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

Designer

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

£165.00

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

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

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

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 black rubber sole. Smooth texture with minimal detailing.

-30%

Tommy HilfigerClassic ankle boots - winter cognac

£112.00 £159.99

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

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 elastic side panels, rounded toe, pull tab, and a textured finish. Black rubber sole for grip.

-10%

ZignLEATHER - Classic ankle boots - dark brown

£63.00 £69.99

Brown leather Chelsea boot with a textured finish, elastic side panels, and a pull tab. Features a rubber sole for traction.

-10%

BOSSTAYIL - Classic ankle boots - medium brown

£216.00 £239.99

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

-11%

ZignLEATHER - Classic ankle boots - burgundy

£49.00 £54.99

ZignLEATHER - Classic ankle boots - brown

£49.99

-40%

Calvin KleinLace-up ankle boots - cocoa brown

£90.00 £149.99

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

HESCHUNGTREMBLE - Classic ankle boots - moro

£550.00

-10%

bugattiBALDOR - Lace-up ankle boots - brown

£94.00 £104.99

Brown leather Chelsea boot with elastic side panels, rounded toe, pull tab, and flat sole. Smooth texture, minimal detailing, classic design.

-10%

Hackett LondonMASON CRUST - Classic ankle boots - dark brown

£220.00 £244.99

Brown leather Chelsea boot with black elastic side panels, rounded toe, and a low heel, set against a textured wooden and gravel background.

-10%

GANTST FAIRKON - Classic ankle boots - dark brown

£180.00 £199.99

-10%

JOOP!KLEITOS - Classic ankle boots - downtown brown

£135.00 £149.99

Black leather Chelsea boot with brogue detailing, elastic side panels, a pull tab, and a smooth finish on a low block heel.

-10%

Melvin & HamiltonMARTIN 5 - Classic ankle boots - black

£180.00 £199.99

Black leather Chelsea boot with elastic side panels, rounded toe, and pull tab at the back. Smooth texture with a sleek design.

-10%

Melvin & HamiltonCLINT - Classic ankle boots - black

£198.00 £219.99

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

-10%

GANTST FAIRKON - Classic ankle boots - cognac

£180.00 £199.99

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

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

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

Brown leather Chelsea boot with elastic side inserts, pull tab, rounded toe, and textured black rubber sole. Minimalistic design, no visible patterns.

-30%

Tommy HilfigerClassic ankle boots - cognac

£105.00 £149.99

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

-10%

Dr. Martens2976 CHELSEA - Classic ankle boots - gaucho

£135.00 £149.99

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

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

-10%

VagabondALEX - Classic ankle boots - java

£139.00 £154.99

Brown leather Chelsea boot with elastic side panels and a pointed toe, displayed against a wooden table with green background.

-11%

Pier OneLEATHER - Classic ankle boots - cognac

£49.00 £54.99

Black leather Chelsea boot with elastic side panels, rounded toe, and textured rubber sole. Features a pull tab on the back.

JOOP!PERO DANIEL - Classic ankle boots - black

£159.99

Brown leather Chelsea boot with elastic side panel, round toe, and a pull tab. Flat rectangular heel and textured rubber sole.

-30%

Tommy HilfigerCLEATED CHELSEA - Classic ankle boots - winter cognac

£112.00 £159.99

Designer

Paul SmithMEN'S NIK - Classic ankle boots - brown

£495.00

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

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

-10%

GANTST FAIRKON - Classic ankle boots - tobacco brown

£171.00 £189.99

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.

-30%

Tommy HilfigerClassic ankle boots - legacy brown

£105.00 £149.99

Brown leather ankle boot with brogue detailing, round toe, eyelet lace-up closure, and a textured rubber sole.

Designer

Polo Ralph LaurenMARTELLI LEATHER WINGTIP BOOT - Lace-up ankle boots - dark brown

£375.00

Black leather ankle boot with a sleek design, pointed toe, and minimal stitching. Features a low stacked heel and smooth texture.

-10%

ALDOCALIX - Classic ankle boots - black

£153.00 £169.99

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 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

Black leather ankle boots featuring elastic side panels, a smooth finish, rounded toe, and a low stacked heel.

AllSaintsBLOOM - Classic ankle boots - black

£199.99

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

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 ankle boot with a round toe, lace-up design, contrasting textured sole, and minimal stitching details.

GeoxU WALK PLEASURE - Lace-up ankle boots - black

£169.99

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 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

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Variations of this style
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