Best Seller
Women's Rana Boot by SoftWalk in Black Red (Size 10 M)

Women's Rana Boot by SoftWalk in Black Red (Size 10 M)

The Rana is a classic Chelsea boot with elastic goring and a stacked rubber sole for an easy every day wear.Leather UpperHigh Boucing Breathable PU LiningRubber OutsoleBrush Sueded Microfiber Footbed1 1/2" Heel height4 1/4" Shaft height9" Boot leg... more

$139.99

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Women's Rana Boot by SoftWalk in Black Red (Size 11 M)

Women's Rana Boot by SoftWalk in Black Red (Size 11 M)

The Rana is a classic Chelsea boot with elastic goring and a stacked rubber sole for an easy every day wear.Leather UpperHigh Boucing Breathable PU LiningRubber OutsoleBrush Sueded Microfiber Footbed1 1/2" Heel height4 1/4" Shaft height9" Boot leg... more

$139.99

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Best Seller
Women's Lido Bootie by Aerosoles in Black Leather (Size 7 1/2 M)

Women's Lido Bootie by Aerosoles in Black Leather (Size 7 1/2 M)

Lido is your sophisticated Chelsea boot - a style thats evolved from 19th Century English workers, to the 60s Mod scene, and here, today. Aerosoles has perfected this style for you. Leveraging three points of elastic for easy on and off, this boot has... more

$174.99

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Women's Darla Bootie by Bueno in Black Nubuck (Size 39 M)

Women's Darla Bootie by Bueno in Black Nubuck (Size 39 M)

Darla is a chelsea bootie that has a leather upper and a flexible sole.Leather UpperLeather LiningRubber Outsole1 3/4" Heel height4 1/2" Shaft height8 1/2" Boot leg circumferenceBootie available in sizes 36-42 | Women's Darla Bootie by Bueno in Black... more

$179.99

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Women's Darla Bootie by Bueno in Black Nubuck (Size 41 M)

Women's Darla Bootie by Bueno in Black Nubuck (Size 41 M)

Darla is a chelsea bootie that has a leather upper and a flexible sole.Leather UpperLeather LiningRubber Outsole1 3/4" Heel height4 1/2" Shaft height8 1/2" Boot leg circumferenceBootie available in sizes 36-42 | Women's Darla Bootie by Bueno in Black... more

$179.99

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Brooks Brothers Men's Leather Chelsea Boots | Black | Size 11 D

Brooks Brothers Men's Leather Chelsea Boots | Black | Size 11 D

The classic shoes of rock stars, pop-art stars and style stars gets the Brooks Brothers treatment with exceptional construction and genuine leather details throughout. Put your best foot forward. Leather sole, leather stacked heel; tonal stitching100%... more

$325.00 $164.99

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Brooks Brothers Men's Leather Chelsea Boots | Black | Size 10½ D

Brooks Brothers Men's Leather Chelsea Boots | Black | Size 10½ D

The classic shoes of rock stars, pop-art stars and style stars gets the Brooks Brothers treatment with exceptional construction and genuine leather details throughout. Put your best foot forward. Leather sole, leather stacked heel; tonal stitching100%... more

$325.00 $164.99

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Brooks Brothers Men's Leather Chelsea Boots | Black | Size 10 D

Brooks Brothers Men's Leather Chelsea Boots | Black | Size 10 D

The classic shoes of rock stars, pop-art stars and style stars gets the Brooks Brothers treatment with exceptional construction and genuine leather details throughout. Put your best foot forward. Leather sole, leather stacked heel; tonal stitching100%... more

$325.00 $164.99

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Women's Lido Bootie by Aerosoles in Black Leather (Size 5 M)

Women's Lido Bootie by Aerosoles in Black Leather (Size 5 M)

Lido is your sophisticated Chelsea boot - a style thats evolved from 19th Century English workers, to the 60s Mod scene, and here, today. Aerosoles has perfected this style for you. Leveraging three points of elastic for easy on and off, this boot has... more

$174.99

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Women's Wildwood Chelsea Boot by SoftWalk in Black (Size 9 1/2 M)

Women's Wildwood Chelsea Boot by SoftWalk in Black (Size 9 1/2 M)

Make a statement with the modern allure of this streamlined year-round Chelsea boot. Set atop an impeccably light EVA sole, this classic is reinvented for the modern woman.Leather UpperSilky velvet (polyester) LiningRubber OutsoleMicrofiber (polyester)... more

$129.99

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Women's Rana Boot by SoftWalk in Black (Size 7 M)

Women's Rana Boot by SoftWalk in Black (Size 7 M)

The Rana is a classic Chelsea boot with elastic goring and a stacked rubber sole for an easy every day wear.Leather UpperHigh Boucing Breathable PU LiningRubber OutsoleBrush Sueded Microfiber Footbed1 1/2" Heel height4 1/4" Shaft height9" Boot leg... more

$139.99

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Women's Rana Boot by SoftWalk in Black Red (Size 10 M)

Women's Rana Boot by SoftWalk in Black Red (Size 10 M)

The Rana is a classic Chelsea boot with elastic goring and a stacked rubber sole for an easy every day wear.Leather UpperHigh Boucing Breathable PU LiningRubber OutsoleBrush Sueded Microfiber Footbed1 1/2" Heel height4 1/4" Shaft height9" Boot leg... more

$139.99

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Women's Wildwood Chelsea Boot by SoftWalk in Black (Size 12 M)

Women's Wildwood Chelsea Boot by SoftWalk in Black (Size 12 M)

Make a statement with the modern allure of this streamlined year-round Chelsea boot. Set atop an impeccably light EVA sole, this classic is reinvented for the modern woman.Leather UpperSilky velvet (polyester) LiningRubber OutsoleMicrofiber (polyester)... more

$129.99

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Women's Wildwood Chelsea Boot by SoftWalk in Black (Size 9 1/2 M)

Women's Wildwood Chelsea Boot by SoftWalk in Black (Size 9 1/2 M)

Make a statement with the modern allure of this streamlined year-round Chelsea boot. Set atop an impeccably light EVA sole, this classic is reinvented for the modern woman.Leather UpperSilky velvet (polyester) LiningRubber OutsoleMicrofiber (polyester)... more

$129.99

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TOMS Women's Black Everly Boots Leather Ortholite, Size 9.5

TOMS Women's Black Everly Boots Leather Ortholite, Size 9.5

The Everly is a heeled Chelsea-inspired ankle bootie, made extra walkable by way of its OrthoLite® insole. The very definition of a staple. | Oiled nubuck upper Built-in OrthoLite® Eco X4 Hybrid™ insole for high-rebound, long-term cushioning made with... more

$119.95 $69.99

FREE shipping

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TOMS Women's Black Everly Boots Leather Ortholite, Size 12

TOMS Women's Black Everly Boots Leather Ortholite, Size 12

The Everly is a heeled Chelsea-inspired ankle bootie, made extra walkable by way of its OrthoLite® insole. The very definition of a staple. | Oiled nubuck upper Built-in OrthoLite® Eco X4 Hybrid™ insole for high-rebound, long-term cushioning made with... more

$119.95 $69.99

FREE shipping

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TOMS Women's Black Everly Boots Leather Ortholite, Size 6.5

TOMS Women's Black Everly Boots Leather Ortholite, Size 6.5

The Everly is a heeled Chelsea-inspired ankle bootie, made extra walkable by way of its OrthoLite® insole. The very definition of a staple. | Oiled nubuck upper Built-in OrthoLite® Eco X4 Hybrid™ insole for high-rebound, long-term cushioning made with... more

$119.95 $69.99

FREE shipping

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Women's Rana Boot by SoftWalk in Black Red (Size 8 M)

Women's Rana Boot by SoftWalk in Black Red (Size 8 M)

The Rana is a classic Chelsea boot with elastic goring and a stacked rubber sole for an easy every day wear.Leather UpperHigh Boucing Breathable PU LiningRubber OutsoleBrush Sueded Microfiber Footbed1 1/2" Heel height4 1/4" Shaft height9" Boot leg... more

$139.99

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Black Leather Chelsea Boots

Black Leather Chelsea Boots

Men's Jil Sander Black Leather Chelsea Boots - Casual boots Ankle-high buffed leather and bonded jersey Chelsea boots in black. more

$1,135.00 $533.00

FREE shipping

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Black Leather Chelsea Boots

Black Leather Chelsea Boots

Men's Alexander McQueen Black Leather Chelsea Boots - Casual boots Buffed patent calfskin Chelsea boots in black. more

$1,150.00 $552.00

FREE shipping

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Black Leather Chelsea Boots

Black Leather Chelsea Boots

Men's Jil Sander Black Leather Chelsea Boots - Casual boots Ankle-high buffed calfskin Chelsea boots in black. more

$1,125.00 $630.00

FREE shipping

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Women's Lido Bootie by Aerosoles in Black Leather (Size 9 1/2 M)

Women's Lido Bootie by Aerosoles in Black Leather (Size 9 1/2 M)

Lido is your sophisticated Chelsea boot - a style thats evolved from 19th Century English workers, to the 60s Mod scene, and here, today. Aerosoles has perfected this style for you. Leveraging three points of elastic for easy on and off, this boot has... more

$174.99

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Women's Lido Bootie by Aerosoles in Black Leather (Size 6 1/2 M)

Women's Lido Bootie by Aerosoles in Black Leather (Size 6 1/2 M)

Lido is your sophisticated Chelsea boot - a style thats evolved from 19th Century English workers, to the 60s Mod scene, and here, today. Aerosoles has perfected this style for you. Leveraging three points of elastic for easy on and off, this boot has... more

$174.99

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Women's Lido Bootie by Aerosoles in Black Leather (Size 8 1/2 M)

Women's Lido Bootie by Aerosoles in Black Leather (Size 8 1/2 M)

Lido is your sophisticated Chelsea boot - a style thats evolved from 19th Century English workers, to the 60s Mod scene, and here, today. Aerosoles has perfected this style for you. Leveraging three points of elastic for easy on and off, this boot has... more

$174.99

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Women's Lido Bootie by Aerosoles in Black Leather (Size 9 M)

Women's Lido Bootie by Aerosoles in Black Leather (Size 9 M)

Lido is your sophisticated Chelsea boot - a style thats evolved from 19th Century English workers, to the 60s Mod scene, and here, today. Aerosoles has perfected this style for you. Leveraging three points of elastic for easy on and off, this boot has... more

$174.99

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Women's Lido Bootie by Aerosoles in Black Leather (Size 7 M)

Women's Lido Bootie by Aerosoles in Black Leather (Size 7 M)

Lido is your sophisticated Chelsea boot - a style thats evolved from 19th Century English workers, to the 60s Mod scene, and here, today. Aerosoles has perfected this style for you. Leveraging three points of elastic for easy on and off, this boot has... more

$174.99

go to store
Women's Lido Bootie by Aerosoles in Black Leather (Size 8 M)

Women's Lido Bootie by Aerosoles in Black Leather (Size 8 M)

Lido is your sophisticated Chelsea boot - a style thats evolved from 19th Century English workers, to the 60s Mod scene, and here, today. Aerosoles has perfected this style for you. Leveraging three points of elastic for easy on and off, this boot has... more

$174.99

go to store
Women's Lido Bootie by Aerosoles in Black Leather (Size 10 M)

Women's Lido Bootie by Aerosoles in Black Leather (Size 10 M)

Lido is your sophisticated Chelsea boot - a style thats evolved from 19th Century English workers, to the 60s Mod scene, and here, today. Aerosoles has perfected this style for you. Leveraging three points of elastic for easy on and off, this boot has... more

$174.99

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Women's Lido Bootie by Aerosoles in Black Leather (Size 6 M)

Women's Lido Bootie by Aerosoles in Black Leather (Size 6 M)

Lido is your sophisticated Chelsea boot - a style thats evolved from 19th Century English workers, to the 60s Mod scene, and here, today. Aerosoles has perfected this style for you. Leveraging three points of elastic for easy on and off, this boot has... more

$174.99

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Women's Lido Bootie by Aerosoles in Black Leather (Size 12 M)

Women's Lido Bootie by Aerosoles in Black Leather (Size 12 M)

Lido is your sophisticated Chelsea boot - a style thats evolved from 19th Century English workers, to the 60s Mod scene, and here, today. Aerosoles has perfected this style for you. Leveraging three points of elastic for easy on and off, this boot has... more

$174.99

go to store
Women's Darla Bootie by Bueno in Black Nubuck (Size 37 M)

Women's Darla Bootie by Bueno in Black Nubuck (Size 37 M)

Darla is a chelsea bootie that has a leather upper and a flexible sole.Leather UpperLeather LiningRubber Outsole1 3/4" Heel height4 1/2" Shaft height8 1/2" Boot leg circumferenceBootie available in sizes 36-42 | Women's Darla Bootie by Bueno in Black... more

$179.99

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Women's Darla Bootie by Bueno in Black Nubuck (Size 39 M)

Women's Darla Bootie by Bueno in Black Nubuck (Size 39 M)

Darla is a chelsea bootie that has a leather upper and a flexible sole.Leather UpperLeather LiningRubber Outsole1 3/4" Heel height4 1/2" Shaft height8 1/2" Boot leg circumferenceBootie available in sizes 36-42 | Women's Darla Bootie by Bueno in Black... more

$179.99

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Women's Darla Bootie by Bueno in Black Nubuck (Size 36 M)

Women's Darla Bootie by Bueno in Black Nubuck (Size 36 M)

Darla is a chelsea bootie that has a leather upper and a flexible sole.Leather UpperLeather LiningRubber Outsole1 3/4" Heel height4 1/2" Shaft height8 1/2" Boot leg circumferenceBootie available in sizes 36-42 | Women's Darla Bootie by Bueno in Black... more

$179.99

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Women's Darla Bootie by Bueno in Black Nubuck (Size 38 M)

Women's Darla Bootie by Bueno in Black Nubuck (Size 38 M)

Darla is a chelsea bootie that has a leather upper and a flexible sole.Leather UpperLeather LiningRubber Outsole1 3/4" Heel height4 1/2" Shaft height8 1/2" Boot leg circumferenceBootie available in sizes 36-42 | Women's Darla Bootie by Bueno in Black... more

$179.99

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Women's Darla Bootie by Bueno in Black Nubuck (Size 40 M)

Women's Darla Bootie by Bueno in Black Nubuck (Size 40 M)

Darla is a chelsea bootie that has a leather upper and a flexible sole.Leather UpperLeather LiningRubber Outsole1 3/4" Heel height4 1/2" Shaft height8 1/2" Boot leg circumferenceBootie available in sizes 36-42 | Women's Darla Bootie by Bueno in Black... more

$179.99

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Women's Darla Bootie by Bueno in Black Nubuck (Size 41 M)

Women's Darla Bootie by Bueno in Black Nubuck (Size 41 M)

Darla is a chelsea bootie that has a leather upper and a flexible sole.Leather UpperLeather LiningRubber Outsole1 3/4" Heel height4 1/2" Shaft height8 1/2" Boot leg circumferenceBootie available in sizes 36-42 | Women's Darla Bootie by Bueno in Black... more

$179.99

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Women's Rana Boot by SoftWalk in Black (Size 7 M)

Women's Rana Boot by SoftWalk in Black (Size 7 M)

The Rana is a classic Chelsea boot with elastic goring and a stacked rubber sole for an easy every day wear.Leather UpperHigh Boucing Breathable PU LiningRubber OutsoleBrush Sueded Microfiber Footbed1 1/2" Heel height4 1/4" Shaft height9" Boot leg... more

$139.99

go to store
Women's Rana Boot by SoftWalk in Black Red (Size 7 M)

Women's Rana Boot by SoftWalk in Black Red (Size 7 M)

The Rana is a classic Chelsea boot with elastic goring and a stacked rubber sole for an easy every day wear.Leather UpperHigh Boucing Breathable PU LiningRubber OutsoleBrush Sueded Microfiber Footbed1 1/2" Heel height4 1/4" Shaft height9" Boot leg... more

$139.99

go to store
Women's Rana Boot by SoftWalk in Black (Size 10 M)

Women's Rana Boot by SoftWalk in Black (Size 10 M)

The Rana is a classic Chelsea boot with elastic goring and a stacked rubber sole for an easy every day wear.Leather UpperHigh Boucing Breathable PU LiningRubber OutsoleBrush Sueded Microfiber Footbed1 1/2" Heel height4 1/4" Shaft height9" Boot leg... more

$139.99

go to store
Women's Wildwood Chelsea Boot by SoftWalk in Black (Size 12 M)

Women's Wildwood Chelsea Boot by SoftWalk in Black (Size 12 M)

Make a statement with the modern allure of this streamlined year-round Chelsea boot. Set atop an impeccably light EVA sole, this classic is reinvented for the modern woman.Leather UpperSilky velvet (polyester) LiningRubber OutsoleMicrofiber (polyester)... more

$129.99

go to store