Zalando

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

New

Tommy HilfigerClassic ankle boots - winter cognac

€170.00

Brown leather ankle boot with elastic side panels, round toe, and a textured back tag; sleek design with a low wooden heel.

bugattiLICIO - Classic ankle boots - cognac

€80.00

Deal

ZignLEATHER - Classic ankle boots - sand

€50.99

Originally:€60.00-15%

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

New

PikolinosYORK - Classic ankle boots - brown

€144.95

Brown leather Chelsea boot with elastic side panels, round toe, and pull tab. Smooth texture and flat rubber sole.

New

BOSSCALEV - Classic ankle boots - dark brown

€230.00

Brown leather Chelsea boot with mesh side panels, featuring a yellow stitched sole and a pull tab at the heel, resting on a metallic surface.

Dr. Martens2976 CHELSEA BOOT UNISEX - Classic ankle boots - dark brown

€200.00

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

New

bugattiClassic ankle boots - cognac

From€130.00

Brown leather Chelsea boot with elastic side panels, pointed toe, and a pull tab. Smooth texture and flat heel for stability.

ALDOClassic ankle boots - cognac

€139.95

KazarBEREN - Classic ankle boots - brown

€155.00

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

New

GANTST FAIRKON - Classic ankle boots - cognac

€190.00

Brown leather Chelsea boot with elastic side panels, pull tab, and rubber sole featuring lugs for traction. Stitched accents near the sole.

TimberlandLARCHMONT CHELSEA - Classic ankle boots - saddle

€169.95

Brown leather Chelsea boot with elastic side panels, rounded toe, and pull tab. Features a textured finish and a low wooden heel.

Deal

Pier OneClassic ankle boots - brown

€40.89

Originally:€45.00-9%

bugattiMARCELLO - Lace-up ankle boots - braun

€140.00

Brown leather Chelsea boot with elastic side panels and pull tab. Features a smooth finish and a rubber sole. Classic ankle height design.

Marco TozziClassic ankle boots - cognac

€80.00

Brown leather chelsea boot featuring elastic side panels, a smooth finish, a round toe, and a treaded rubber sole.

New

WranglerRANDY MEN MID - Classic ankle boots - tortoise shell

€70.00

Brown leather Chelsea boots with elastic side panels, pull tab, and textured rubber sole. Smooth finish with sturdy low heel.

Designer

Polo Ralph LaurenBRYSON LEATHER CHELSEA BOOT - Classic ankle boots - brown

€235.00

Brown leather Chelsea boot with elastic side panels, rounded toe, and a pull tab. Features a black rubber sole and smooth finish.

Designer

PS Paul SmithAUGUSTUS - Classic ankle boots - tan

€285.00

Tommy HilfigerVOGUE - Classic ankle boots - black

€180.00

Brown leather Chelsea boot with elastic side panels, a rounded toe, and a sturdy black rubber sole, displayed on a textured stone surface.

GANTPREPDALE - Classic ankle boots - cognac

€190.00

Burgundy leather Chelsea boot with elastic side panels, a smooth finish, rounded toe, pull tab, and rubber sole for traction.

New

ZignLEATHER - Classic ankle boots - burgundy

€60.00

Brown leather ankle boot with elastic side panels, rounded toe, and a low black heel. Features a pull tab for easy wear.

Tommy HilfigerVOGUE - Classic ankle boots - legacy brown

€170.00

ZignLEATHER - Classic ankle boots - cognac

€60.00

Brown leather Chelsea boot with elastic side panels and a pull tab. Round toe and stitched detailing on the sole add texture and design.

Designer

Polo Ralph LaurenTALAN LEATHER CHELSEA BOOT - Classic ankle boots - brown

€175.00

Brown leather Chelsea boot with elastic side panels, rounded toe, and a low stacked heel. Features subtle stitching and pull tab.

KazarCASHTON - Classic ankle boots - light brown

€155.00

Brown leather Chelsea boot featuring elastic side panels, rounded toe, pull tab, and a slight heel with a textured sole.

BOSSTAYIL - Classic ankle boots - dark brown

€199.00

Black leather Chelsea boots featuring elastic side panels and a pull tab, with a smooth finish and a low stacked heel.

BataClassic ankle boots - nero

€109.99

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

bugattiClassic ankle boots - cognac/dark brown

From€130.00

JOOP!KLEITOS - Classic ankle boots - downtown brown

€170.00

Brown suede ankle boot with elastic side panels, textured mesh sections, and a rugged rubber sole. Features a pull tab for easy wear.

New

TamarisCHELSEA - Classic ankle boots - dark brown

€99.95

Black leather Chelsea boots with elastic side panels, a pull tab, and a rubber outsole. Features a stitched seam and smooth finish.

bugattiBONIFACIO - Classic ankle boots - black

€130.00

Brown suede Chelsea boot with elastic side panels, pull tab at the back, and low chunky treaded sole.

Designer
New

Polo Ralph LaurenBRYSON SUEDE CHELSEA BOOT - Classic ankle boots - dark brown

€235.00

Brown leather chelsea boot featuring elastic side panels, a pull tab, and a smooth finish, set against a textured brick and gravel surface.

GANTPREPDALE - Classic ankle boots - dark brown

€180.00

KazarBEREN - Classic ankle boots - brown

€155.00

Dark brown suede ankle boots with elastic side panels and a pull tab. Features a rounded toe and a low stacked heel.

KazarJASPER - Classic ankle boots - brown

€155.00

bugattiMIROS COMFORT - Smart lace-ups - cognac

€105.00

Pier OneLEATHER - Classic ankle boots - brown

€70.00

Brown suede Chelsea boot with elastic side panels, loop pull tabs, rounded toe, and a low stacked heel. Textured finish adds detail.

New

VagabondBRIAN - Classic ankle boots - java

€180.00

Brown leather Chelsea boots with elastic side panels, rounded toes, and a flat black rubber sole, paired with light blue denim jeans.

Deal

RYŁKOClassic ankle boots - brown

€147.99

Originally:€164.99-10%

s.OliverCHELSEA - Classic ankle boots - brown

€99.95

Brown leather Chelsea boot with elastic side panels, rounded toe, and rugged black sole. Features Birkenstock branding on the side.

New

BirkenstockClassic ankle boots - marron

€190.00

Black leather Chelsea boot with textured elastic side panels, a yellow loop tab, and a durable treaded sole. Background features a gradient yellow.

Mix and match

Dr. Martens2976 CHELSEA - Classic ankle boots - black

€200.00

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

Tommy HilfigerCORPORATE - Classic ankle boots - cocoa

€160.00

Brown leather Chelsea boot with a smooth finish, elastane side panels, and a multi-colored striped accent at the top. Rounded toe and black sole.

Designer

Paul SmithClassic ankle boots - brown

€475.00

Brown suede ankle boots with elastic side panels, rounded toe, and loop tab at the heel. Flat black rubber sole.

BOSSTAYIL - Classic ankle boots - dark brown

€199.00

New

Panama JackClassic ankle boots - bruin

€239.00

New

Jack & JonesJFWHOSKINS - Classic ankle boots - cognac

€90.00

Black leather ankle boot with elastic side panels, pull tab, rounded toe, and flat heel. Smooth texture and minimalistic design.

New

RYŁKOClassic ankle boots - schwarz

€164.99

Dark brown leather Chelsea boot with elastic side panel, pull tab at heel, and thick stitched sole against a plain background.

New

HESCHUNGTREMBLE - Classic ankle boots - moro

€645.00

Variations of this styleHow about these?

Deals, drops and trends

Manage your preferences

Content options

Zalando Apps:

You can also find us on

Deals, drops and trends

Manage your preferences

Content options

Zalando Apps:

You can also find us on

Variations of this style
How about these?