Zalando

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

-10%

BirkenstockHIGHWOOD SLIP ON MEN REGULAR - Classic ankle boots - taupe

£153.00 £169.99

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

NubikkTUCSON RAI - Classic ankle boots - dark grey

£174.99

-10%

Steve MaddenBRANTLEY - Classic ankle boots - olive

£153.00 £169.99

Brown suede Chelsea boot with elastic side panels, rounded toe, and rugged sole. Includes a pull tab at the back for easy wear.

ZignClassic ankle boots - dark brown

£59.99

Dark gray suede ankle boot with black elastic side panel and thick ridged black sole, photographed on a white background.

Designer
New

The AntipodeBEATLES - Classic ankle boots - dark gray

£435.00

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

ZignLEATHER - Classic ankle boots - brown

£49.99

New

BirkenstockHIGHWOOD MID - Classic ankle boots - dark tea

£169.99

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

Black wool coat with a single button, grey turtleneck, dark denim pants, and grey boots, standing against a plain white background.

ZignClassic ankle boots - grey

£59.99

Brown suede Chelsea boots with a rounded toe, elastic side panels, and a textured rubber sole. Features a pull tab at the back.

Copenhagen StudiosClassic ankle boots - chocolate

£199.99

New

Massimo DuttiClassic ankle boots - dark brown

£159.00

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

Beige suede Chelsea boot with elastic side panels, a pull tab, and a black rubber sole. Sleek, rounded toe design.

-10%

Calvin Klein JeansCOMBAT CHELSEA BOOT - Classic ankle boots - moon rock

£135.00 £149.99

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

Brown suede Chelsea boot with elastic side panels, a loop tab at the heel, and a beige rubber sole. Smooth texture and slender silhouette.

-40%

ClarksCLARKDALE EASY - Classic ankle boots - dark brown

£78.00 £129.99

Brown suede Chelsea boot with elastic side panels and a pull tab. Features a rounded toe and a flat rubber sole for stability.

-10%

BOSSCALEV - Classic ankle boots - medium beige

£180.00 £199.99

Black suede ankle boot with elastic side panels, textured grey sole, rounded toe, and a pull tab at the back for easy wear.

New

ALDOZEDDYY - Classic ankle boots - dark brown

£119.99

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

Tan suede Chelsea boot with black elastic side panel and low black heel, shown from the outer side on a white background.

-15%

AllSaintsBLOOM - Classic ankle boots - stone grey

£170.00 £199.99

Stylish black Chelsea boot featuring textured leather, a rubber sole, and elastic side panels for easy wear.

CamperDEAN - Classic ankle boots - schwarz/braun

£185.00

Brown leather ankle boot with elastic side panel, pull tab, and chunky rubber sole.

New

Copenhagen StudiosClassic ankle boots - chocolate

£244.99

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

Designer

PS Paul SmithAUGUSTUS - Classic ankle boots - black

£235.00

Brown suede Chelsea boot with elastic side panels and a pull tab, featuring a rounded toe and a flat rubber sole.

Calvin KleinClassic ankle boots - dark brown

£149.99

Brown suede Chelsea boots with a pull tab, contrasting elastic side panel, and a thick black rubber sole featuring a lug pattern.

New

ReplaySANDTOWN CHELSEA - Classic ankle boots - taupe

£134.99

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

-10%

VagabondANDREW - Classic ankle boots - java

£139.00 £154.99

Black leather Chelsea boots with elastic side panels and a pull tab. Rounded toe and flat rubber sole, showcasing a smooth finish.

ZignLEATHER - Classic ankle boots - black

£49.99

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

Tan suede ankle boot with a brown elastic side panel, pull tabs, and a textured rubber sole for grip. Clean design with stitching details.

-10%

Pier OneClassic ankle boots - beige

£36.00 £39.99

Brown suede Chelsea boot with black elastic side panel, black sole, and heel pull tab, shown against a plain light background.

-30%

Steve MaddenZHANE - Classic ankle boots - taupe

£119.00 £169.99

Black leather Chelsea boot with textured surface, elastic side panels, and a pull tab. Features a durable sole with a slight elevation.

up to -40%

GeoxHENREYS - Classic ankle boots - black

From£78.00 £129.99

Brown suede Chelsea boot with elastic side panels and a black band featuring the word "SCOTCH" in red. Flat sole and rounded toe design.

-10%

Scotch & SodaPICARO 1B - Winter boots - cognac

£126.00 £139.99

Beige suede Chelsea boot with elastic black side panels, pull tab, rounded toe, sturdy rubber sole, and stitching detail along the edge.

-10%

Tommy HilfigerClassic ankle boots - coastal taupe

£126.00 £139.99

Black leather Chelsea boot featuring elastic side panels, pull tabs, round toe, and a low block heel. Smooth texture with minimal detailing.

New

Blundstone1901 CITY DRESS - Classic ankle boots - black

£184.99

Tan suede ankle boot with elastic side panels and a pull tab. Features a textured upper, flat heel, and a contrasting subtle stitched sole.

-11%

Pier OneClassic ankle boots - beige

£31.00 £34.99

-11%

ZignClassic ankle boots - brown

£49.00 £54.99

Brown suede Chelsea boot with elastic side panels, rounded toe, and rugged black sole. Features a pull tab at the back for easy wear.

New

BOSSJULYO - Classic ankle boots - medium beige

£219.99

Black leather ankle boot with elastic side panels, rounded toe, and a tan rubber sole. Smooth texture and sleek design with minimal detailing.

Calvin KleinHYBRID CUP - Classic ankle boots - after dark

£159.99

-10%

GANTFAIRKON - Classic ankle boots - tobacco brown

£171.00 £189.99

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

£164.99

Brown leather ankle boots with elastic side panels and a pull tab. Features a durable rubber sole and a smooth finish.

-10%
New

BarbourBARBOUR HALE CHELSEA BOOT - Classic ankle boots - dark brown

£148.00 £164.99

Navy suede ankle boot with elastic side panels, a pull tab, rounded toe, and a black rubber sole. Smooth texture with minimal detailing.

Designer

PS Paul SmithAUGUSTUS - Classic ankle boots - navy

£235.00

Brown suede Chelsea boot with elastic side panels, rounded toe, and a pull tab. Features a low, flat rubber sole. Simple and sleek design.

Designer

PS Paul SmithAUGUSTUS - Classic ankle boots - brown

£235.00

Black suede Chelsea boot with elastic side panels, rounded toe, textured rubber sole, and a small pull tab detailing in red, white, and blue.

-11%

Pier OneClassic ankle boots - black

£31.00 £34.99

Brown leather Chelsea boots with elastic side panels, rounded toe, pull tab, and a textured rubber sole. Classic design with minimal detailing.

V.GANAUBER CHELSEA - Classic ankle boots - brown

£90.99

Dark brown suede Chelsea boot with elastic side panels, pull tab at the back, and a low rubber sole.

up to -18%

GeoxMASSIMIANO - Classic ankle boots - dark brown

From£90.00 £109.99

Brown suede Chelsea boot with elastic side panels, a pull tab, and a durable rubber sole. Features a rounded toe and stitched detailing.

-11%

Pier OneClassic ankle boots - brown

£31.00 £34.99

Brown suede Chelsea boot with elastic side panels and a loop tab. Flat rubber sole, rounded toe, and textured fabric detail on sides.

-11%

Pier OneLEATHER - Classic ankle boots - brown

£49.00 £54.99

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Variations of this style
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