Singles' Day: save 22% on many styles! Code: 2025SINGLE >>

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46 items
GO TO TOPGo to toparrow_up
Black leather ankle boot with gold hardware, embossed floral pattern, round toe, lace-up front, and rugged sole. Elevated design element on heel.
  • 22%

GuessORANDA - Lace-up ankle boots - black

From€164.95

Black chelsea boots with embossed golden floral pattern, rubber sole, and elastic side panels, displayed against a tiled background.
  • 22%
  • Deal

GuessLEANNA - Classic ankle boots - black/brown

€138.95

Regular price:€154.95-10%

Black leather ankle boot with three adjustable buckle straps, textured accents, round toe, chunky rubber sole, and metallic logo detail.
  • 22%
  • Deal

GuessSALVO - Cowboy/biker ankle boot - black

€157.95

Regular price:€184.95-15%

Black leather ankle boot with a brown patterned side, silver hardware accent, round toe, and rugged sole. Features laces and a strap design.
  • 22%

GuessORANDA - Lace-up ankle boots - black/brown

From€164.95

Ivory ankle boot with a textured finish, silver buckle strap, lace-up design, and chunky sole, positioned above a stone pathway.
  • 22%
  • Deal

GuessYANZY2 - Lace-up ankle boots - ivory

€136.50

Regular price:€175.00-22%

Black leather ankle boot with a chunky sole, gold eyelets, and reinforced stitching. Features a pull tab for easy wear.
  • 22%
  • Deal

GuessFIONAA - Platform ankle boots - black

€147.95

Regular price:€184.95-20%

Black leather ankle boot with a sturdy rubber sole, laces, and a silver buckle accent featuring the word "GUESS." Textured surface and sleek design.
  • 22%
  • Deal

GuessYANZY - Platform ankle boots - black

€148.20

Originally:€190.00

Last lowest price:€152.00-3%

White ankle boots with a floral embossed design, lace-up closure, side strap featuring a gold logo, and a rugged sole for traction.
  • 22%
  • Deal

GuessORANDA - Lace-up ankle boots - ivory

From€147.95

Regular price:€164.95up to-10%

Black ankle boot with textured leather, gold hardware, three buckle straps, a round toe, and a chunky rubber sole, featuring an embossed logo.
  • 22%
  • Deal

GuessSALVO - Cowboy/biker ankle boot - black/brown

€165.95

Regular price:€184.95-10%

Black high-top leather sneaker boot with thick white sole, lace-up front, and decorative silver logo on the ankle.
  • 22%
  • Deal

GuessBENZON - Lace-up ankle boots - black

€147.95

Regular price:€164.95-10%

High-top brown and black patterned boot with thick white sole, brown laces, and decorative gold emblem on side.
  • New

GuessBENZON - Lace-up ankle boots - light brown

€165.00

Tan ankle boots with a patterned brown textile panel, round toe, padded collar, and chunky, textured rubber sole. Gold-tone hardware accents.
  • New

GuessPlatform ankle boots - light brown

€179.99

Black and white tweed ankle boots with a glossy black leather toe, chunky sole, gold hardware accents, and side zipper with chain detail.
  • 22%
  • Deal

GuessFIORELO - Lace-up ankle boots - black/white

€165.95

Regular price:€184.95-10%

Black leather ankle boot with lace-up front, metal buckle strap, textured toe cap, and chunky sole, set against a patterned stone background.
  • 22%
  • Deal

GuessSADIKA - Platform ankle boots - black

€156.95

Regular price:€174.95-10%

Black ankle boot with textured sides, pointed toe, and a low heel. Features a gold accent with "GUESS" on the heel. Set on a patterned tile surface.
  • 22%
  • Deal

GuessLANNA - Cowboy/biker ankle boot - black

€146.95

Regular price:€194.95-25%

Black Chelsea boots made of smooth leather with elastic side panels, a pull tab, and a thick rubber sole with treads.
  • 22%
  • Deal

GuessFERGIE - Boots - black

€156.95

Last lowest price:€174.95-10%

Black leather boot featuring a pointed toe, thick rubber sole with tread, and metal logo accent. Set against a wooden and gravel surface.
  • 22%
  • Deal

GuessBADA - Platform ankle boots - black

€197.95

Regular price:€219.95-10%

Tan leather lace-up boot with rugged sole, dark brown padded collar printed with logos, and "GUESS" embossed on the side.
  • 22%
  • Deal

GuessSIRO - Lace-up ankle boots - ochre

From€136.50

Originally:€175.00

Last lowest price:€174.95up to-22%

Black leather ankle boot with pointed toe and small heel. Features a gold chain accent on the ankle. Surrounded by a textured stone surface.
  • 22%
  • Deal

GuessPAISLIE - Classic ankle boots - schwarz

€148.20

Last lowest price:€190.00-22%

Black Chelsea boots with elastic side panels, smooth matte finish, and a thick sole. Features a pull tab for easy wear. Minimalistic design.
  • 22%
  • Deal

GuessELKO - Classic ankle boots - black

From€138.95

Last lowest price:€154.95up to-10%

Brown suede ankle boots with black elastic side panels and a white platform sole. Rear pull tab for easy wear. Smooth texture.
  • 22%

GuessELKO - Classic ankle boots - brown

€154.95

Black leather ankle boots with multiple adjustable straps and silver studs, rounded toe, and a sturdy sole featuring a decorative pattern.
  • 22%
  • Deal

GuessFYNAL - Cowboy/biker ankle boot - black

€144.30

Regular price:€185.00-22%

Black leather ankle boot with a pointed toe, block heel, and smooth texture, positioned above a wooden and gravel surface.
  • 22%
  • Deal

GuessHALISA - Cowboy/biker ankle boot - brown

€187.20

Last lowest price:€240.00-22%

Black ankle boot made of synthetic leather, featuring a buckle strap detail and a low stacked heel. Smooth texture with rounded toe.
  • 22%
  • Deal

GuessCowboy/biker ankle boot - black

€170.95

Last lowest price:€189.95-10%

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All prices include VAT

The crossed out price indicates the manufacturer’s recommended retail price.