Zalando

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

£165.00

Black leather Chelsea boot with elastic side panels, a rounded toe, and a thick, rugged sole. Features a pull tab for easy wear.

-10%

TimberlandBRITTON ROAD - Classic ankle boots - black full grain

£135.00 £149.99

Brown leather Chelsea boot with elastic side panels, textured black accents, rounded toe, and yellow stitching on the sole.

-10%

Dr. MartensClassic ankle boots - gaucho

£126.00 £139.99

Black leather Chelsea boot with elastic side panels, pull tab, rugged rubber sole, and stitched detailing. Smooth texture throughout.

-10%

BlundstoneUNISEX - Classic ankle boots - black

£148.00 £164.99

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.

-10%

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

£153.00 £169.99

Brown suede ankle boot with black elastic side panels, rounded toe, and a pull tab at the back. Flat black rubber sole.

New

Massimo DuttiClassic ankle boots - brown

£169.00

Brown leather Chelsea boot with black elastic side panels, rounded toe, and textured rubber sole. Features a pull tab for easy wear.

-10%

Marc O'PoloMODEL RONY - Classic ankle boots - dark brown

£153.00 £169.99

Black leather Chelsea boot with yellow stitching floating above a shiny metallic silver tufted surface.

-10%

Dr. Martens2976 UNISEX - Classic ankle boots - black ambassador

£153.00 £169.99

Black ankle boot made of smooth material with subtle stitching, a rubber sole, and a sleek design, positioned above a wooden-textured surface.

-10%

Calvin Klein JeansCOMBAT CHELSEA BOOT - Classic ankle boots - triple black

£135.00 £149.99

Brown leather Chelsea boot with elastic side panels, textured finish, and sturdy black rubber sole with notches for grip.

Les DeuxTRAIS GRAIN UNISEX - Classic ankle boots - brown

£199.99

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

-10%

Tommy HilfigerVOGUE - Classic ankle boots - legacy brown

£144.00 £159.99

New

BirkenstockHIGHWOOD SLIP ON - Classic ankle boots - brown

£169.99

Black leather Chelsea boot with elastic side panels, round toe, and rubber sole. Features a pull tab on the back for easier wear.

-10%

Dr. MartensGRAEME UNISEX - Classic ankle boots - black

£153.00 £169.99

Brown leather ankle boot with elastic side panels, pull tabs, and a textured upper. Vibram sole features deep treads for traction.

Blundstone1910 ORIGINALS - Classic ankle boots - olive

From£139.99

Black leather Chelsea boot with elastic side panels, yellow stitching detailed along the sole, and a pull tab on the back. Rubber sole.

-10%

Dr. MartensEMBURY UNISEX - Classic ankle boots - gunmetal/saddleback

£126.00 £139.99

Brown leather ankle boots with black rubber soles, yellow stitching, and a pull tab. Features round laces and a sleek, rounded toe design.

-10%

Dr. MartensBROOKLINE UNISEX - Classic ankle boots - dark brown

£117.00 £129.99

Brown leather chelsea boot with elastic side panels, pull tabs at the top, and a durable rubber sole, featuring a smooth finish.

-10%

BlundstoneClassic ankle boots - braun

£148.00 £164.99

-25%

HUGOURIAN - Classic ankle boots - black

£150.00 £199.99

Brown leather Chelsea boot with elastic side panels, rounded toe, pull tab, and a low stacked heel. Smooth texture with minimal stitching accents.

Designer
New

Polo Ralph LaurenASHER - Classic ankle boots - dark brown

£245.00

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

£169.99

Brown leather ankle boot with elastic side panels and loop tabs, featuring a textured surface and a durable black rubber sole.

BlundstoneCLASSIC 550 SERIES UNISEX - Classic ankle boots - brown

£184.99

Brown leather ankle boot featuring elastic side panels, pull tab, and a durable black rubber sole with traction. Smooth surface texture.

New

VagabondCAMERON - Classic ankle boots - java

£164.99

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

BOSSCALEV - Classic ankle boots - dark brown

From£199.99

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

-10%

GANTBLISTOWN - Classic ankle boots - desert brown

£148.00 £164.99

Brown leather Chelsea boot featuring elastic side panels, pull tab, cushioned sole, and rugged tread for traction.

-10%

TimberlandBRITTON ROAD - Classic ankle boots - rust

£139.00 £154.99

-10%

ShepherdEMANUEL - Classic ankle boots - brown

£157.00 £174.99

Brown leather ankle boot with elastic side panels, rounded toe, and black rubber sole. Subtle texture and stitching details.

-10%

Blundstone1308 DRESS - Classic ankle boots - brown

£126.00 £139.99

Brown leather ankle boots with elastic side panels, flat rubber sole, and pull tab. Smooth texture and minimalist design.

-20%

GlobeDOVER II - Classic ankle boots - dark brown

£80.00 £99.99

Black leather Chelsea boot with elastic side panels, yellow stitching, and a textured rubber sole. Features a pull tab for easy wear.

Mix and match

Dr. Martens2976 CHELSEA - Classic ankle boots - black

£169.99

-10%

BlundstoneUNISEX - Classic ankle boots - brouge brown

£175.00 £194.99

Brown leather Chelsea boot with elastic side panels, loop pull tab, and a low stacked heel. Smooth texture and sleek silhouette.

-10%

Hackett LondonEGMONT CHELSEA - Classic ankle boots - dark brown

£216.00 £239.99

Brown wool blend coat with large buttons and two front pockets, paired with a dark shirt and textured gray trousers. Black ankle boots complete the look.

up to -10%

BOSSJULYO CHEB - Classic ankle boots - black

From£198.00 £219.99

Brown leather Chelsea boot with elastic side panels, a sturdy rubber sole, and a smooth texture. Features a pull tab for easy wear.

-10%

Panama JackClassic ankle boots - braun

£189.00 £209.99

Brown suede ankle boot with a rounded toe, elastic side panels, and a pull tab. Features a brown sole and striped accent at the top.

-10%

Tommy HilfigerClassic ankle boots - legacy brown

£135.00 £149.99

-10%

Panama JackBURTON - Classic ankle boots - chestnut

£180.00 £199.99

Dark brown suede Chelsea boot with elastic side panels, rounded toe, and a black rubber sole. Features a pull tab for easy wearing.

BOSSCALEV - Classic ankle boots - dark brown

£199.99

Brown suede Chelsea boot with elastic side panels and a thick rubber sole. Minimalist design with a smooth texture and stitched accents.

BirkenstockClassic ankle boots - dark tea

£169.99

Black leather chelsea boots featuring a textured finish, elastic side panels, and a sturdy rubber sole. Subtle branding on the heel.

-10%

Calvin Klein JeansCOMBAT - Classic ankle boots - triple black

£135.00 £149.99

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

£225.00

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

-10%

Melvin & HamiltonRON 5 - Classic ankle boots - olive

£180.00 £199.99

Black leather ankle boots with a smooth finish, rounded toe, and elastic side panels, paired with rolled black denim trousers.

VagabondALEX - Classic ankle boots - black

£154.99

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

-10%

Tommy HilfigerCORPORATE - Classic ankle boots - cocoa

£135.00 £149.99

Chelsea boot made of smooth black leather with brown elastic side panels, contrasting stitching, and a textured rubber sole.

-10%

Blundstone500 ORIGINALS - Classic ankle boots - brown

£117.00 £129.99

-10%

Steve MaddenBRANTLEY - Classic ankle boots - olive

£153.00 £169.99

Black chelsea boots featuring smooth leather and suede accents, elastic side panels, rounded toe, and pull tabs for easy wear.

-10%

Scotch & SodaPICARO 2B - Classic ankle boots - black

£135.00 £149.99

Brown leather ankle boots with a textured finish, featuring round laces, a pull tab, and a rubber sole for traction.

BirkenstockHIGHWOOD LACE REGULAR - Lace-up ankle boots - chocolate

£179.99

-10%

Steve MaddenHENRIES - Classic ankle boots - black

£162.00 £179.99

Brown leather Chelsea boot with blue elastic side panels, round toe, pull tab, and textured detailing on the heel and sole.

-10%

Melvin & HamiltonRON - Classic ankle boots - brown/navy

£198.00 £219.99

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?