Zalando

Brown leather Chelsea boot with elastic side panels, a pull tab, and a black rubber sole featuring a textured grip for traction.

GeoxClassic ankle boots - coffee

From€144.95

Brown suede Chelsea boots with elastic side panels, rounded toe, and a pull tab. Features a flat black sole and contrast stitching.

Deal

Hackett LondonClassic ankle boots - dark brown

€229.50

Last lowest price:€270.00-15%

Brown leather Chelsea boots with elastic side panels, rounded toe, and black rubber sole featuring prominent treads. Pull tabs on top edges.

RYŁKOClassic ankle boots - brown

€169.99

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

Blundstone558 VOLTAN CLASSICS SERIES - Classic ankle boots - voltan black

From€199.90

Brown leather ankle boot with elastic side panels, textured finish, black rubber sole, and pull tab at heel for easy wear.

Blundstone584 RUSTIC WARM AND DRY - Classic ankle boots - rustic brown

€219.95

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

CamperDEAN - Classic ankle boots - schwarz/braun

€220.00

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

€189.95

BirkenstockHIGHWOOD SLIP ON MID M LENA CHOCOLATEN - REGULAR - Classic ankle boots - brown

€189.95

Black leather ankle boot with a smooth finish, elastic side panels, rubber sole, and a loop tab for easy wear, displayed on a wooden surface.

SalamanderSPEYER COMFORT - Classic ankle boots - brown

From€129.95

Black leather Chelsea boot with chunky sole, elastic side panels, and brown pull tab, shown against a plain light background.

BirkenstockPRESCOTT - Classic ankle boots - schwarz

€219.95

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

Deal

Melvin & HamiltonRON - Classic ankle boots - brown/navy

From€212.95

Regular price:€249.95up to-15%

Brown leather Chelsea boot with elastic side panels, a pull tab, and a rugged black rubber sole featuring a textured tread pattern.

CamperBRUTUS - Classic ankle boots - dunkelbraun

From€210.00

TimberlandBRITTON ROAD - Classic ankle boots - medium brown

From€169.95

Brown leather Chelsea boots with green elastic side panels and a pull tab, featuring a sturdy rubber sole and sleek design.

Deal

BarbourBARBOUR HALE CHELSEA BOOT - Classic ankle boots - tan

€170.95

Last lowest price:€189.95-10%

ClarksBADBURY EASY - Classic ankle boots - black leather

€119.95

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

TimberlandBRITTON ROAD - Classic ankle boots - black full grain

€169.95

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

Deal

GeoxSPHERICA - Classic ankle boots - coffee

€134.95

Regular price:€150.00-10%

Brown leather chelsea boots with a textured finish, paired with light blue tapered pants, featuring a simple hem. Sole has a lug pattern.

Floris van BommelClassic ankle boots - brown

€289.95

Brown suede ankle boot with elastic side panels, textured sole, and pull tab; displayed above a wooden surface with a grassy background.

Pier OneLEATHER - Classic ankle boots - chocolate brown

€59.99

Brown suede Chelsea boots with elastic side panels, a pull tab, and a black rubber sole. Smooth texture with a rounded toe design.

Steve MaddenHATTON - Classic ankle boots - brown

€169.95

Brown suede ankle boots with elastic side panels and rugged rubber soles, paired with fitted navy blue pants.

Floris van BommelSTURDI - Classic ankle boots - darkbrown

€269.95

KazarKILLIANOS - Classic ankle boots - brown

€165.00

Brown leather chelsea boot featuring elastic side panels, pull tabs, and a black rubber sole with a textured tread for grip.

BlundstoneBLUNDSTONE 550 WALNUT BROWN LEATHER CLASSICS SERIES - Classic ankle boots - rustic brown

From€199.95

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

Deal

BOSSCALEV - Classic ankle boots - dark brown

From€206.95

Regular price:€229.95up to-10%

Brown suede Chelsea boot with black elastic side panel, black pull tab, and rugged black sole, shown from the outer side.

GeoxClassic ankle boots - military c

€120.00

Brown leather Chelsea boot with elastic side panels and a pull tab. Features a textured surface and a rugged, grooved rubber sole.

SchmooveClassic ankle boots - marron foncé

€209.00

Black leather chelsea boots with elastic side panels, pull tabs, and rubber soles featuring a textured finish and a brown wooden heel.

Deal

Panama JackBURTON IGLOO - Classic ankle boots - black

€224.95

Regular price:€249.95-10%

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

Deal

GANTST FAIRKON - Classic ankle boots - black

€170.95

Regular price:€189.95-10%

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

Deal

Hackett LondonEGMONT CHELSEA - Classic ankle boots - dark brown

From€229.95

Regular price:€269.95up to-15%

Brown leather Chelsea boot with elastic side panels, textured finish, and rugged black rubber sole. Distinctive pull tab at the back.

ZignLEATHER - Classic ankle boots - dark brown

€79.99

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

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

€159.95

Brown suede ankle boot with a rounded toe and elastic side panels. Features a black textured accent and a pull tab on the back. Black sole.

GANTBOGGAR - Classic ankle boots - warm khaki

€169.95

Men’s dark gray suede Chelsea boot with black elastic side panel and rugged sole, shown from the outer side on white background.

Marc O'PoloCHELSEA AUS EDLEM - Classic ankle boots - dark graphite

€149.95

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

Deal

BirkenstockHIGHWOOD LACE MID M LENA CHOCOLATEN - REGULAR - Lace-up ankle boots - chocolate

€169.95

Regular price:€199.95-15%

Brown leather Chelsea boot with elastic side panels, rounded toe, and green pull tab. Features contrasting stitching and a black rubber sole.

Designer

Polo Ralph LaurenRADFORD TALL BOOT - Classic ankle boots - light java

€235.00

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

ClarksCLARKDALE EASY - Classic ankle boots - black

From€159.95

Black leather Chelsea boots with side elastic panels, thick rubber sole, pull tabs, and metallic branding on the heel.

New

ReplaySATURN CRAZY - Classic ankle boots - black

€179.95

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

From€229.95

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

€235.00

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

€189.95

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

Deal

Panama JackClassic ankle boots - braun

From€224.95

Regular price:€249.95up to-10%

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

Deal

Dr. MartensClassic ankle boots - gaucho

From€135.95

Regular price:€169.95up to-20%

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

BelstaffROEBUCK - Classic ankle boots - dark brown

€374.95

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

BataClassic ankle boots - marrone

€105.99

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

€175.00

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

Melvin & HamiltonRON 5 - Classic ankle boots - olive

From€229.95

Dark brown suede ankle boots with brogue detailing, elastic side panels, and rubber soles, paired with light-colored, fitted pants.

KazarADAN - Classic ankle boots - brown

€165.00

Brown leather ankle boot featuring a smooth texture, elastic side panel, pull tabs, and a rubber sole with grip patterns, set on a blue rug.

Deal
New

GANTBLISDOR - Classic ankle boots - dark brown

From€142.95

Last lowest price:€189.95up to-25%

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Deals, drops and trends

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Content options

Zalando Apps

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Variations of this style
How about these?