Skip to content

Bag

Your bag is empty

MENS DESIGNER CHELSEA BOOTS

Originally developed in the mid-19th century, the Chelsea boot was designed with elastic side panels to create a streamlined alternative to traditional men's lace-up boots. Its clean silhouette later found a new audience during the ‘60s, becoming synonymous with the Beatles, Mods and the sharp tailoring of British music culture. Today, men's Chelsea boots remain a mainstay of modern wardrobes, acting as an alternative to both men’s ankle boots and loafers. Polished men’s black and brown Chelsea boots bring precision to tailoring, offering a refined counterpart to heavier styles of leather boots. Elsewhere, softer textures lend a more relaxed finish to the Chelsea silhouette, effortlessly slotting into any collection of men’s suede boots.

Sort by

62 products

Sold outSave $61.80Doucal's Brown Calfskin Chelsea BootsDoucal's Brown Calfskin Chelsea Boots
Doucal's
Doucal's Brown Calfskin Chelsea Boots Sale price$393.20 USD Regular price$455.00 USD
Sold outSave $109.20Balenciaga Black Cotton Chelsea BootsBalenciaga Black Cotton Chelsea Boots
Balenciaga
Balenciaga Black Cotton Chelsea Boots Sale price$1,005.80 USD Regular price$1,115.00 USD
Sold outSave $322.00Marsell Brown Cotton Chelsea BootsMarsell Brown Cotton Chelsea Boots
Marsell
Marsell Brown Cotton Chelsea Boots Sale price$793.00 USD Regular price$1,115.00 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 $749.70Dolce & Gabbana Black Leather Mid Calf Chelsea BootDolce & Gabbana Black Leather Mid Calf Chelsea Boot
Dolce & Gabbana
Dolce & Gabbana Black Leather Mid Calf Chelsea Boot Sale price$700.30 USD Regular price$1,450.00 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. Green Leather Men's Chelsea BootU.S. POLO ASSN. Green Leather Men's Chelsea Boot
U.S. POLO ASSN.
U.S. POLO ASSN. Green Leather Men's Chelsea Boot Sale price$119.90 USD Regular price$152.00 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 $770.70Dolce & Gabbana Black Horse Leather Mid Calf Boots ShoesDolce & Gabbana Black Horse Leather Mid Calf Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Black Horse Leather Mid Calf Boots Shoes Sale price$629.30 USD Regular price$1,400.00 USD
Sold outSave $494.40Maison Margiela Brown Bovine Leather Ankle BootsMaison Margiela Brown Bovine Leather Ankle Boots
Maison Margiela
Maison Margiela Brown Bovine Leather Ankle Boots Sale price$1,176.60 USD Regular price$1,671.00 USD
Sold outSave $567.60Dolce & Gabbana Gray Leather Men Ankle Boots ShoesDolce & Gabbana Gray Leather Men Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Gray Leather Men Ankle Boots Shoes Sale price$717.40 USD Regular price$1,285.00 USD
Sold outSave $878.50Dolce & Gabbana Black Chelsea Boots Leather Slip On Men ShoesDolce & Gabbana Black Chelsea Boots Leather Slip On Men Shoes
Sold outSave $385.50Dolce & Gabbana Black Chelsea Slip On Men Ankle Boots ShoesDolce & Gabbana Black Chelsea Slip On Men Ankle Boots Shoes
Sold outSave $385.50Dolce & Gabbana Black Chelsea Slip On Men Ankle Boots ShoesDolce & Gabbana Black Chelsea Slip On Men Ankle Boots Shoes
Sold outSave $703.50Dolce & Gabbana White Leather Chelsea SlipOn Ankle Boots ShoesDolce & Gabbana White Leather Chelsea SlipOn Ankle Boots Shoes
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 $752.50Dolce & Gabbana Black Belted DG Logo Men Chelsea Boots ShoesDolce & Gabbana Black Belted DG Logo Men Chelsea Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Black Belted DG Logo Men Chelsea Boots Shoes Sale price$737.50 USD Regular price$1,490.00 USD
Sold outSave $538.20Saint Laurent Black Calfskin Chelsea BootsSaint Laurent Black Calfskin Chelsea Boots
Saint Laurent
Saint Laurent Black Calfskin Chelsea Boots Sale price$1,021.80 USD Regular price$1,560.00 USD
Sold outSave $583.20Saint Laurent Black Calfskin Chelsea BootsSaint Laurent Black Calfskin Chelsea Boots
Saint Laurent
Saint Laurent Black Calfskin Chelsea Boots Sale price$1,087.80 USD Regular price$1,671.00 USD
Sold outSave $1,914.50Dolce & Gabbana Red Embellished Chelsea Ankle Boots ShoesDolce & Gabbana Red Embellished Chelsea Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Red Embellished Chelsea Ankle Boots Shoes Sale price$1,525.50 USD Regular price$3,440.00 USD
Sold outSave $735.70Dolce & Gabbana Red Embellished Chelsea Men Ankle Boots ShoesDolce & Gabbana Red Embellished Chelsea Men Ankle Boots Shoes
Sold outSave $1,914.50Dolce & Gabbana Black Embellished Chelsea Ankle Boots ShoesDolce & Gabbana Black Embellished Chelsea Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Black Embellished Chelsea Ankle Boots Shoes Sale price$1,525.50 USD Regular price$3,440.00 USD
Sold outSave $1,064.70Dolce & Gabbana Silver Embellished Chelsea Ankle Boots ShoesDolce & Gabbana Silver Embellished Chelsea Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Silver Embellished Chelsea Ankle Boots Shoes Sale price$985.30 USD Regular price$2,050.00 USD
Sold outSave $1,064.70Dolce & Gabbana Gold Embellished Chelsea Ankle Boots ShoesDolce & Gabbana Gold Embellished Chelsea Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Gold Embellished Chelsea Ankle Boots Shoes Sale price$985.30 USD Regular price$2,050.00 USD
Sold outSave $1,064.70Dolce & Gabbana Black Embellished Chelsea Ankle Boots ShoesDolce & Gabbana Black Embellished Chelsea Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Black Embellished Chelsea Ankle Boots Shoes Sale price$985.30 USD Regular price$2,050.00 USD
Sold outSave $1,064.70Dolce & Gabbana Red Embellished Chelsea Ankle Boots ShoesDolce & Gabbana Red Embellished Chelsea Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Red Embellished Chelsea Ankle Boots Shoes Sale price$985.30 USD Regular price$2,050.00 USD
Sold outSave $387.50Dolce & Gabbana Gray Suede Leather Chelsea Boots ShoesDolce & Gabbana Gray Suede Leather Chelsea Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Gray Suede Leather Chelsea Boots Shoes Sale price$672.50 USD Regular price$1,060.00 USD
Sold outSave $347.50Dolce & Gabbana Black Chelsea Boots Leather Slip On Men ShoesDolce & Gabbana Black Chelsea Boots Leather Slip On Men Shoes
Sold outSave $976.50Dolce & Gabbana Black Leather Slip On Chelsea Boots ShoesDolce & Gabbana Black Leather Slip On Chelsea Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Black Leather Slip On Chelsea Boots Shoes Sale price$903.50 USD Regular price$1,880.00 USD
Sold outSave $39.90Calvin Klein Brown Suede Leather Chelsea BootsCalvin Klein Brown Suede Leather Chelsea Boots
Calvin Klein
Calvin Klein Brown Suede Leather Chelsea Boots Sale price$155.10 USD Regular price$195.00 USD
Sold outSave $39.90Calvin Klein Jeans Blue Suede Leather Chelsea BootsCalvin Klein Jeans Blue Suede Leather Chelsea Boots
Calvin Klein Jeans
Calvin Klein Jeans Blue Suede Leather Chelsea Boots Sale price$155.10 USD Regular price$195.00 USD
Sold outSave $36.60Dr. Martens Black Leather Chelsea BootsDr. Martens Black Leather Chelsea Boots
Dr. Martens
Dr. Martens Black Leather Chelsea Boots Sale price$211.40 USD Regular price$248.00 USD
Sold outSave $180.00Marsell Brown Calfskin Chelsea BootsMarsell Brown Calfskin Chelsea Boots
Marsell
Marsell Brown Calfskin Chelsea Boots Sale price$825.00 USD Regular price$1,005.00 USD
Sold outSave $168.00MM6 Black Calf Leather Bos Taurus Chelsea BootsMM6 Black Calf Leather Bos Taurus Chelsea Boots
MM6
MM6 Black Calf Leather Bos Taurus Chelsea Boots Sale price$762.00 USD Regular price$930.00 USD
Sold outSave $392.00Bottega Veneta Black Calfskin Chelsea BootsBottega Veneta Black Calfskin Chelsea Boots
Bottega Veneta
Bottega Veneta Black Calfskin Chelsea Boots Sale price$1,059.00 USD Regular price$1,451.00 USD
Sold outSave $305.00Brunello Cucinelli Brown Calf Leather Bos Taurus Chelsea BootsBrunello Cucinelli Brown Calf Leather Bos Taurus Chelsea Boots
Sold outSave $1,050.70Dolce & Gabbana Black Chelsea Men Short Ankle Boots ShoesDolce & Gabbana Black Chelsea Men Short Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Black Chelsea Men Short Ankle Boots Shoes Sale price$969.30 USD Regular price$2,020.00 USD
Sold outSave $579.00Dolce & Gabbana Light Gray Chelsea Short Ankle Boots ShoesDolce & Gabbana Light Gray Chelsea Short Ankle Boots Shoes
Dolce & Gabbana
Dolce & Gabbana Light Gray Chelsea Short Ankle Boots Shoes Sale price$731.00 USD Regular price$1,310.00 USD
Sold outSave $213.20Marsell Black Cotton Chelsea BootsMarsell Black Cotton Chelsea Boots
Marsell
Marsell Black Cotton Chelsea Boots Sale price$791.80 USD Regular price$1,005.00 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 $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 $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 $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