Zalando

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

ZignLEATHER - Classic ankle boots - brown

£49.99

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

Brown suede ankle boot with black elastic side panels, pull tabs, and a durable rubber sole. Features a smooth texture and rounded toe.

-10%

Blundstone1911 ORIGINALS SERIES - Classic ankle boots - tobacco

£148.00 £164.99

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

Brown suede Chelsea boot with black elastic side panel, pull tab at heel, and black rubber sole with tread.

New

LeeGENE MEN MID - Classic ankle boots - chestnut

£64.99

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

-9%

Pier OneClassic ankle boots - tan

£39.00 £42.99

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

-10%

Blundstone1308 RUSTIC DRESS SERIES - Classic ankle boots - brown

£126.00 £139.99

New

BirkenstockHIGHWOOD MID - Classic ankle boots - dark tea

£169.99

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

Brown suede chelsea boot with elastic side panels, rounded toe, and textured rubber sole featuring traction patterns for grip.

BirkenstockHIGHWOOD SLIP ON MEN REGULAR - Classic ankle boots - taupe

£169.99

Brown leather Chelsea boot with elastic side panels, textured finish, round toe, contrasting yellow stitching, and a pull tab.

-10%
Mix and match

Dr. Martens2976 UNISEX - Classic ankle boots - cashew ambassador

£153.00 £169.99

Brown leather Chelsea boot with elastic side panels, round toe, black rubber sole, and pull tab at the back for easy wear.

-9%

Pier OneUNISEX - Ankle boots - brown

£31.00 £33.99

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

-10%

ZignLEATHER - Classic ankle boots - brown

£54.00 £59.99

Man wearing blue denim shorts, white crew socks, and brown leather lace-up casual shoes standing against a plain background.

up to -15%

CamperANFIBI - Lace-up ankle boots - brown

From£115.00 £134.99

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

-10%

Blundstone500 STOUT ORIGINALS SERIES - Classic ankle boots - brown

£117.00 £129.99

-10%

GeoxHENREYS - Classic ankle boots - light brown

£117.00 £129.99

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

New

Selected HommeSLHTIM - Classic ankle boots - demitasse

£124.99

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%

ShepherdEMANUEL - Classic ankle boots - brown

£157.00 £174.99

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

Brown suede Chelsea boot with brown elastic side panel, pull tab at heel, and light brown rubber sole on plain background.

-10%

Marco TozziClassic ankle boots - mocca

£63.00 £69.99

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

New

BirkenstockHIGHWOOD SLIP ON - Classic ankle boots - brown

£169.99

Brown leather ankle boot with elastic side panels, smooth texture, rounded toe, and a contrasting brown rubber sole. No visible hardware.

-10%

GlobeDOVER II - Classic ankle boots - brown

£153.00 £169.99

Brown leather lace-up ankle boot with a textured finish, yellow stitching, and a sturdy sole. Features a pull tab at the back.

-10%
Mix and match

Dr. Martens1460 PASCAL UNISEX - Lace-up ankle boots - cashew ambassador

£153.00 £169.99

-10%

Steve MaddenBRANTLEY - Classic ankle boots - olive

£153.00 £169.99

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

Blundstone1615 ORIGINALS SERIES - Classic ankle boots - olive

From£139.99

-11%

Jack & JonesJFWFENCHURCH CHELSEA BOOT - Classic ankle boots - cognac

£49.00 £54.99

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

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

£59.99

Brown polished leather ankle boot with laces, hovering above a light cracked concrete floor with blurred plants and window in background.

-11%

ClarksALDWIN CHUKKA - Lace-up ankle boots - mid tan

£76.00 £84.99

Panama JackClassic ankle boots - bruin

£199.99

Suede brown Chelsea boot with elastic side panels, pull tab, curved toe, and flat rubber sole. Smooth texture with a matte finish.

-26%

ZignLEATHER - Classic ankle boots - taupe

£37.00 £49.99

Brown suede ankle boot with beige rubber sole, lace-up front, and stitching detail along the edge, displayed against a natural background.

New

SorelSLABTOWN 62 STOIC MID - Lace-up ankle boots - tan/bleached ceramic

£144.99

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

-11%

Pier OneLEATHER - Classic ankle boots - brown

£49.00 £54.99

-10%

VansMTE MID SLIP INSULATED UNISEX - Classic ankle boots - black/marshmallow

£94.00 £104.99

Brown suede ankle boot with mesh side panels, flat gray sole, and a pull tab at the back for easy wear. Simple and modern design.

-11%

Pier OneClassic ankle boots - dark brown

£31.00 £34.99

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 finish, and rugged black rubber sole. Distinctive pull tab at the back.

New

ZignLEATHER - Classic ankle boots - dark brown

£69.99

Hot Drops
-10%

TimberlandNELSON - Winter boots - dark brown/olive

£135.00 £149.99

-10%

Panama JackBURTON - Classic ankle boots - chestnut

£180.00 £199.99

Beige suede Chelsea boot with elastic side panels, rounded toe, and tan rubber sole. Features a pull tab for easy wear.

up to -10%

BOSSKOPE - Classic ankle boots - medium beige

From£157.00 £174.99

Brown leather Chelsea boots with elastic side panels and pull tabs, featuring a textured finish and rugged black rubber sole.

-9%

Pier OneClassic ankle boots - dark brown

£40.00 £43.99

Navy suede Chelsea boot with elastic side panels and a pull tab. Black rubber sole with a textured finish for grip and durability.

-10%

Calvin Klein JeansCOMBAT CHELSEA BOOT - Classic ankle boots - universe blue

£135.00 £149.99

ZignLEATHER - Classic ankle boots - sand

£49.99

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Variations of this style
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