Zalando

Brown leather Chelsea boot with elastic side panels and a contrasting blue textile insert. Features a light rubber sole and decorative stitching.

Deal

LloydSTIEFELETTE - Cowboy/biker ankle boot - braun

From€77.94

Last lowest price:€119.90up to-35%

Brown leather Chelsea boots with elastic side panels, rounded toe, and stitched detail; worn with rolled black jeans in a minimalist setting.

NextWAXY CHELSEA - REGULAR FIT - Classic ankle boots - brown

€91.00

Deal

Jack & JonesJFWFENCHURCH CHELSEA BOOT - Classic ankle boots - cognac

From€53.95

Regular price:€59.99up to-10%

Brown leather Chelsea boot with elastic side panels, rounded toe, and a flat rubber sole. Features a pull tab on the back for easy wear.

NextREGULAR FIT - CHELSEA - Classic ankle boots - tan brown

€70.00

Brown leather Chelsea boot with elastic side panels, round toe, and a pull tab. Black rubber sole with a slight heel. Smooth texture.

Pier OneLEATHER - Classic ankle boots - brown

€49.99

Brown suede chelsea boots with elastic side panels and pull tabs. Chunky rubber sole and textured detailing on the sides.

Deal

OmbreSLIP-ON WITH HIGH UPPER - Classic ankle boots - light brown

€63.99

Last lowest price:€71.99-11%

Brown leather Chelsea boots with elastic side panels, a pull tab, and a rugged black rubber sole. Smooth texture, rounded toe design.

Pier OneUNISEX - Ankle boots - brown

€39.99

Brown leather ankle boot with a side zipper, textured surface, and a tan rubber sole. Features a loop for easy pulling on.

Deal

bugattiClassic ankle boots - cognac

From€79.96

Regular price:€99.95up to-20%

Pier OneClassic ankle boots - brown

€39.99

Brown leather Chelsea boot with elastic side panels, rounded toe, and textured rubber sole, featuring pull tabs for easy wear.

ZignLEATHER - Classic ankle boots - brown

€69.99

Brown leather Chelsea boots with brogue detailing, elastic side panel, pull tab, and wooden heel. Smooth texture with a polished finish.

Deal

WojasBOTKI MĘSKIE WOJAS - Classic ankle boots - brown

€139.90

Regular price:€159.90-13%

Brown leather Chelsea boot with elastic side panels, rounded toe, and textured black rubber sole, featuring brown stitched accents.

Pier OneClassic ankle boots - dark brown

€44.99

Brown leather Chelsea boot with elastic side panels, round toe, textured finish, and lugged rubber sole; features branded detail on side.

Deal
New

MustangSEBASTIANO - Classic ankle boots - cognac

€95.99

Regular price:€120.00-20%

Brown leather Chelsea boot with elastic side panels, round toe, and a low stacked heel. Features a smooth finish and minimal stitching details.

WojasClassic ankle boots - ciemny brąz

€139.90

Brown leather ankle boots with elastic side panels, rounded toe, textured finish, and a low rubber sole with a patterned tread.

bugattiClassic ankle boots - cognaccognac

From€99.95

Tan leather Chelsea boot with dark elastic side panel, low stacked heel, round toe, and a pull tab on the back.

Deal

TravelinClassic ankle boots - cognac

€95.97

Regular price:€159.95-40%

Brown leather Chelsea boot with elastic side panels, round toe, contrasting dark brown heel, and textured accents on the upper.

Deal

PikolinosYORK - Classic ankle boots - brown

From€139.45

Last lowest price:€154.95up to-10%

Brown leather Chelsea boot with elastic side panels, rounded toe, and textured tab. Sturdy sole with a contrasting stitched trim.

New

BataCHELSEA - Classic ankle boots - marrone

€115.99

Brown leather chelsea boot featuring elastic side panels, round toe, and a textured black rubber outsole. Smooth finish with subtle shine.

bugattiBONIFACIO - Classic ankle boots - mid brown

From€99.95

Brown leather Chelsea boots with elastic side panels, rounded toe, and low heel, paired with black skinny pants.

Deal

WojasClassic ankle boots - brown

€109.90

Regular price:€139.90-21%

Brown leather Chelsea boot with elastic side panels, rounded toe, pull tab, and a black rubber sole. Smooth texture with minimal detailing.

Deal

Tommy HilfigerClassic ankle boots - winter cognac

€135.95

Regular price:€169.95-20%

Brown leather ankle boots with a smooth finish, featuring black laces, a side zipper, and textured accents on the upper design.

Deal

bugattiLace-up ankle boots - cognac

From€79.96

Regular price:€99.95up to-20%

Brown leather Chelsea boot with elastic side panel, round toe, and a pull tab. Flat rectangular heel and textured rubber sole.

Deal

Tommy HilfigerCLEATED CHELSEA - Classic ankle boots - winter cognac

€135.95

Regular price:€169.95-20%

Brown leather Chelsea boot with woven elastic side panel, pull tab at heel, and rugged rubber sole.

NextREGULAR FIT - Classic ankle boots - tan brown

€94.00

Brown leather Chelsea boot with elastic side panels, rounded toe, pull tab, and a light brown textured sole.

ZignLEATHER - Classic ankle boots - brown

€59.99

Brown leather Chelsea boot featuring elastic side panels, a pull tab, and a rubber sole. Smooth texture with a rounded toe design.

Deal

bugattiCHELSEA - Classic ankle boots - cognac

€98.95

Regular price:€109.95-10%

Brown leather chelsea boots with elastic side panels, pointed toe, and low heel, paired with dark denim and white ribbed socks.

NextClassic ankle boots - dark tan

€70.00

Deal

ZignLEATHER - Classic ankle boots - sand

€53.99

Regular price:€59.99-10%

Brown leather ankle boot with suede accents, round toe, lace-up design, and a black rubber sole. Features stitching details on the side.

Deal

Jack & JonesJFWCRANFIELD - Lace-up ankle boots - honey

€71.95

Originally:€89.99

Last lowest price:€80.95up to-11%

Brown leather ankle boots with elastic side panels, rounded toe, and a pull tab at the back; smooth texture and black sole.

Deal

RedskinsANOTHER - Classic ankle boots - cognac

From€72.85

Originally:€91.06

Last lowest price:€81.95up to-11%

Tan leather chelsea boot with elastic mesh side panels, rounded toe, and a textured brown inner lining; features a low stacked heel.

Deal

bugattiClassic ankle boots - cognac

From€84.99

Regular price:€119.99up to-29%

Brown leather Chelsea boot with elastic side panels, smooth texture, rounded toe, and a low black rubber heel, featuring a pull tab.

Deal

TamarisCHELSEA - Classic ankle boots - cognac

€111.96

Regular price:€139.95-20%

Brown leather ankle boot with elastic side panel, rounded toe, and pull tab. Features a contrasting dark brown fabric accent and textured sole.

Deal

bugattiClassic ankle boots - cognac/dark brown

From€79.96

Regular price:€99.95up to-20%

Brown suede Chelsea boot with elastic side panels, rounded toe, and a small pull tab at the back; black rubber sole with subtle texture.

Deal

Tommy HilfigerCORPORATE - Classic ankle boots - cocoa

€127.95

Regular price:€159.95-20%

Brown leather Chelsea boot with elastic side panels, rounded toe, and a flat sole. Features a pull tab on the heel and wooden accent on the sole.

Dune LondonMCKINLEY - Classic ankle boots - tan

€169.00

Brown suede ankle boot with elastic side panels and a pull tab. Features a rounded toe and a low stacked heel. Stitched detailing on sole.

NextClassic ankle boots - tan brown

€70.00

Brown leather Chelsea boot with elastic side panels, rounded toe, and a durable rubber sole. Features a fabric pull tab at the back.

BataClassic ankle boots - marrone

€105.99

Deal

Panama JackBURTON - Classic ankle boots - chestnut

€215.95

Regular price:€239.95-10%

Brown leather Chelsea boots with black elastic side panels and a rounded toe, paired with navy trousers, featuring a smooth texture and low heel.

NextClassic ankle boots - tan brown

€91.00

Brown leather Chelsea boot with black elastic sides, a rounded toe, and a textured rubber sole featuring a rugged tread pattern.

Deal

PaladoHAMMON - Classic ankle boots - walnussbraun

From€93.99

Regular price:€129.99up to-28%

Brown leather ankle boot featuring elastic side panels, rounded toe, and a durable black rubber sole. Textured finish with pull tab.

NextClassic ankle boots - brown

€102.00

Brown suede Chelsea boot with textured mesh side panels, rounded toe, pull tab, and rubber sole featuring textured tread for grip.

Deal

bugattiClassic ankle boots - dark brown

From€69.99

Last lowest price:€99.99up to-30%

Deal

ShepherdEMANUEL - Classic ankle boots - brown

€179.95

Regular price:€199.95-10%

Brown leather Chelsea boot with elastic side panel, rounded toe, and pull tab, featuring a smooth texture and contrasting dark panel.

Deal

GANTST FAIRKON - Classic ankle boots - cognac

€151.95

Regular price:€189.95-20%

Brown leather Chelsea boot with elastic side panels, rounded toe, pull tab, and a textured finish. Black rubber sole for grip.

ZignLEATHER - Classic ankle boots - dark brown

€79.99

Men’s tan leather Chelsea boot with elastic side panel and pull tab, low stacked heel, and rounded toe.

Dune LondonMCKINLEY WIDE FIT - Classic ankle boots - tan

€169.00

Brown suede Chelsea boot with elastic side panels, a pull tab, and a textured rubber sole featuring grooves for traction.

Pier OneLEATHER - Classic ankle boots - brown

€59.99

Brown leather ankle boot with elastic side panels and a pull tab. Features a chunky black rubber sole, smooth texture, and a sleek silhouette.

GeoxClassic ankle boots - coffee c

From€109.90

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Deals, drops and trends

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Zalando Apps

You can also find us on

Variations of this style
How about these?