Best Seller
Braided Leather Ankle Boots Boots, Ankle Boots

Braided Leather Ankle Boots Boots, Ankle Boots

Men's Lidfort Braided Leather Ankle Boots Boots, Ankle Boots - Black - Casual boots Braided leather ankle boots with elastic ankle straps, leather sole. Colours: Black Composition: 100% calfskin leather (Bos Taurus) Dimension: UK MEN MPN:... more

$790.00 $476.00

go to store
J. Crew Shoes | J. Crew Gray Leather Ankle Chelsea Boot W/ Ankle Strap And Gold Hardware- Size 8 | Color: Gray | Size: 8

J. Crew Shoes | J. Crew Gray Leather Ankle Chelsea Boot W/ Ankle Strap And Gold Hardware- Size 8 | Color: Gray | Size: 8

J. Crew Gray Leather Chelsea Ankle Boot. Made In Italy With 2 Inch Heel, Ankle Strap And Gold Hardware. 03868 Color: Gray Size: Women's 8 more

$36.00

go to store
Best Seller
Lowa Hunter GTX EVO Extreme Hunting Boots Leather Men's, Antique Brown SKU - 784959

Lowa Hunter GTX EVO Extreme Hunting Boots Leather Men's, Antique Brown SKU - 784959

The Lowa Hunter GTX EVO Extreme Hunting Boots are designed for hunters who are chasing big game in extremely rugged, above-tree-line terrain. With an extra-high shaft for superb ankle support, and a high wall rubber rand for protection against... more

$480.00

go to store
Kate Spade Shoes | Kate Spade Brandi Tan Natural Desert Leather Chelsea Ankle Boots | Color: Brown/Tan | Size: 8

Kate Spade Shoes | Kate Spade Brandi Tan Natural Desert Leather Chelsea Ankle Boots | Color: Brown/Tan | Size: 8

Soft Light Tan Leather Booties Buckle Strap And Adjustable Closure 3” Sturdy Heel Little Leather Bows On The Back Heel With The Kate Spade Logo Super Cute And Versatile Good Condition, Some Light Water Marks See All Photos For Condition I Ship Quickly... more

$70.00

go to store
Gucci Shoes | Gucci Chelsea Leather Ankle Boot With Jeweled Belt Black Size 42 | Color: Black | Size: 42eu

Gucci Shoes | Gucci Chelsea Leather Ankle Boot With Jeweled Belt Black Size 42 | Color: Black | Size: 42eu

Gucci Chelsea Boot, This Ankle Boot In Shiny Black Leather Is Designed With A Lug Sole And Elastic Inserts On Each Side For A Pull-On Entry. Completed With A Detachable Ankle Strap Dotted With Sparkling Crystals Encased Within Engraved Trims,... more

$1,200.00

go to store
2976 Harness Leather Platform Chelsea Boots

2976 Harness Leather Platform Chelsea Boots

Men's Dr. Martens 2976 Harness Leather Platform Chelsea Boots - Black - Formal boots Strap in, buckle up — hold your ground. A tribute to generations of bold alternative subcultures who are fearless, fluid and faithful. The new 2976 Quad Harness is... more

$210.00 $105.00

FREE shipping

go to store
Giotto Brushed Leather Ankle Boots

Giotto Brushed Leather Ankle Boots

Men's Dolce & Gabbana Giotto Brushed Leather Ankle Boots - Black - Casual boots Leather upper. Side zip closure. Ankle strap with gold-colored metal detail. Leather lining. Leather sole more

$1,625.00 $975.00

FREE shipping

go to store
WIDE FIT Serena Ankle Boot - navy

WIDE FIT Serena Ankle Boot - navy

Enjoy the feeling of comfort with the Serena Ankle Boot. In a gorgeous navy hue, style meets comfort with the faux leather finish and cushioned lining. Key Features Include:- Round toe slip on ankle bootie- Wide width fit- Cushioned Cloudwalkers... more

$99.99 $69.99

go to store
WIDE FIT Serena Ankle Boot - navy

WIDE FIT Serena Ankle Boot - navy

Enjoy the feeling of comfort with the Serena Ankle Boot. In a gorgeous navy hue, style meets comfort with the faux leather finish and cushioned lining. Key Features Include:- Round toe slip on ankle bootie- Wide width fit- Cushioned Cloudwalkers... more

$99.99 $69.99

go to store
WIDE FIT Serena Ankle Boot - navy

WIDE FIT Serena Ankle Boot - navy

Enjoy the feeling of comfort with the Serena Ankle Boot. In a gorgeous navy hue, style meets comfort with the faux leather finish and cushioned lining. Key Features Include:- Round toe slip on ankle bootie- Wide width fit- Cushioned Cloudwalkers... more

$99.99 $69.99

go to store
Michael Kors Jilly Faux Pebbled Leather Ankle Boot Brown 8

Michael Kors Jilly Faux Pebbled Leather Ankle Boot Brown 8

A minimal design and signature hardware makes the Jilly boot an easy choice for the season. Complete with a low-block heel, this faux pebbled leather pair is defined by an ankle strap detailed with our “MK” initials. The discreet side zipper allows you... more

$149.00 $55.20

go to store
Michael Kors Jilly Faux Pebbled Leather Ankle Boot Brown 7

Michael Kors Jilly Faux Pebbled Leather Ankle Boot Brown 7

A minimal design and signature hardware makes the Jilly boot an easy choice for the season. Complete with a low-block heel, this faux pebbled leather pair is defined by an ankle strap detailed with our “MK” initials. The discreet side zipper allows you... more

$149.00 $55.20

go to store
Lowa Hunter GTX EVO Extreme Hunting Boots Leather Men's, Antique Brown SKU - 503491

Lowa Hunter GTX EVO Extreme Hunting Boots Leather Men's, Antique Brown SKU - 503491

The Lowa Hunter GTX EVO Extreme Hunting Boots are designed for hunters who are chasing big game in extremely rugged, above-tree-line terrain. With an extra-high shaft for superb ankle support, and a high wall rubber rand for protection against... more

$480.00

go to store
Michael Kors Jilly Faux Pebbled Leather Ankle Boot Brown 6.5

Michael Kors Jilly Faux Pebbled Leather Ankle Boot Brown 6.5

A minimal design and signature hardware makes the Jilly boot an easy choice for the season. Complete with a low-block heel, this faux pebbled leather pair is defined by an ankle strap detailed with our “MK” initials. The discreet side zipper allows you... more

$149.00 $55.20

go to store
Lowa Hunter GTX EVO Extreme Hunting Boots Leather Men's, Antique Brown SKU - 847032

Lowa Hunter GTX EVO Extreme Hunting Boots Leather Men's, Antique Brown SKU - 847032

The Lowa Hunter GTX EVO Extreme Hunting Boots are designed for hunters who are chasing big game in extremely rugged, above-tree-line terrain. With an extra-high shaft for superb ankle support, and a high wall rubber rand for protection against... more

$480.00

go to store
Georgia Boot Carbo-Tec LT Chelsea Square Toe - Mens 13 Brown Boot W

Georgia Boot Carbo-Tec LT Chelsea Square Toe - Mens 13 Brown Boot W

*Full-grain SPR leather upper *Back zipper closure with leather pull straps for easy on/off *High-performance mesh lining *Lightly cushioned footbed *Fiberglass shank *EVA midsole *Goodyear welt construction with Georgia waterproof system... more

$169.95

FREE shipping

go to store
Georgia Boot Carbo-Tec LT Chelsea Square Toe - Mens 9 Brown Boot W

Georgia Boot Carbo-Tec LT Chelsea Square Toe - Mens 9 Brown Boot W

*Full-grain SPR leather upper *Back zipper closure with leather pull straps for easy on/off *High-performance mesh lining *Lightly cushioned footbed *Fiberglass shank *EVA midsole *Goodyear welt construction with Georgia waterproof system... more

$169.95

FREE shipping

go to store
Georgia Boot Carbo-Tec LT Chelsea Square Toe - Mens 11.5 Brown Boot W

Georgia Boot Carbo-Tec LT Chelsea Square Toe - Mens 11.5 Brown Boot W

*Full-grain SPR leather upper *Back zipper closure with leather pull straps for easy on/off *High-performance mesh lining *Lightly cushioned footbed *Fiberglass shank *EVA midsole *Goodyear welt construction with Georgia waterproof system... more

$169.95

FREE shipping

go to store
Kate Spade Shoes | Kate Spade Brandi Tan Natural Desert Leather Chelsea Ankle Boots Sz 6.5 | Color: Tan | Size: 6.5

Kate Spade Shoes | Kate Spade Brandi Tan Natural Desert Leather Chelsea Ankle Boots Sz 6.5 | Color: Tan | Size: 6.5

Kate Spade Brandi Tan Natural Desert Leather Chelsea Ankle Boots Sz 6.5 Kate Spade New York Brandi Tan Pebbled Leather Ankle Boots With Bow Pointed Toe- Solid Vamp- Buckle Strap Detail- Bow Tie Embellishment- Shaft Height, 10." Opening Circumference-... more

$48.00

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
Coach Shoes | Coach X Tabitha Simmons Velvet Black Chelsea Hiker Ankle Boots | Color: Black | Size: 8

Coach Shoes | Coach X Tabitha Simmons Velvet Black Chelsea Hiker Ankle Boots | Color: Black | Size: 8

Coach X Tabitha Simmons Velvet Black Chelsea Ankle Booties Velvet Upper Man-Made Leather Lining And Footbed Rubber Outsole Zip Closure Shaft: 4 1/2" Height, 9" Circumference 1" Heel This Special Collaboration Between Coach And Designer Tabitha Simmons... more

$149.00

go to store
Burberry Shoes | Burberry 'Chelsea' Ankle Boots | Color: Black | Size: Various

Burberry Shoes | Burberry 'Chelsea' Ankle Boots | Color: Black | Size: Various

'Chelsea' Leather Ankle Boots With Elastic Ankle Straps, Rubber Sole. Color: Black Size & Fit: Eu Man Composition: 90% Le 6% Pl 4% Ea Sku: Jul-8076670black Welcome To The Official Luosophy Poshmark Closet! Luosophy Is A Luxury Brand Reselling Company... more

$982.00

go to store
Gucci Shoes | Ankle Boots In Shinny Black Leather With Detachable Ankle Strap With Crystals. | Color: Black | Size: 8.5

Gucci Shoes | Ankle Boots In Shinny Black Leather With Detachable Ankle Strap With Crystals. | Color: Black | Size: 8.5

Ankle Black Leather Boots With Detachable Ancle Strap Dotted With Sparkling Crystals Resembling Vintage Jewels. Original With Box And Dust Bags! 3.5” Heel Height. Wore Them A Couple Times. more

$800.00

go to store
Zara Shoes | Black Boots Ankle Boots Real Leather Block Heeled Booties Size 10 Size 9 | Color: Black | Size: 9

Zara Shoes | Black Boots Ankle Boots Real Leather Block Heeled Booties Size 10 Size 9 | Color: Black | Size: 9

!!! Make A Offer !!! !!! Make A Offer !!! !!! Make A Offer !!! Excellent Condition. *It’s Actually Louie’s Et Ciel, Similar Quality If Not Better Than What’s Listed Here. Only Put Here So More Peoples Can See This Beautiful Pair Of Booties. Real... more

$36.00

go to store
Madewell Shoes | Madewell Black Leather Biker Boot Moto Brass Post Strap Ankle Boots | Color: Black | Size: 6

Madewell Shoes | Madewell Black Leather Biker Boot Moto Brass Post Strap Ankle Boots | Color: Black | Size: 6

Madewell Black Leather Biker Boot Moto Brass Post Strap Ankle Bootie 100% Leather Subtle Shaft Vent Almond Toe Adjustable Strap With Brass Post Size: 6 Condition: Very Good Used Condition, Typical Wear At Rubber Sole. (See Pictures) more

$78.00

go to store
Zara Shoes | Black Boots Ankle Boots Real Leather Block Heeled Booties Size 10 Size 9 | Color: Black | Size: 9

Zara Shoes | Black Boots Ankle Boots Real Leather Block Heeled Booties Size 10 Size 9 | Color: Black | Size: 9

!!! Make A Offer !!! !!! Make A Offer !!! !!! Make A Offer !!! Excellent Condition. *It’s Actually Louie’s Et Ciel, Similar Quality If Not Better Than What’s Listed Here. Only Put Here So More Peoples Can See This Beautiful Pair Of Booties. Real... more

$32.00

go to store
Zara Shoes | Black Boots Ankle Boots Real Leather Block Heeled Booties Size 10 Size 9 | Color: Black | Size: 9

Zara Shoes | Black Boots Ankle Boots Real Leather Block Heeled Booties Size 10 Size 9 | Color: Black | Size: 9

!!! Make A Offer !!! !!! Make A Offer !!! !!! Make A Offer !!! Excellent Condition. *It’s Actually Louie’s Et Ciel, Similar Quality If Not Better Than What’s Listed Here. Only Put Here So More Peoples Can See This Beautiful Pair Of Booties. Real... more

$36.00

go to store
Gucci Shoes | Black Leather Gucci Ankle Boot With Gold Studded Over Boot Strap | Color: Black/Gold | Size: 9

Gucci Shoes | Black Leather Gucci Ankle Boot With Gold Studded Over Boot Strap | Color: Black/Gold | Size: 9

Black Leather Gucci Ankle Boot With Gold Studded Over Boot Strap With 2 Small Side Buckles more

$750.00

go to store
Free People Shoes | Free People Jesse Cutout Boot Leather Lugged Sole Ankle Boots 36.5 English Tan | Color: Brown | Size: 6.5

Free People Shoes | Free People Jesse Cutout Boot Leather Lugged Sole Ankle Boots 36.5 English Tan | Color: Brown | Size: 6.5

Free People Jesse Cutout Boots - Size 36.5 / 6.5 New Without Box Color: English Tan Msrp: $198.00 Cutout Side Panels And Leather Straps Liberate This Platform Boot And Gives It An Airy, On-Trend Look That's Perfect For Year-Round Wear. Leather Upper... more

$100.00

go to store
Free People Shoes | Free People Jesse Cutout Boot Leather Lugged Sole Ankle Boots 36.5 English Tan | Color: Brown | Size: 6.5

Free People Shoes | Free People Jesse Cutout Boot Leather Lugged Sole Ankle Boots 36.5 English Tan | Color: Brown | Size: 6.5

Free People Jesse Cutout Boots - Size 36.5 / 6.5 New Without Box Color: English Tan Msrp: $198.00 Cutout Side Panels And Leather Straps Liberate This Platform Boot And Gives It An Airy, On-Trend Look That's Perfect For Year-Round Wear. Leather Upper... more

$121.00

go to store
Zara Shoes | Black Boots Ankle Boots Real Leather Block Heeled Booties Size 10 Size 9 | Color: Black | Size: 9

Zara Shoes | Black Boots Ankle Boots Real Leather Block Heeled Booties Size 10 Size 9 | Color: Black | Size: 9

!!! Make A Offer !!! !!! Make A Offer !!! !!! Make A Offer !!! Excellent Condition. *It’s Actually Louie’s Et Ciel, Similar Quality If Not Better Than What’s Listed Here. Only Put Here So More Peoples Can See This Beautiful Pair Of Booties. Real... more

$36.00

go to store
Louis Vuitton Shoes | Louis Vuitton Mens Leather Chelsea Boots With Epi Leather Strap | Color: Black | Size: 8.5

Louis Vuitton Shoes | Louis Vuitton Mens Leather Chelsea Boots With Epi Leather Strap | Color: Black | Size: 8.5

Brand New Never Worn Unique Piece Of Mens Chelsea Boots With Contrasting Epi Leather Straps. Size Is 8.5 But Fits 9 ( I’m A Size 9) Comfortably. Comes With Original Dust Bagz. Please See Pics more

$1,000.00

go to store
Summus Belt Chelsea Boots

Summus Belt Chelsea Boots

Men's Moncler Summus Belt Chelsea Boots - Black - Casual boots Ankle-high paneled rubber and nylon satin Chelsea boots in black. Round rubber cap toe. Logo embossed at vamp. Padded collar. Tonal faux-shearling lining. Logo-woven webbing straps at vamp... more

$655.00

FREE shipping

go to store
Madewell Shoes | Madewell Lonny Leather Black Heeled Ankle Boots | Color: Black | Size: 9

Madewell Shoes | Madewell Lonny Leather Black Heeled Ankle Boots | Color: Black | Size: 9

In Excellent Condition Size 9 Heel Height 3.5 Inches Black Leather Ankle Boot. Stacked Heel, Strap Around Ankle Is Held In Place With Stylish Bronze Pin/Ball. Chelsea Boot Style Elastic Sides. more

$60.00

go to store
Gucci Shoes | Gucci Leather Ankle Boot With Strap | Color: Black | Size: 39

Gucci Shoes | Gucci Leather Ankle Boot With Strap | Color: Black | Size: 39

Style 550036 Dks00 1000 An Unexpected Play On The Classic Chelsea Boot, This Ankle Boot In Shiny Black Leather Is Designed With A Lug Sole And Elastic Inserts On Each Side For A Pull-On Entry. Completed With A Detachable Ankle Strap Dotted With... more

$800.00

go to store
Free People Shoes | Free People Black Leather Strap Western Ankle Boot | Color: Black | Size: Various

Free People Shoes | Free People Black Leather Strap Western Ankle Boot | Color: Black | Size: Various

Free People Black Croc Emboss Leather Strap Western Chelsea Ankle Boot Strap Detail With Pewter Tone Interlocking Horseshoe Charm Padded Footbed * Slightly Squared Off Toe * Elastic Pull On Sides New In Box * Retail Price: $248.00 * Fits True To Size... more

$208.00

go to store
WIDE FIT Serena Ankle Boot - navy

WIDE FIT Serena Ankle Boot - navy

Enjoy the feeling of comfort with the Serena Ankle Boot. In a gorgeous navy hue, style meets comfort with the faux leather finish and cushioned lining. Key Features Include:- Round toe slip on ankle bootie- Wide width fit- Cushioned Cloudwalkers... more

$99.99 $69.99

go to store
WIDE FIT Serena Ankle Boot - navy

WIDE FIT Serena Ankle Boot - navy

Enjoy the feeling of comfort with the Serena Ankle Boot. In a gorgeous navy hue, style meets comfort with the faux leather finish and cushioned lining. Key Features Include:- Round toe slip on ankle bootie- Wide width fit- Cushioned Cloudwalkers... more

$99.99 $69.99

go to store
Free People Shoes | Free People Red Alamosa Slouchy Leather Cuffed Studded Ankle Boot Size 11 | Color: Black/Red | Size: 11

Free People Shoes | Free People Red Alamosa Slouchy Leather Cuffed Studded Ankle Boot Size 11 | Color: Black/Red | Size: 11

New With Box Rugged Leather Ankle Boots Featuring Crisscross Straps With Metal Stud Detailing. Exposed Back Zip Closure Stacked Heel Padded Footbed Styling Tip: Wear This Style Folded Over Or Pulled Up. Fp Collection Artisan Crafted From Fine Leathers... more

$95.00

go to store
Burberry Shoes | Burberry Strap Detail Quilted Leather Ankle Boot | Color: Black | Size: 6.5

Burberry Shoes | Burberry Strap Detail Quilted Leather Ankle Boot | Color: Black | Size: 6.5

Size 36.5. 3 Inch Stacked Blocked Heel. Burberry House Check Quilt Pattern. Gold Hardware. Preowned But Good Condition! ***Serious Buyers Only. If You Make A Low Ball Offer, You Will Be Blocked. Sorry But I Have No Time For That. more

$300.00

go to store

More information about Men's Shoes

Best prices on Rue leather chelsea ankle boots, Strap 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.