved Them, Fit Well And Very Stylish. more

$50.00

go to store
Best Seller
Madewell Shoes | Madewell The Grayson Chelsea Boot Black Leather Pointed Toe Ankle Boots Size 10 | Color: Black/Brown | Size: 10

Madewell Shoes | Madewell The Grayson Chelsea Boot Black Leather Pointed Toe Ankle Boots Size 10 | Color: Black/Brown | Size: 10

Madewell ‘The Grayson’ Chelsea Boot Black Leather Pointed Toe Ankle Booties Size: 10 Color: Black & Brown Style: J8293 Condition: Preloved Condition (Normal Signs Of Wear; Small Flaws To Leather Noted; Creasing At Toe Noted; Please See/Zoom In To All... more

$50.00

go to store
® 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

go to store
Penny Loafer Ankle Boots

Penny Loafer Ankle Boots

Men's Thom Browne Penny Loafer Ankle Boots - Black - Casual boots 100% Calfskin Leather, 100% Rubber. Made in Italy. more

$1,229.00 $707.90

FREE shipping

go to store
KaLI_store Shoes for Men Men s Boots Boots for Men Casual Boots Motorcycle Combat Ankle Dress Boots Mens Black 13

KaLI_store Shoes for Men Men s Boots Boots for Men Casual Boots Motorcycle Combat Ankle Dress Boots Mens Black 13

Mens Shoes High Top Elastic Band Sport Shoes Fashion Casual Shoes Mens Plus Size Ankle Boots Slip on Boots for Men Gender: Men boy Upper Material:Artificial leather Sole Material: Rubber Scenes: Indoor&Outdoor Fashion Leisure Style: Princess Casual Toe... more

$45.07 $40.43

go to store
Madewell Shoes | Madewell The Grayson Chelsea Black Boot Size 9 Bootie Ankle Boots | Color: Black | Size: 9

Madewell Shoes | Madewell The Grayson Chelsea Black Boot Size 9 Bootie Ankle Boots | Color: Black | Size: 9

Madewell The Grayson Chelsea Black Boot Size 9 Bootie Ankle Boots Wear To Toes- Scuffing. Rubbing. Minor Scratching At Heels. Gently Used. Good Condition. Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut... more

$50.00

go to store
Gucci Shoes | Gucci Gg Boots, Gucci Moto Boots, Ankle Boot With Double G, Gucci Leather Boots | Color: Black/Gold | Size: 36.5

Gucci Shoes | Gucci Gg Boots, Gucci Moto Boots, Ankle Boot With Double G, Gucci Leather Boots | Color: Black/Gold | Size: 36.5

Women's Ankle Boot With Double G Gucci Boots, Gucci Combat Boots I Wore These 10 Minutes Total To Burlington. They Hurt. I Went To My Car And Took Them Off And Put On My Sneakers. I Then Took A Week To Gradually Stretch The Width With Boot Stretchers... more

$1,140.00

go to store
Zara Shoes | Ankle Boots; Very Pretty, Nice Casual Ankle Boots With Silver Buckle Detail | Color: Black/Silver | Size: 7.5

Zara Shoes | Ankle Boots; Very Pretty, Nice Casual Ankle Boots With Silver Buckle Detail | Color: Black/Silver | Size: 7.5

Zara Ankle Boots; Burgundy In Front And Black On Back; Straps Are Burgundy Around The Back And Non-Functional; Inside Zip; Worn A Few Times; Good Condition more

$30.00

go to store
Zara Shoes | Chain Trim Heeled Ankle Boots Black Blogger Favorite Black Heeled Ankle Boots. | Color: Black | Size: 8

Zara Shoes | Chain Trim Heeled Ankle Boots Black Blogger Favorite Black Heeled Ankle Boots. | Color: Black | Size: 8

Chain Trim Heeled Ankle Boots Black Blogger Favorite Black Heeled Ankle Boots. Large Chain Trim At Front. Thin Lined Heel. Pointed Toe. Inner Side Zip Closure. Airfit. Flexible Technical Sole Made Of Latex Foam Designed To Offer Increased Comfort. Heel... more

$65.00

go to store
Zara Shoes | Ankle Boots Zara. Baby/ Holographic Ankle Boots | Color: Black/Gray | Size: Various

Zara Shoes | Ankle Boots Zara. Baby/ Holographic Ankle Boots | Color: Black/Gray | Size: Various

Ankle Boots With Reflective Finish. Adjustable Laces And Side Zip Closure. Back Pull Tab For Ease. Rubber Lug Soles. Starfit Flexible Technical Sole Made Of Polyurethane Foam Designed To Offer Increased Comfort. more

$40.00

go to store
Gucci Shoes | Gucci Marmont Double G Mateless Leather Chelsea Ankle Boots | Color: Black | Size: 10.5

Gucci Shoes | Gucci Marmont Double G Mateless Leather Chelsea Ankle Boots | Color: Black | Size: 10.5

Gucci Marmont Double G Mateless Leather Chelsea Ankle Boots Size 40.5 Black Leather Matelasse Leather Double G 2 Inches Made In Italy Comes With Original Box, Tags, Dust Bags, Booklets more

$950.00

go to store
Madewell Shoes | Madewell Size 9 Brynn Ankle Heeled Chelsea Boot With Velvet Trim | Color: Black | Size: 9

Madewell Shoes | Madewell Size 9 Brynn Ankle Heeled Chelsea Boot With Velvet Trim | Color: Black | Size: 9

Madewell Size 9 Brynn Ankle Heeled Chelsea Boot With Velvet Trim 1 1/2” Heel 4 1/2” Shaft Height Leather, Suede Upper Man-Made Sole Style # Mb834 Slight Scuffing On Rim Of Front Toes But Not Noticeable When Wearing more

$32.00

go to store
J. Crew Shoes | J Crew Crepe Sole Chelsea Ankle Boots Brown And Black Leather Size 6.5 | Color: Black/Brown | Size: 6.5

J. Crew Shoes | J Crew Crepe Sole Chelsea Ankle Boots Brown And Black Leather Size 6.5 | Color: Black/Brown | Size: 6.5

Some Wear But In Good Condition. more

$45.00

go to store
Madewell Shoes | New Madewell Sonia Snake Embossed Chelsea Block Heel Ankle Boots Size 7.5 | Color: Black/Tan | Size: 7.5

Madewell Shoes | New Madewell Sonia Snake Embossed Chelsea Block Heel Ankle Boots Size 7.5 | Color: Black/Tan | Size: 7.5

New Madewell Sonia Snake Embossed Low Chelsea Block Heel Ankle Boots Size 7.5 - Almond Toe Tapered, Stacked Heel - Chelsea Boot - 1 3/4" Heel, 3" Shaft - Pull-On Style - Elastic Gore Insets - Cushioned Footbed - Leather Upper And Lining/Synthetic Sole... more

$99.00

go to store
Free People Shoes | Free People Western Ankle Leather Chelsea Boots Size 7.5=8.5 Retail $178 | Color: Black | Size: 7.5

Free People Shoes | Free People Western Ankle Leather Chelsea Boots Size 7.5=8.5 Retail $178 | Color: Black | Size: 7.5

Bran New In A Box. Size 7.5 But They Run 1 Size Bigger =8.5. Genuine Embossed Croc Leather. Black Elastic Sides, Pointy Toe. Curved Hills 1.75” more

$75.00

go to store
Gucci Shoes | Gucci Boots Mens Chelsea Ankle Black Leather Logo Hardware Sz 11 11.5 | Color: Black | Size: 11.5

Gucci Shoes | Gucci Boots Mens Chelsea Ankle Black Leather Logo Hardware Sz 11 11.5 | Color: Black | Size: 11.5

Designer: Gucci Size: Marked As 11 / Us 11.5 (Conversion Per Designer's Website) Condition: Authentic And Brand New Style Name / Number: 624661 Cdzk0 1000 Material: Leather Upper, Leather Unique Features: Classic Black Leather Mens Chelsea Ankle Boots.... more

$599.00

go to store
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

go to store
Free People Shoes | Free People Atlas Chelsea Ankle Boot Black Suade Eu 40 | Color: Black | Size: 40eu

Free People Shoes | Free People Atlas Chelsea Ankle Boot Black Suade Eu 40 | Color: Black | Size: 40eu

Free People Atlas Chelsea Ankle Boot Eu 40 In My Opinion, They Fit Like 9.5 Us Good Used Condition Minor Signs Of Wear, Wear On Bottom, Light Scuff On Side Pictured. Free People Logo Worn Off On Inside And Some Glitter Inside I Couldn't Get Out Brass... more

$47.00

go to store
Coach Shoes | Coach Suffolk Patchwork Black Leather Chelsea/Ankle Boots, Snakeskin, Calf, 6.5 | Color: Black | Size: 6.5

Coach Shoes | Coach Suffolk Patchwork Black Leather Chelsea/Ankle Boots, Snakeskin, Calf, 6.5 | Color: Black | Size: 6.5

Excellent Used Conditions Worn Once No Notable Scuffs Or Flaws Elevate Your Style With These Stunning Coach Suffolk Patchwork Black Leather Chelsea/Ankle Boots. These Boots Feature A Unique Patchwork Design And A Sleek Black Color That Complements Any... more

$55.00

go to store
J. Crew Shoes | J. Crew Chelsea Leather Ankle Boot, Size 9 | Color: Black | Size: 9

J. Crew Shoes | J. Crew Chelsea Leather Ankle Boot, Size 9 | Color: Black | Size: 9

These Are In Great Condition Although They Are Used. I Did Not Find Any Scuffs Except A Few On The Heel - Please See The Last Picture. Leather. Size 9. Black. more

$40.00

go to store
Tory Burch Shoes | New.....Tory Burch Chelsea Black Ankle Boot...Size 10 | Color: Black | Size: 10

Tory Burch Shoes | New.....Tory Burch Chelsea Black Ankle Boot...Size 10 | Color: Black | Size: 10

Classic Chelsea Boot Defined By Elasticated Sides And A Back Pull Tab Features A Refined Profile With A Pointed Toe. Crafted In Smooth Calf Leather With A Buffed Leather Sole.Read Less 1.77" Heel Shaft Height: 17.3cm Calf Leather Upper; Elastic Trim... more

$149.00

go to store
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

go to store
Gucci Shoes | Gucci Worsh Black Leather Chelsea Ankle Boots | Color: Black | Size: 11

Gucci Shoes | Gucci Worsh Black Leather Chelsea Ankle Boots | Color: Black | Size: 11

Only Wore Once To Big It Comes With Original Box And Dust Bags As Well In Great Condition No Scratches Or Marks more

$950.00

go to store
Free People Shoes | Free People "Chelsea* Puffer Ankle Boots (New) | Color: Black/Silver | Size: 40 Eu / 9.5 Us

Free People Shoes | Free People "Chelsea* Puffer Ankle Boots (New) | Color: Black/Silver | Size: 40 Eu / 9.5 Us

Stud Details And A Smart Cap Toe Kick This Chelsea Boot Up A Notch. *** No Box! Leather Upper With Shiny Cap Toe And Heel Pull-On Styling With Elastic Side Panels Lightly Cushioned Footbed 1-1/2" Heel Height The Last Picture Is A Stock Photo. Eu Size... more

$90.00

go to store
Madewell Shoes | Madewell Ainsley Chelsea Ankle Boots Size 6 | Color: Black/Brown | Size: 6

Madewell Shoes | Madewell Ainsley Chelsea Ankle Boots Size 6 | Color: Black/Brown | Size: 6

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

$27.00

go to store
Kate Spade Shoes | Kate Spade New York Star Sedgewick Rubber Chelsea Ankle Boots Size 11 Rain New | Color: Black | Size: 11

Kate Spade Shoes | Kate Spade New York Star Sedgewick Rubber Chelsea Ankle Boots Size 11 Rain New | Color: Black | Size: 11

Kate Spade New York Star Sedgewick Rubber Chelsea Ankle Boots Size 11 Rain New New In Box Condition Notes: Display Or Try On Boot - No Dust Bag Or Box When It Rains, You'll Shine In Kate Spade New York's Star Chelsea-Style Boots With Gleaming Gold-Tone... more

$105.00

go to store
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

go to store
Madewell Shoes | Madewell Grayson Chelsea Ankle Boots In Black Leather 8.5 | Color: Black/Brown | Size: 8.5

Madewell Shoes | Madewell Grayson Chelsea Ankle Boots In Black Leather 8.5 | Color: Black/Brown | Size: 8.5

Madewell Grayson Chelsea Ankle Boots In Black Leather 8.5 Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut Them Low On The Ankle To Make Your Legs Look Even Longer. A Pull-On Style For In-Between Weather... more

$88.00

go to store
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

go to store
Free People Shoes | Heiress X Free People Caleb Chelsea Gold Metallic Ankle Boot - Size 7 | Color: Black/Gold | Size: 7

Free People Shoes | Heiress X Free People Caleb Chelsea Gold Metallic Ankle Boot - Size 7 | Color: Black/Gold | Size: 7

In Good Condition, See Last Pictures For Some Slight Scratches (Not Visible While Wearing!) Textured Rubber Heel. Pull Tab In Back For An Easy On/Off. Padded Footbed. more

$50.00

go to store
Anthropologie Shoes | Anthropologie Farylrobin Suede Chelsea Ankle Boot Size 6 | Color: Silver/Tan | Size: 6

Anthropologie Shoes | Anthropologie Farylrobin Suede Chelsea Ankle Boot Size 6 | Color: Silver/Tan | Size: 6

Farylrobin Womens Grey Suede Leather Pointy Toe Chelsea Ankle Bootie Size: Us 6 With Slate Suede And Chelsea Styling, This Is The Perfect Fall Bootie. Condition: Excellent Pre-Owned Condition See Pictures For Details Worn Once Sole: Rubber Sole With... more

$75.00

go to store
Tory Burch Shoes | *00342-002 New! Tory Burch Chelsea Lug Sole Ankle Boots | Color: Black | Size: Various

Tory Burch Shoes | *00342-002 New! Tory Burch Chelsea Lug Sole Ankle Boots | Color: Black | Size: Various

My Favorite! Most Fabulous, Chic, And Sexy! New! Tory Burch Chelsea Lug Sole Ankle Boots Leather: Calfskin Neoprene Gores Webbing Trim And Pull Tabs Raised Logo At Heel Rounded Toe Rubber Lug Sole Imported. Color: Perfect Black 100% Authentic *Comes In... more

$385.00

go to store
Madewell Shoes | Madewell Kat Black Suede Chunky Stacked Heel Chelsea Ankle Boot Booties - 6.5 | Color: Black | Size: 6.5

Madewell Shoes | Madewell Kat Black Suede Chunky Stacked Heel Chelsea Ankle Boot Booties - 6.5 | Color: Black | Size: 6.5

Adorable Madewell Kat Black Suede Stacked Heel Ankle Chelsea Boot Booties Black Suede Leather Uppers Side Hidden Elastic Panels Back Pull Up Strap Chunky Stacked Faux Wood Heel Squared Off Toe Cushion Insole With Extra Layer Of Cushion In Very Good... more

$74.00

go to store
Free People Shoes | Free People James Black Leather Chelsea Heeled Ankle Boot Nwot | Color: Black | Size: 11

Free People Shoes | Free People James Black Leather Chelsea Heeled Ankle Boot Nwot | Color: Black | Size: 11

Free People James Black Leather Chelsea Heeled Ankle Boot Nwot Sz 41 Make Me An Offer! Special Discounts Available For Bundles Of 2 Items Or More! Questions? Leave A Comment Below! more

$100.00

go to store
Madewell Shoes | New Madewell Low Chelsea Snakeskin Ankle Boots | Color: Black/Brown | Size: Various

Madewell Shoes | New Madewell Low Chelsea Snakeskin Ankle Boots | Color: Black/Brown | Size: Various

Brand New Madewell Low Chelsea Boots In Snake Embossed Leather Heather Natural Multi Style M3463 Size 6.5 Is New With Box Size 7.5 New With Box Size 7.5 New Without Box True To Size, Very Comfortable Msrp $188 Open To Reasonable Offers Top Rated Seller... more

$89.00

go to store
Kate Spade Shoes | Kate Spade New York Sedgwick Chelsea Ankle Rubber Rain Boots Shoes Size 10 | Color: Black | Size: 10

Kate Spade Shoes | Kate Spade New York Sedgwick Chelsea Ankle Rubber Rain Boots Shoes Size 10 | Color: Black | Size: 10

Kate Spade New York Sedgewick Chelsea Ankle Rubber Rain Boots Shoes Size 10 Used... In Good Condition. Sign Of Normal Wear. Please See Pictures Provided. Black Bin 04 more

$85.00

go to store
Free People Shoes | Free People James Chunky Chelsea Ankle Leather Boots- Size 9 | Color: Black/Cream | Size: 9

Free People Shoes | Free People James Chunky Chelsea Ankle Leather Boots- Size 9 | Color: Black/Cream | Size: 9

Reposhing Only Because I Ordered The Wrong Size. Not Sure What I Was Thinking. These Are A 9. (I’m An 8) They Are In Perfect Condition. Questions? Leave A Comment Below! more

$67.00

go to store
J. Crew Shoes | J Crew Size 8 Matte Black Chelsea Rain Boot Equestrian Ankle Pull On Shoe | Color: Black | Size: 8

J. Crew Shoes | J Crew Size 8 Matte Black Chelsea Rain Boot Equestrian Ankle Pull On Shoe | Color: Black | Size: 8

J Crew Size 8 Matte Black Chelsea Rain Boot No Signs Of Wear To Bottoms Please Note - One Scratch On Back Of Boot And Some Light Scuffing On One- Only Visible In Certain Lighting But Overall In Excellent Condition more

$30.00

go to store
J. Crew Shoes | J. Crew Leather Chelsea Ankle Boots Size 6 1/2 | Color: Brown/Tan | Size: 6.5

J. Crew Shoes | J. Crew Leather Chelsea Ankle Boots Size 6 1/2 | Color: Brown/Tan | Size: 6.5

J. Crew Leather Chelsea Ankle Boots 6 1/2 Condition: Very Good Pre Owned Condition, Leather Is Still In Really Good Shape, Minor Wear On The Soles, Few Small Scuffs On Leather, As Showing In Pictures. Brown Leather With Black Elastic Panels On The... more

$30.00

go to store

More information about Men's Shoes

Best prices on Jbu ankle boots chelsea boots, Shoes, Black in Men's Shoes online. Visit Bizrate to find the best deals on top brands. Read reviews on Clothing & Accessories merchants and buy with confidence.