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Women's Lido Bootie by Aerosoles in Tan Suede (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

Ada Thinsulate Winter Fleece Lined Chelsea Boot by SmartPak - 38 - Dark Brown - Smartpak

Ride into winter in practical, equestrian-inspired style! Now in an updated design, the Ada Thinsulate™ Winter Fleece Lined Chelsea Boot features a textural pebbled leather exterior, flexible quilted honeycomb elastic side panels for an improved fit,... more

Ada Thinsulate Winter Fleece Lined Chelsea Boot by SmartPak - 41 - Dark Brown - Smartpak

Ride into winter in practical, equestrian-inspired style! Now in an updated design, the Ada Thinsulate™ Winter Fleece Lined Chelsea Boot features a textural pebbled leather exterior, flexible quilted honeycomb elastic side panels for an improved fit,... more

Brooks Brothers Men's Leather Chelsea Boots | Cognac | 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

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

Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 12 M)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Blair Men's Deer Stags Rockland Chelsea Boots - Red - 8.5 - Medium

Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... more

Blair Men's Deer Stags Rockland Chelsea Boots - Red - 12 - Womens

Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... more

Wide Width Women's Wildwood Chelsea Boot by SoftWalk in Grey (Size 11 W)

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

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

Women's Rana Boot by SoftWalk in Luggage (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

Women's Baja Boots by Eastland in Coffee (Size 6 1/2 M)

Slip into our Baja Chelsea boots and tackle your day in casual comfort. Synthetic upper with fabric lining. Dual-side elastic goring allows for easy on and off. Fully-lined, cushioned insole for all-day comfort. Shock absorbing Polyurethane outsole... more

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Red Wood (Size 11 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

Women's Baja Boots by Eastland in Coffee (Size 9 1/2 M)

Slip into our Baja Chelsea boots and tackle your day in casual comfort. Synthetic upper with fabric lining. Dual-side elastic goring allows for easy on and off. Fully-lined, cushioned insole for all-day comfort. Shock absorbing Polyurethane outsole... more

Women's Baja Boots by Eastland in Coffee (Size 8 M)

Slip into our Baja Chelsea boots and tackle your day in casual comfort. Synthetic upper with fabric lining. Dual-side elastic goring allows for easy on and off. Fully-lined, cushioned insole for all-day comfort. Shock absorbing Polyurethane outsole... more

Women's Baja Boots by Eastland in Coffee (Size 10 M)

Slip into our Baja Chelsea boots and tackle your day in casual comfort. Synthetic upper with fabric lining. Dual-side elastic goring allows for easy on and off. Fully-lined, cushioned insole for all-day comfort. Shock absorbing Polyurethane outsole... more

Women's Mia Bootie by French Connection in Brown (Size 9 M)

French Connection Women's Mia Ankle Booties Comfortable Work Fall Winter Pull On Fashion Shoes Heeled Chelsea Boots for WomenManmade UpperManmade LiningManmade Outsole2" Heel height9.96" Boot leg circumferenceBootie available in sizes 6,6.5,... more

Women's Mia Bootie by French Connection in Brown (Size 7 M)

French Connection Women's Mia Ankle Booties Comfortable Work Fall Winter Pull On Fashion Shoes Heeled Chelsea Boots for WomenManmade UpperManmade LiningManmade Outsole2" Heel height9.96" Boot leg circumferenceBootie available in sizes 6,6.5,... more

GEORGIA BOOT GR530 Size 9 Men's Chelsea Boot Steel Work Boot, Soggy Brown

Chelsea Boot, Style Family Chelsea Boot, Metatarsal Guard No, ASTM Standards Met Compression (C/75), Impact (I/75), Closure Slip On, Chemical Resisting Sole Yes, Color Soggy Brown, Width M, Gender Men's, Heel Definition Defined Heel, Non Metallic Upper... more

JUSTIN ORIGINAL WORKBOOTS 235- 110 W Size 11W Men's Chelsea Boot Steel Work

Chelsea Boot, Style Family Chelsea Boot, Metatarsal Guard No, ASTM Standards Met Compression (C/75), Impact (I/75), Closure Lace Up, Chemical Resisting Sole No, Color Brown, Width W, Gender Men's, Heel Definition Flat Heel, Non Metallic Upper Yes,... more

DANNER 15484-11D Chelsea Boot,D,11,Brown,PR

Chelsea Boot, Style Family Chelsea Boot, Metatarsal Guard No, ASTM Standards Met Compression (C), Electrical Hazard (EH), Impact (I), Closure Slip On, Chemical Resisting Sole No, Color Brown, Width D, Gender Men's, Heel Definition Flat Heel, Non... more

Men's Daily Double Chelsea Boots by Eastland® in Black (Size 9 M)

These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and durability.... more

Chelsea FC Club Crest Boot Bag

Ships FREE within 24 hours Flash design boot bag featuring Chelsea text and a full colour club crest Large double zipped opening for easy access Rubber zip pulls featuring raised Chelsea FC detail Wipe clean polyester Quality guaranteed All items come... more

Women's Lido Bootie by Aerosoles in Mocha 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

Women's Lido Bootie by Aerosoles in Mocha Leather (Size 10 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

Women's Lido Bootie by Aerosoles in Mocha 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

Women's Lido Bootie by Aerosoles in Tan Suede (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

Women's Lido Bootie by Aerosoles in Mocha 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

Women's Lido Bootie by Aerosoles in Mocha 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

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

Wide Width Women's Tropea Bootie by Aerosoles in Tan (Size 6 W)

Tropea, by Aerosoles Shoes, uses the beauty of mens tailored looks, but brings the comfort to hardworking women everywhere. It will become one of your new go-to basics. A Chelsea boot is a staple in any womans wardrobe, but you need the revised fit and... more

Women's Darla Bootie by Bueno in Brown Nubuck (Size 42 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 Brown... more

Women's Darla Bootie by Bueno in Sky 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 Sky... more

Women's Darla Bootie by Bueno in Dark Red 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 Dark... more

Women's Darla Bootie by Bueno in Brown 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 Brown... more

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

Women's Darla Bootie by Bueno in Brown 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 Brown... more

Women's Darla Bootie by Bueno in Sky 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 Sky... more