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Thom Browne
$1090.00

Ankle-high pebble grain leather Chelsea boots in black. Almond toe. Elasticized gusset striped in red, white, and navy at sides. S...ignature tricolor grosgrain pull-loop at heel collar. Stacked leather midsole. Leather sole in tan. Tonal stitching. read more

Saint Laurent
$895.00

Ankle-high otterproof suede boots in light cigar tan. Almond toe. Elasticized gusset in brown at sides. Grosgrain pull-loop at hee...l collar. Stacked leather Cuban heel. Leather sole in brown. Tonal stitching. read more

Gucci
$895.00

Ankle-high buffed leather Chelsea boots in black. Perforated and serrated detailing throughout. Round toe. Elasticized gusset stri...ped in red and green at outer sides. Signature embroidered bee graphic in gold-tone at outer side. Pull-tab at heel collar. Leather sole in tan. Tonal stitching. read more

Neil Barrett
$510.00

Ankle-high buffed leather boots in black. Metal accent in silver-tone at round toe. Elasticized gusset at outer side. Zip closure ...at inner side. Tonal grosgrain pull-tab at heel collar. Tonal rubberized trim at welt. Treaded rubber sole. Tonal stitching. read more

Burberry
$795.00

Ankle-high buffed leather Chelsea boots is black. Perforated detailing at round toe. Elasticized gusset at sides. Pull-tab at heel... collar. Leather sole. Tonal stitching. read more

Maison Margiela
$990.00

Ankle-high buffed leather slip-on boots in black. Round toe. Stacked leather midsole. Leather sole in tan. Tonal stitching.

Paul Smith
$425.00

Ankle-high suede Chelsea boots in toffee brown. Almond toe. Elasticized gusset in dark brown at sides. Grosgrain pull tab in multi...color stripes at heel collar. Tonal leather sole. Tonal stitching. read more

Lanvin
$690.00

Ankle-high nubuck calfskin chelsea boots in soft black. Round toe. Elasticized gusset at sides. Pull-loop at heel collar. Leather ...sole in black. Tonal stitching. read more

Guidi
$1100.00

Ankle-high suede Chelsea boots in black. Distressing throughout. Round toe. Elasticized gusset at sides. Pull-tab at heel collar. ...Tonal leather sole. Tonal stitching. read more

Dr. Martens
$130.00

Ankle-high buffed leather Chelsea boots in black. Round toe. Elasticized gusset at sides. Textile pull-tab at heel collar. Signatu...re Air Cushion rubber sole. Tonal stitching. read more

Paul Smith
$425.00

Ankle-high suede Chelsea boots in black. Almond toe. Elasticized gusset at sides. Grosgrain pull tab in multicolor stripes at heel... collar. Tonal leather sole. Tonal stitching. read more

ECCO
$152.99

Add that classic element to your casual attire with the Elaine Chelsea Boot. ; Cow leather upper. ; Easy pull-on with dual goring ...for a comfortable fit. ; Breathable textile lining. ; Leather-covered, cushioned footbed with ECFS comfort technology. ; Direct-injected polyurethane outsole. ; Imported. Measurements: ; Heel Height: 1 1 4 in ; Weight: 13 oz ; Circumference: 10 in ; Shaft: 4 1 2 in ; Product measurements were taken using size 39 (US Women's 8-8.5), width M. Please note that measurements may vary by size. read more

Thom Browne
$1090.00

Suede chelsea boots in medium grey. Almond toe. Elasticized gusset striped in red, white, and navy. Signature tricolor grosgrain p...ull-tab at heel collar. Leather lining in tan. Stacked leather midsole in black. Leather sole in tan. Tonal stitching. read more

Acne Studios
$570.00

Buffed leather Chelsea boots in black. Round toe. Elasticized panel at sides. Textile pull-tabs at heel collar. Leather and rubber... sole. Tonal stitching. read more

H By Hudson
$275.00

Ankle-high buffed calfskin Chelsea boots in black. Round toe. Elasticized gusset at sides. Pull-loop at heel collar. Buffed leathe...r heel tab. Stacked leather Cuban heel. Tonal rubber sole. Tonal stitching. read more

Officine Creative
$655.00

Handcrafted kidskin suede Chelsea boots in castoro brown. Distressing throughout. Almond toe. Elasticized gusset at sides. Pull-lo...op at heel collar. Leather lining in tan. Leather sole in brown. Tonal stitching. read more

Tiger Of Sweden
$430.00

Buffed leather chelsea boots in black. Almond toe. Elasticized gusset at sides. Pull-tab at heel collar. Tonal leather and rubber ...sole. Tonal stitching. read more

Dr. Martens
$145.00

Buffed leather Chelsea boots in black. Round toe. Textile logo pull-loop at heel collar. Elasticized panel at sides. Signature yel...low welt stitch. Air Cushion rubber sole. Tonal stitching. read more

Chelsea & Zoe
¥99.00 $40.99

Brand & Style - Chelsea & Zoe Paradise Width - Medium (B, M) True Color - Cognac Burnish Upper Material - Faux Leather Outsole Mat...erial - Man-Made Heel Height - 4 Inches ps6031223 read more

Ps By Paul Smith
$395.00

Ankle-high suede Chelsea boots in brown. Square toe. Tonal elasticized gusset at sides. Textile pull tab at heel collar. Leather s...ole in black. Tonal stitching. read more

Officine Creative
$655.00

Handcrafted ankle-high brushed suede Chelsea boots in fashion kid grey. Round toe. Elasticized gusset in black at sides. Grosgrain... pull-tab in black at heel collar. Tonal leather sole. Tonal stitching. read more

Marsèll
$1070.00

Distressed supple leather Chelsea boots in beige. Round toe. Elasticized gusset at sides. Textile pull-tab at heel collar. Leather... sole in tan. Tonal stitching. read more

Ps By Paul Smith
$395.00

Ankle-high grained leather Chelsea boots in tan. Round toe. Elasticized gusset at sides. Textile pull tab at heel collar. Tonal ru...bber sole. Tonal stitching. read more

Chelsea & Zoe
¥110.00 $29.99

Brand & Style - Chelsea & Zoe Pauline Width - Medium (B, M) True Color - Black Upper Material - Suede Outsole Material - Man-Made ...Heel Height - 4.5 Inches ps6970342 read more

Acne Studios
$570.00

Buffed leather chelsea boots in black. Round toe. Elasticized gusset at sides. Grosgrain pull-loop at heel collar. Tonal leather a...nd rubber sole. Tonal stitching. read more

Chelsea Crew
¥78.00 $5.99

Brand & Style - Chelsea Crew Milano Width - Medium (B, M) True Color - Black Upper Material - Faux Leather Outsole Material - Man-...Made Heel Height - 1.25 Inches ps6204421 read more

Chelsea & Zoe
¥120.00 $26.99

Brand & Style - Chelsea & Zoe Denice Width - Medium (B, M) True Color - Royal Blue Upper Material - Microfiber Outsole Material - ...Man-Made Heel Height - 4.75 Inches ps6635930 read more

Chelsea Crew
$89.99

The lace-up front lends a trendy vintage-chic look to this ankle-high design from Chelsea Crew. Crafted from vegan leather the upp...er features classic lines and round toe design with adjustable lace up closure. The outsole is treaded so you can get... read more

Chelsea & Zoe
¥149.00 $49.99

Brand & Style - Chelsea & Zoe Kadence Width - Medium (B, M) True Color - Black Upper Material - Textile Outsole Material - Man-Mad...e Heel Height - 4.5 Inches ps7126710 read more

Chelsea & Zoe
¥91.00 $47.94

The Chelsea & Zoe Pagan Boots feature a Suede upper with a Pointed Toe. The Man-Made outsole lends lasting traction and wear. Styl...e: Fashion Boots Boot Opening Circumference: 20 Closure Type: Zip Heel Height: 4.5 Heel Type: Slim Style: Fashion Boots... read more

Chelsea Crew
¥39.99 $5.99

Brand & Style - Chelsea Crew Chilly Width - Medium (B, M) True Color - Black Upper Material - Faux Leather Outsole Material - Man-...Made Heel Height - 1 Inches ps6197227 read more

Chelsea Crew
¥68.00 $12.99

Brand & Style - Chelsea Crew Chilly Width - Medium (B, M) True Color - Brown Upper Material - Faux Leather Outsole Material - Man-...Made Heel Height - 1 Inches ps6198385 read more

Chelsea & Zoe
¥99.00 $43.99

Brand & Style - Chelsea & Zoe Paradise Width - Medium (B, M) True Color - Black Burnish Outsole Material - Man-Made Heel Height - ...4 Inches ps5884267 read more

Officine Creative
$620.00

Handcrafted grained ignis leather Chelsea boots in black. Almond toe. Elasticized gusset at sides. Textile pull-loop at heel colla...r. Leather lining in black. Tonal leather sole. Tonal stitching. read more

H By Hudson
$230.00

Distressed suede chelsea boots in sand tan. Round toe. Grosgrain pull-tabs at collar. Elasticized gusset in brown at sides. Stacke...d leather midsole in brown. Transparent rubber sole. Tonal stitching. read more

Tiger Of Sweden
$450.00

Buffed leather Chelsea boots in black. Almond toe. Elasticized gusset at sides. Pull-tab at heel collar. Tonal leather and rubber ...sole. Tonal stitching. read more

Chelsea & Zoe
¥149.00 $55.99

Brand & Style - Chelsea & Zoe Kadence Width - Medium (B, M) True Color - Black Upper Material - Microfiber Outsole Material - Man-...Made Heel Height - 4.5 Inches ps7137442 read more

Chelsea & Zoe
¥110.00 $46.99

Brand & Style - Chelsea & Zoe Pagan Width - Medium (B, M) True Color - SAND Upper Material - Faux Suede Outsole Material - Man-Mad...e Heel Height - 4.5 Inches ps6960685 read more

Chelsea Crew
¥78.00 $5.99

Brand & Style - Chelsea Crew Showoff Width - Medium (B, M) True Color - Black Outsole Material - Man-Made Heel Height - 1.75 Inche...s ps6206244 read more

Chelsea Crew
¥78.00 $8.99

Brand & Style - Chelsea Crew Rush Hour Width - Medium (B, M) True Color - Black Upper Material - Faux Leather Outsole Material - M...an-Made Heel Height - 1.5 Inches ps6197444 read more

Chelsea & Zoe
¥110.00 $57.99

Brand & Style - Chelsea & Zoe Noelle Width - Medium (B, M) True Color - Black Upper Material - Microfiber Outsole Material - Therm...o Plastic Rubber Heel Height - 5 Inches ps6904095 read more

SOREL
$147.99

The superior style of the Addington Chelsea from Sorel will have you strutting down those city streets. ; Waterproof full grain le...ather upper with gore chelsea detail. ; Easy slip-on design with gore chelsea side panels and back pull loop. ; Synthetic and canvas lining. ; Removable, molded EVA footbed features a synthetic topcover, heel cup, and arch support for added support and comfort. ; Molded rubber midsole for added support and shock absorption. ; Leather-wrapped heel. ; Molded rubber outsole with a pronounced lug pattern for stylish outdoorsy look. ; Imported. Measurements: ; Heel Height: 2 1 2 in ; Weight: 1 lb ; Shaft: 5 in ; Platform Height: 1 4 in ; Product measurements were taken using size 7, width B - Medium. Please note that measurements may vary by size. read more

Saint Laurent
$895.00

Ankle-high suede boots in tan. Almond toe. Elasticized gusset in brown at sides. Pull-loop at heel collar. Leather sole in brown. ...Tonal stitching. read more

Sudini
¥169.95 $99.96

Elastic-gore insets at the sides add to the Chelsea-inspired silhouette of a chic leather boot fitted with a cushy insole for exce...llent, all-day comfort. Color(s): black leather, navy suede, taupe suede. Brand: Sudini. Style Name: Sudini 'Fiona' Chelsea Boot (Women). Style Number: 5204025. Available in stores. read more

Common Projects
$529.00

Using only the finest materials and techniques, designers Flavio Girolami and Prathan Poopat have created a line of high-quality f...ootwear that conveys their minimalist aesthetic and luxe appeal. read more

REPRESENT
$300.00

Suede upper with leather sole. Elasticized pull on styling.

REPRESENT
$300.00

Suede upper with leather sole. Elasticized pull on styling.

Dr. Martens
$140.00

Ankle-high buffed leather chelsea boots in black. Round toe. Elasticized gusset at sides. Textile pull-tab at heel collar. Signatu...re Air Cushion rubber sole. Tonal stitching. read more

Marsèll
$1070.00

Ankle-high buffed calfskin Chelsea boots in black. Distressing throughout. Round toe. Elasticized gusset at sides. Grosgrain pull-...loop at heel collar. Tonal leather sole. Tonal stitching. read more

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