Zalando

Brown leather Chelsea boot with elastic side panels, pointed toe, and a smooth texture. Black base and subtle stitching detail.

-10%

Calvin KleinClassic ankle boots - bordeaux/black

£135.00 £149.99

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

-10%

GANTPREPDALE - Classic ankle boots - dark brown

£175.00 £194.99

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

-10%

VagabondALEX - Classic ankle boots - black

£139.00 £154.99

Designer

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

£165.00

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

up to -10%

BOSSCALEV - Classic ankle boots - dark brown

From£180.00 £199.99

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 Chelsea boot with elastic side panel, rounded toe, and a pull tab. Features a black rubber sole for grip.

-10%

VagabondANDREW - Classic ankle boots - java

£139.00 £154.99

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

-40%

Calvin KleinClassic ankle boots - dark brown

£90.00 £149.99

Black Chelsea boots made of smooth leather with elastic side panels, round toe, and textured rubber sole. Features a pull tab at the back.

-10%

Dr. Martens2976 MONO CHELSEA - Classic ankle boots - black smooth

£153.00 £169.99

Burgundy patent leather Chelsea boots with elastic side panels, brogue detailing, and black rubber sole. Features a pull tab for easy wear.

-10%

Steve MaddenSTANCIE - Classic ankle boots - burgundy box

£153.00 £169.99

ZignLEATHER - Classic ankle boots - brown

£49.99

BiancoCHELSEA JEFF - Classic ankle boots - brown

£135.00

Black leather ankle boot with low heel, rounded toe, pull tab at back, and smooth finish on plain white background.

BOSSTAYIL - Classic ankle boots - black

£239.00

Brown suede Chelsea boot with black elastic side panels and a low heel, featuring pull tabs on the back and a smooth black sole.

-10%

BlundstoneClassic ankle boots - brown

£166.00 £184.99

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

Designer

Polo Ralph LaurenASHER - Classic ankle boots - dark brown

£245.00

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

-10%

GeoxU WALK PLEASURE - Classic ankle boots - black

£153.00 £169.99

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

£395.00

Black leather Chelsea boot with a textured finish, elastic side panels, and a pull tab, featuring a low, flat rubber sole.

-10%

ClarksCLARKDALE EASY - Classic ankle boots - black

£117.00 £129.99

Black leather ankle boot with flat sole, side pull tab, and subtle textured finish on a plain light background.

-10%

BOSSCALEV - Classic ankle boots - black

£198.00 £219.99

Shiny dark brown leather Chelsea boot with elastic side panels, pull tabs at front and back, and a black rubber sole.

-10%

ZignClassic ankle boots - burgundy

£54.00 £59.99

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

Hackett LondonEGMONT CHELSEA - Classic ankle boots - dark brown

£239.99

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

£139.00 £154.99

Black leather ankle boot with elastic side panels, rounded toe, and a rugged rubber sole featuring deep treads for traction.

-10%

HUGODRAVEN - Classic ankle boots - black

£180.00 £199.99

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

Designer

Polo Ralph LaurenASHER - Classic ankle boots - dark brown

£245.00

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

Designer

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

£225.00

Black leather Chelsea boots with elastic side panels, a loop-tab for easy wear, and a rugged rubber sole with a textured grip.

Samsøe SamsøeFIRO - Classic ankle boots - black

£239.99

Brown leather dress shoe with a smooth finish, lace-up design, rounded toe, and a contrasting black rubber sole.

-10%

VagabondALEX - Smart lace-ups - java

£126.00 £139.99

Black leather Chelsea boot with elastic side panels, smooth finish, and a slight heel, displayed above a textured stone and wood surface.

-10%

GANTST FAIRKON - Classic ankle boots - black

£180.00 £199.99

Brown leather ankle boots with a smooth texture, pointed toe, and brown rubber sole, paired with light blue denim jeans.

Designer

R. M. WILLIAMSCRAFTSMAN UNISEX - Classic ankle boots - chestnut

£425.00

Brown leather ankle boot with elastic side panels, rounded toe, textured finish, and a looped pull tab at the back. Rubber sole.

-50%

GeoxSPHERICA - Classic ankle boots - coffee

£70.00 £140.00

Black leather ankle boots with a smooth finish, elastic side panels, and a loop tab on the shaft, set against a wooden surface.

ZignLEATHER - Classic ankle boots - black

£59.99

Black leather Chelsea boot with elastic side panels, textured finish, rounded toe, and a low stacked heel. Features a pull tab for easy wear.

Designer

Polo Ralph LaurenASHER LEATHER CHELSEA BOOT - Classic ankle boots - black

£245.00

Brown wool knit polo shirt with a buttoned placket, worn with brown wide-leg trousers and black leather shoes. Woven chair in background.

-10%

VagabondALEX - Lace-ups - black

£126.00 £139.99

Black leather Chelsea boot with elastic side panels, rounded toe, and low stacked heel. Features red pull tab and subtle branding on the side.

-10%

HUGOLYSANDER - Classic ankle boots - black

£180.00 £199.99

-10%

Selected HommeSLHTIM CHELSEA BOOT - Classic ankle boots - demitasse

£112.00 £124.99

Black suede Chelsea boot with elastic side panels and a loop tab. Flat sole with slight texture, rounded toe, and minimal stitching detail.

Designer

Polo Ralph LaurenRADFORD TALL BOOT - Classic ankle boots - black

£225.00

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

£59.99

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

-30%

Tommy HilfigerCORPORATE - Classic ankle boots - cocoa

£105.00 £149.99

Black leather Chelsea boot with elastic side panels, pull tab, rounded toe, and rugged sole featuring traction grooves.

-10%

Marc O'PoloMODEL RONY - Classic ankle boots - black

£153.00 £169.99

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

New

ZignLEATHER - Classic ankle boots - dark brown

£59.99

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

BirkenstockHIGHWOOD SLIP ON MID M LENA CHOCOLATES - NARROW - Classic ankle boots - marron

£169.99

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

-10%

Copenhagen StudiosClassic ankle boots - chocolate

£220.00 £244.99

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

New

VagabondANDREW - Classic ankle boots - black

£154.99

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

-40%

Tommy HilfigerVOGUE - Classic ankle boots - legacy brown

£96.00 £159.99

Black leather ankle boot with a pointed toe, smooth texture, minimalistic design, and a small heel. Features a pull tab on the back.

New

Calvin KleinClassic ankle boots - triple black

£159.99

Black leather ankle boot with elastic side panels, textured rubber sole, rounded toe, and a pull tab at the heel.

BirkenstockHIGHWOOD SLIP ON MID M LENA BLACKN - REGULAR - Classic ankle boots - black

£169.99

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Variations of this style
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