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MENS DESIGNER ANKLE BOOTS

Men’s ankle boots have long formed the foundation of a well-curated perennial wardrobe, with classic leather styles offering enduring appeal through their refined practicality. Our selection spans the spectrum of contemporary dressing, from streamlined silhouettes in timeless neutrals – think black, brown and soft grey – to more directional, slipper-inspired designs. Chelsea boots remain a decidedly suave cornerstone, reintroduced each season in polished leather or velvety suede. Elsewhere, lace-up iterations lend a city-ready sensibility, defined by exaggerated proportions and chunky tread soles. From statement to staple, each pair is poised to integrate effortlessly into the modern metropolitan’s rotation.

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181 products

Sold outSave $15.00Gas Beige Polyurethane Men's Ankle BootGas Beige Polyurethane Men's Ankle Boot
Gas
Gas Beige Polyurethane Men's Ankle Boot Sale price$101.00 USD Regular price$116.00 USD
Sold outSave $15.80Gas Beige Polyurethane Men Ankle BootGas Beige Polyurethane Men Ankle Boot
Gas
Gas Beige Polyurethane Men Ankle Boot Sale price$105.20 USD Regular price$121.00 USD
Sold outSave $228.40J.W.Anderson Black Calfskin Chelsea BootsJ.W.Anderson Black Calfskin Chelsea Boots
J.W.Anderson
J.W.Anderson Black Calfskin Chelsea Boots Sale price$771.60 USD Regular price$1,000.00 USD
Sold outSave $240.00Church's Brown Calf Leather Bos Taurus Chelsea BootsChurch's Brown Calf Leather Bos Taurus Chelsea Boots
Church's
Church's Brown Calf Leather Bos Taurus Chelsea Boots Sale price$980.00 USD Regular price$1,220.00 USD
Sold outSave $36.00Lumberjack Brown Leather Men Chelsea BootLumberjack Brown Leather Men Chelsea Boot
Lumberjack
Lumberjack Brown Leather Men Chelsea Boot Sale price$143.00 USD Regular price$179.00 USD
Sold outSave $1,323.00Dolce & Gabbana Multicolor Chelsea Short Ankle Boots ShoesDolce & Gabbana Multicolor Chelsea Short Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Multicolor Chelsea Short Ankle Boots Shoes Sale price$1,222.00 USD Regular price$2,545.00 USD
Sold outSave $1,120.00Dolce & Gabbana Black Studded Chelsea Short Ankle Boots ShoesDolce & Gabbana Black Studded Chelsea Short Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Black Studded Chelsea Short Ankle Boots Shoes Sale price$1,035.00 USD Regular price$2,155.00 USD
Sold outSave $39.90Lumberjack Marrone Leather Men Ankle BootLumberjack Marrone Leather Men Ankle Boot
Lumberjack
Lumberjack Marrone Leather Men Ankle Boot Sale price$156.10 USD Regular price$196.00 USD
Sold outSave $39.90Lumberjack Marrone Leather Men Ankle BootLumberjack Marrone Leather Men Ankle Boot
Lumberjack
Lumberjack Marrone Leather Men Ankle Boot Sale price$156.10 USD Regular price$196.00 USD
Sold outSave $39.90Lumberjack Marrone Leather Men Ankle BootLumberjack Marrone Leather Men Ankle Boot
Lumberjack
Lumberjack Marrone Leather Men Ankle Boot Sale price$156.10 USD Regular price$196.00 USD
Sold outSave $91.20Off-White Transparent Pvc Ankle BootsOff-White Transparent Pvc Ankle Boots
Off-White
Off-White Transparent Pvc Ankle Boots Sale price$423.80 USD Regular price$515.00 USD
Sold outSave $336.00Off-White Black Leather Ankle BootsOff-White Black Leather Ankle Boots
Off-White
Off-White Black Leather Ankle Boots Sale price$779.00 USD Regular price$1,115.00 USD
Sold outSave $54.30Clarks Beige Suede Men SneakerClarks Beige Suede Men Sneaker
Clarks
Clarks Beige Suede Men Sneaker Sale price$210.70 USD Regular price$265.00 USD
Sold outSave $966.70Dolce & Gabbana White Lambskin Leather Mid Calf Boots ShoesDolce & Gabbana White Lambskin Leather Mid Calf Boots Shoes
Dolce & Gabbana
Dolce & Gabbana White Lambskin Leather Mid Calf Boots Shoes Sale price$783.30 USD Regular price$1,750.00 USD
Sold outSave $398.50Rick Owens Black Leather Ankle BootsRick Owens Black Leather Ankle Boots
Rick Owens
Rick Owens Black Leather Ankle Boots Sale price$919.50 USD Regular price$1,318.00 USD
Sold outSave $300.50Celine Black Leather Ankle BootsCeline Black Leather Ankle Boots
Celine
Celine Black Leather Ankle Boots Sale price$698.50 USD Regular price$999.00 USD
Sold outSave $337.50Dolce & Gabbana Black Red Lace Up Short Ankle Boot ShoesDolce & Gabbana Black Red Lace Up Short Ankle Boot Shoes
Dolce & Gabbana
Dolce & Gabbana Black Red Lace Up Short Ankle Boot Shoes Sale price$582.50 USD Regular price$920.00 USD
Sold outSave $1,179.50Dolce & Gabbana Red Studded Chelsea Short Ankle Boots ShoesDolce & Gabbana Red Studded Chelsea Short Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Red Studded Chelsea Short Ankle Boots Shoes Sale price$1,090.50 USD Regular price$2,270.00 USD
Sold outSave $1,512.00Dolce & Gabbana Black Crystal Strass Mid Calf Short Boots  ShoesDolce & Gabbana Black Crystal Strass Mid Calf Short Boots  Shoes
Dolce & Gabbana
Dolce & Gabbana Black Crystal Strass Mid Calf Short Boots Shoes Sale price$1,393.00 USD Regular price$2,905.00 USD
Sold outSave $1,043.70Dolce & Gabbana Gray Cotton Velvet Mid Calf Short Boots ShoesDolce & Gabbana Gray Cotton Velvet Mid Calf Short Boots Shoes
Sold outSave $1,312.50Dolce & Gabbana Black Crystal Embellished Men Short Boots ShoesDolce & Gabbana Black Crystal Embellished Men Short Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Black Crystal Embellished Men Short Boots Shoes Sale price$1,207.50 USD Regular price$2,520.00 USD
Sold outSave $47.10Roberto Pepe Luxury Brown Calfskin Men BootRoberto Pepe Luxury Brown Calfskin Men Boot
Roberto Pepe Luxury
Roberto Pepe Luxury Brown Calfskin Men Boot Sale price$169.90 USD Regular price$217.00 USD
Sold outSave $47.10Roberto Pepe Luxury Black Calfskin Men BootRoberto Pepe Luxury Black Calfskin Men Boot
Roberto Pepe Luxury
Roberto Pepe Luxury Black Calfskin Men Boot Sale price$169.90 USD Regular price$217.00 USD
Sold outSave $54.00Roberto Pepe Luxury Brown Calfskin Men BootRoberto Pepe Luxury Brown Calfskin Men Boot
Roberto Pepe Luxury
Roberto Pepe Luxury Brown Calfskin Men Boot Sale price$192.00 USD Regular price$246.00 USD
Sold outSave $54.00Roberto Pepe Luxury Brown Calfskin Men BootRoberto Pepe Luxury Brown Calfskin Men Boot
Roberto Pepe Luxury
Roberto Pepe Luxury Brown Calfskin Men Boot Sale price$192.00 USD Regular price$246.00 USD
Sold outSave $573.00Dolce & Gabbana Black Leather Fur Men CHELSEA Boots ShoesDolce & Gabbana Black Leather Fur Men CHELSEA Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Black Leather Fur Men CHELSEA Boots Shoes Sale price$727.00 USD Regular price$1,300.00 USD
Sold outSave $549.00Dolce & Gabbana Black Chelsea Slip On Men Ankle Boots ShoesDolce & Gabbana Black Chelsea Slip On Men Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Black Chelsea Slip On Men Ankle Boots Shoes Sale price$621.00 USD Regular price$1,170.00 USD
Sold outSave $777.00Dolce & Gabbana Black Chelsea Leather Mid Calf Boots ShoesDolce & Gabbana Black Chelsea Leather Mid Calf Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Black Chelsea Leather Mid Calf Boots Shoes Sale price$728.00 USD Regular price$1,505.00 USD
Sold outSave $777.00Dolce & Gabbana Black Chelsea Leather Mid Calf Boots ShoesDolce & Gabbana Black Chelsea Leather Mid Calf Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Black Chelsea Leather Mid Calf Boots Shoes Sale price$728.00 USD Regular price$1,505.00 USD
Sold outSave $489.00Dolce & Gabbana Brown Suede Nubuck Leather Desert Ankle Boots ShoesDolce & Gabbana Brown Suede Nubuck Leather Desert Ankle Boots Shoes
Sold outSave $489.00Dolce & Gabbana Black Calf Suede Slip On Ankle Boots ShoesDolce & Gabbana Black Calf Suede Slip On Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Black Calf Suede Slip On Ankle Boots Shoes Sale price$621.00 USD Regular price$1,110.00 USD
Sold outSave $340.50Dolce & Gabbana White Leather Lace Up Mens BootsDolce & Gabbana White Leather Lace Up Mens Boots
Dolce & Gabbana
Dolce & Gabbana White Leather Lace Up Mens Boots Sale price$529.50 USD Regular price$870.00 USD
Sold outSave $770.70Dolce & Gabbana Brown Chelsea Leather Mid Calf Boots ShoesDolce & Gabbana Brown Chelsea Leather Mid Calf Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Brown Chelsea Leather Mid Calf Boots Shoes Sale price$719.30 USD Regular price$1,490.00 USD
Sold outSave $822.50Dolce & Gabbana Brown Chelsea Leather Mid Calf Boots ShoesDolce & Gabbana Brown Chelsea Leather Mid Calf Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Brown Chelsea Leather Mid Calf Boots Shoes Sale price$667.50 USD Regular price$1,490.00 USD
Sold outSave $1,305.50Dolce & Gabbana White Strass DG Logo Heels Ankle Boots ShoesDolce & Gabbana White Strass DG Logo Heels Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana White Strass DG Logo Heels Ankle Boots Shoes Sale price$1,204.50 USD Regular price$2,510.00 USD
Sold outSave $170.00Dolce & Gabbana Black Leather Ankle BootsDolce & Gabbana Black Leather Ankle Boots
Dolce & Gabbana
Dolce & Gabbana Black Leather Ankle Boots Sale price$725.00 USD Regular price$895.00 USD
Sold outSave $100.50Givenchy Black Cotton Ankle BootsGivenchy Black Cotton Ankle Boots
Givenchy
Givenchy Black Cotton Ankle Boots Sale price$464.50 USD Regular price$565.00 USD
Sold outSave $302.50Off-White Black Leather Ankle BootsOff-White Black Leather Ankle Boots
Off-White
Off-White Black Leather Ankle Boots Sale price$702.50 USD Regular price$1,005.00 USD
Sold outSave $371.50Celine Brown Leather Ankle BootsCeline Brown Leather Ankle Boots
Celine
Celine Brown Leather Ankle Boots Sale price$858.50 USD Regular price$1,230.00 USD
Sold outSave $233.60Valentino Garavani Black Leather Chelsea BootsValentino Garavani Black Leather Chelsea Boots
Valentino Garavani
Valentino Garavani Black Leather Chelsea Boots Sale price$1,106.40 USD Regular price$1,340.00 USD
Sold outSave $371.50Christian Dior Beige Leather Ankle BootsChristian Dior Beige Leather Ankle Boots
Christian Dior
Christian Dior Beige Leather Ankle Boots Sale price$858.50 USD Regular price$1,230.00 USD
Sold outSave $486.60Dolce & Gabbana Dark Gray Cotton Sequined Chelsea Boots ShoesDolce & Gabbana Dark Gray Cotton Sequined Chelsea Boots Shoes
Sold outSave $787.50Dolce & Gabbana Black Leather Logo Ankle Boots Studded ShoesDolce & Gabbana Black Leather Logo Ankle Boots Studded Shoes
Dolce & Gabbana
Dolce & Gabbana Black Leather Logo Ankle Boots Studded Shoes Sale price$732.50 USD Regular price$1,520.00 USD
Sold outSave $234.00Dolce & Gabbana Black White Leather Ankle Boots ShoesDolce & Gabbana Black White Leather Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Black White Leather Ankle Boots Shoes Sale price$566.00 USD Regular price$800.00 USD
Sold outSave $585.00Dolce & Gabbana Black Leather Ankle Boots Slip On ShoesDolce & Gabbana Black Leather Ankle Boots Slip On Shoes
Dolce & Gabbana
Dolce & Gabbana Black Leather Ankle Boots Slip On Shoes Sale price$735.00 USD Regular price$1,320.00 USD
Sold outSave $534.60Dolce & Gabbana Black Leather Casual Mens Ankle Boots ShoesDolce & Gabbana Black Leather Casual Mens Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Black Leather Casual Mens Ankle Boots Shoes Sale price$675.40 USD Regular price$1,210.00 USD
Sold outSave $32.10U.S. POLO ASSN. Gray Leather Men's Chelsea BootU.S. POLO ASSN. Gray Leather Men's Chelsea Boot
U.S. POLO ASSN.
U.S. POLO ASSN. Gray Leather Men's Chelsea Boot Sale price$119.90 USD Regular price$152.00 USD
Sold outSave $32.10U.S. POLO ASSN. Blue Leather Men's BootU.S. POLO ASSN. Blue Leather Men's Boot
U.S. POLO ASSN.
U.S. POLO ASSN. Blue Leather Men's Boot Sale price$119.90 USD Regular price$152.00 USD