In Men

men's Chelsea Boots Boots

If the shoe fits, own it. Whether you're at a business function, barhopping or black tie, shoes make the man. Every occasion warrants a different silhouette from boots to loafers to oxfords. Wear a lu...

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Men > Shoes > Boots > Chelsea Boots
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ALEXANDER MCQUEEN

Chelsea boots - Neutrals

$1,09050% off$545

Chelsea boots - Neutrals

Exquisitely stylish, these nude Chelsea boots from Alexander McQueen are a wardrobe staple. Crafted in Italy from the softest suede and leather, these boots feature a rear pull on tab, square toe, elasticated sides and a flat sole. Ideal for more formal occasions, this pair looks especially good when teamed with white.

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TOD'S

lace-up Chelsea boots - Brown

$84550% off$423

lace-up Chelsea boots - Brown

Classic style, a modern spirit and exceptional quality leatherwork have been hallmarks of Tod’s since its inception in the 1970’s, and all are very much at play in these Chelsea Boots. Made from brown leather, they have an almond toe, a lace-up front fastening and a pull tab at the rear.

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YEEZY

Adidas Yeezy Season 6 Chelsea boots - Grey

$86540% off$519

Adidas Yeezy Season 6 Chelsea boots - Grey

Kanye West’s fashion brand might be known for its street style and bold attitude, but the American designer is proving to know a lot about quality and timeless designs. Elegantly constructed from tick suede, this unique take on the Chelsea boots features a round toe, an ankle length and a pull tab at the rear.

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ANN DEMEULEMEESTER ICON

classic Chelsea boots - Black

$60850% off$304

classic Chelsea boots - Black

Black leather classic Chelsea boots from Ann Demeulemeester Icon.

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HENDERSON BARACCO

brogue chelsea boots - Brown

$57235% off$372

brogue chelsea boots - Brown

Brown leather brogue chelsea boots from Henderson Baracco.

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LANVIN

classic chelsea boots - Brown

$62820% off$503

classic chelsea boots - Brown

Lanvin’s menswear SS18 collection saw simple sophistication and paid homage to the brand’s founder Jeanne Lanvin. Iconic house elements were remixed with a more modern approach to everyday menswear. These brown leather classic chelsea boots from Lanvin feature a round toe, a flat heel and elasticated side panels.

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ROSS & SNOW

Filippo Mid Chelsea Boot

$39950% off$199

Filippo Mid Chelsea Boot

Geometric goring smartens the look of a soft suede Chelsea boot crafted for casual versatility with a plain toe and a natural crepe-rubber sole. Style Name: Ross & Snow Filippo Mid Chelsea Boot (Men). Style Number: 5761873. Available in stores.

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MONTE ROSSO

Enrico Chelsea Boot

$39550% off$198

Enrico Chelsea Boot

Rich suede textures an Italian-made Chelsea boot fitted with twin elastic goring panels and a flexible rubber sole. Style Name: Monte Rosso Enrico Chelsea Boot (Men). Style Number: 5123909 2. Available in stores.

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MONTE ROSSO

Enrico Chelsea Boot

$39550% off$198

Enrico Chelsea Boot

Rich suede textures an Italian-made Chelsea boot fitted with twin elastic goring panels and a flexible rubber sole. Style Name: Monte Rosso Enrico Chelsea Boot (Men). Style Number: 5123909 2. Available in stores.

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TO BOOT NEW YORK

Toby Chelsea Boot

$39534% off$260

Toby Chelsea Boot

Finely grained leather adds luster to a handsome Italian-made Chelsea boot fitted with twin elastic-gore insets for an ideal fit. Style Name: To Boot New York Toby Chelsea Boot (Men). Style Number: 5167266 3. Available in stores.

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GORDON RUSH

Russell Mid Chelsea Boot

$26550% off$132

Russell Mid Chelsea Boot

Handsome, simple and easy to wear across your casual wardrobe, this staple Chelsea boot is styled with tonal goring and a smartly polished finish. Style Name: Gordon Rush Russell Mid Chelsea Boot (Men). Style Number: 5567528. Available in stores.

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TIMBERLAND

Wodehouse History Chelsea Boot

$30040% off$180

Wodehouse History Chelsea Boot

Crafted from premium Horween leather, a handsome Chelsea boot blends cosmopolitan versatility with a rustic, rugged sensibility. Generous elastic goring, a crisp notch at the topline and a well-cushioned insole all spell timeless and lasting comfort and style. Style Name: Timberland Wodehouse History Chelsea Boot (Men). Style Number: 5560462. Available in stores.

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J & M

1850 Bryson Wingtip Chelsea Boot

$29833% off$200

1850 Bryson Wingtip Chelsea Boot

Classic broguing punches up a bold Italian boot shaped from lustrous, hand-selected Italian calfskin. Style Name:J & m 1850 Bryson Wingtip Chelsea Boot (Men). Style Number: 5663277. Available in stores.

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J & M

1850 Bryson Wingtip Chelsea Boot

$29833% off$200

1850 Bryson Wingtip Chelsea Boot

Classic broguing punches up a bold Italian boot shaped from lustrous, hand-selected Italian calfskin. Style Name:J & m 1850 Bryson Wingtip Chelsea Boot (Men). Style Number: 5663277. Available in stores.

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TRASK

Hastings Lugged Chelsea Boot

$28533% off$191

Hastings Lugged Chelsea Boot

A lugged Vibram rubber sole grounds a water-resistant Chelsea boot styled for casual comfort with broad goring in the shaft and a foam-cushioned footbed. Style Name: Trask Hastings Lugged Chelsea Boot (Men). Style Number: 5668823. Available in stores.

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JUMP

Lawson Chelsea Boot

$18840% off$113

Lawson Chelsea Boot

Stay suave and classic in a quintessential Chelsea boot shaped from rich leather. Style Name: Jump Lawson Chelsea Boot (Men). Style Number: 5418602. Available in stores.

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JUMP

Lawson Chelsea Boot

$18840% off$113

Lawson Chelsea Boot

Stay suave and classic in a quintessential Chelsea boot shaped from rich leather. Style Name: Jump Lawson Chelsea Boot (Men). Style Number: 5418602. Available in stores.

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JUMP

Lawson Chelsea Boot

$18840% off$113

Lawson Chelsea Boot

Stay suave and classic in a quintessential Chelsea boot shaped from rich leather. Style Name: Jump Lawson Chelsea Boot (Men). Style Number: 5418602. Available in stores.

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JUMP

Collin Plain Toe Chelsea Boot

$18840% off$113

Collin Plain Toe Chelsea Boot

Minimalist detailing brings maximum versatility to a plain-toe leather boot fitted with Chelsea-inspired goring at one side of the shaft for easy comfort. Style Name: Jump Collin Plain Toe Chelsea Boot (Men). Style Number: 5640644. Available in stores.

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JUMP

Collin Plain Toe Chelsea Boot

$18840% off$113

Collin Plain Toe Chelsea Boot

Minimalist detailing brings maximum versatility to a plain-toe leather boot fitted with Chelsea-inspired goring at one side of the shaft for easy comfort. Style Name: Jump Collin Plain Toe Chelsea Boot (Men). Style Number: 5640644. Available in stores.

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SANDRO MOSCOLONI

Marcus Chelsea Boot

$17040% off$102

Marcus Chelsea Boot

Hearty leather construction defines a classic Chelsea boot featuring a flexible sole and lightly padded footbed for comfort. Style Name: Sandro Moscoloni Marcus Chelsea Boot (Men). Style Number: 5516420. Available in stores.

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SANDRO MOSCOLONI

Cyrus Lugged Chelsea Boot

$17040% off$102

Cyrus Lugged Chelsea Boot

A toothy lugged sole ruggedly grounds a Chelsea boot styled for casual, easy-to-wear appeal with a plain toe and comfortably flared goring. Style Name: Sandro Moscoloni Cyrus Lugged Chelsea Boot (Men). Style Number: 5735269. Available in stores.

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SANDRO MOSCOLONI

Cyrus Lugged Chelsea Boot

$17040% off$102

Cyrus Lugged Chelsea Boot

A toothy lugged sole ruggedly grounds a Chelsea boot styled for casual, easy-to-wear appeal with a plain toe and comfortably flared goring. Style Name: Sandro Moscoloni Cyrus Lugged Chelsea Boot (Men). Style Number: 5735269. Available in stores.

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THOMAS AND VINE

Smash Zip Chelsea Boot

$13050% off$65

Smash Zip Chelsea Boot

A zippered gusset conceals one goring panel of a mid-top Chelsea boot crafted with a suede upper and a triple-layer sandwich sole. Style Name: Thomas And Vine Smash Zip Chelsea Boot (Men). Style Number: 5715644. Available in stores.

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THOMAS AND VINE

Hendrix Chelsea Boot

$13050% off$65

Hendrix Chelsea Boot

A crepe rubber sole furthers the casual, comfortable attitude of a Chelsea boot cut from soft suede with a deeply gored shaft and a polished patch at the heel. Style Name: Thomas And Vine Hendrix Chelsea Boot (Men). Style Number: 5715649. Available in stores.

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THOMAS AND VINE

Smash Zip Chelsea Boot

$13050% off$65

Smash Zip Chelsea Boot

A zippered gusset conceals one goring panel of a mid-top Chelsea boot crafted with a suede upper and a triple-layer sandwich sole. Style Name: Thomas And Vine Smash Zip Chelsea Boot (Men). Style Number: 5715644. Available in stores.

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THOMAS AND VINE

Smash Zip Chelsea Boot

$13050% off$65

Smash Zip Chelsea Boot

A zippered gusset conceals one goring panel of a mid-top Chelsea boot crafted with a suede upper and a triple-layer sandwich sole. Style Name: Thomas And Vine Smash Zip Chelsea Boot (Men). Style Number: 5715644. Available in stores.

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THOMAS AND VINE

Hendrix Chelsea Boot

$13050% off$65

Hendrix Chelsea Boot

A crepe rubber sole furthers the casual, comfortable attitude of a Chelsea boot cut from soft suede with a deeply gored shaft and a polished patch at the heel. Style Name: Thomas And Vine Hendrix Chelsea Boot (Men). Style Number: 5715649. Available in stores.

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THOMAS AND VINE

Beckham Chelsea Boot

$13050% off$65

Beckham Chelsea Boot

Tonal suede frames the vamp of a sleek, plain-toe Chelsea boot styled with broad, angular goring and a casual mid-top profile. Style Name: Thomas And Vine Beckham Chelsea Boot (Men). Style Number: 5715633. Available in stores.

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THOMAS AND VINE

Beckham Chelsea Boot

$13050% off$65

Beckham Chelsea Boot

Tonal suede frames the vamp of a sleek, plain-toe Chelsea boot styled with broad, angular goring and a casual mid-top profile. Style Name: Thomas And Vine Beckham Chelsea Boot (Men). Style Number: 5715633. Available in stores.

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UGGR

Ugg Camino Chelsea Boot

$14040% off$84

Ugg Camino Chelsea Boot

Smart elastic insets ensure a custom fit in a versatile Chelsea boot featuring an enerG Comfort System for all-day arch support and breathability. A Treadlite by UGG sole provides supreme cushioning and traction. Style Name: Ugg Camino Chelsea Boot (Men). Style Number: 5594839 1. Available in stores.

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THOMAS AND VINE

Thorne Wingtip Chelsea Boot

$12050% off$60

Thorne Wingtip Chelsea Boot

Traditional broguing traces the contours of a wingtip Chelsea boot styled with deeply scooped goring and a handsome polish. Style Name: Thomas And Vine Thorne Wingtip Chelsea Boot (Men). Style Number: 5715701. Available in stores.

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THOMAS AND VINE

Thorne Wingtip Chelsea Boot

$12050% off$60

Thorne Wingtip Chelsea Boot

Traditional broguing traces the contours of a wingtip Chelsea boot styled with deeply scooped goring and a handsome polish. Style Name: Thomas And Vine Thorne Wingtip Chelsea Boot (Men). Style Number: 5715701. Available in stores.

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THOMAS AND VINE

Thorne Wingtip Chelsea Boot

$12050% off$60

Thorne Wingtip Chelsea Boot

Traditional broguing traces the contours of a wingtip Chelsea boot styled with deeply scooped goring and a handsome polish. Style Name: Thomas And Vine Thorne Wingtip Chelsea Boot (Men). Style Number: 5715701. Available in stores.

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KENNETH COLE NEW YORK

Hewitt Chelsea Boot

$15033% off$100

Hewitt Chelsea Boot

Supple suede defines a charming Chelsea boot built with a Techni-Cole gel footbed and 37.5 Technology for moisture-wicking comfort. Style Name: Kenneth Cole New York Hewitt Chelsea Boot (Men). Style Number: 5758421 1. Available in stores.

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THOMAS AND VINE

Maddox Lugged Chelsea Boot

$13033% off$87

Maddox Lugged Chelsea Boot

A toothy lugged sole brings solid grounding to a Chelsea boot styled for urban adventures with a mid-top profile and broad color-pop goring. Style Name: Thomas And Vine Maddox Lugged Chelsea Boot (Men). Style Number: 5715629. Available in stores.

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THOMAS AND VINE

Maddox Lugged Chelsea Boot

$13033% off$87

Maddox Lugged Chelsea Boot

A toothy lugged sole brings solid grounding to a Chelsea boot styled for urban adventures with a mid-top profile and broad color-pop goring. Style Name: Thomas And Vine Maddox Lugged Chelsea Boot (Men). Style Number: 5715629. Available in stores.

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FLORSHEIM

Blaze Mid Chelsea Boot

$12534% off$83

Blaze Mid Chelsea Boot

Lustrous calfskin construction elevates a charming Chelsea boot with undeniable appeal. An EVA midsole and shock-absorbing, dual density sole ensure all-day comfort. Style Name: Florsheim Blaze Mid Chelsea Boot (Men). Style Number: 5723941. Available in stores.

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FLORSHEIM

Blaze Mid Chelsea Boot

$12534% off$83

Blaze Mid Chelsea Boot

Lustrous calfskin construction elevates a charming Chelsea boot with undeniable appeal. An EVA midsole and shock-absorbing, dual density sole ensure all-day comfort. Style Name: Florsheim Blaze Mid Chelsea Boot (Men). Style Number: 5723941. Available in stores.

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VINCE CAMUTO

Ivo Mid Chelsea Boot

$175

Ivo Mid Chelsea Boot

Soft French calfskin elevates a charming Chelsea boot shaped in a clean, classic silhouette. Style Name: Vince Camuto Ivo Mid Chelsea Boot (Men). Style Number: 5673550. Available in stores.

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STACY ADAMS

Joffrey Chelsea Boot

$130

Joffrey Chelsea Boot

Ribbons of microdot perforations trace the piecing of a handsomely polished Chelsea boot sporting decorative geometric hardware at the heel. Style Name: Stacy Adams Joffrey Chelsea Boot (Men). Style Number: 5667528. Available in stores.

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RON WHITE

Roderick Mid Chelsea Boot

$445

Roderick Mid Chelsea Boot

Saffiano texturing brings a distinctive grained finish to a Western-inspired Chelsea boot styled with a squared toe and a handsomely burnished finish. Style Name: Ron White Roderick Mid Chelsea Boot (Men). Style Number: 5572603. Available in stores.

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ENGLISH LAUNDRY

Albans Cap Toe Chelsea Boot

$210

Albans Cap Toe Chelsea Boot

A simple cap toe details the front of a Chelsea boot crafted from burnished leather and fitted with bold goring panels and a lightly lugged tread. Style Name: English Laundry Albans Cap Toe Chelsea Boot (Men). Style Number: 5678491. Available in stores.

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BRUNO MAGLI

Rezzo Chelsea Boot

$475

Rezzo Chelsea Boot

Slim leather straps climb the sides and conceal the goring of a handsome Chelsea boot crafted with a plain toe for a streamlined, simple look. Style Name: Bruno Magli Rezzo Chelsea Boot (Men). Style Number: 5745663. Available in stores.

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TO BOOT NEW YORK

Aldrich Mid Chelsea Boot

$398

Aldrich Mid Chelsea Boot

Rectangular goring panels and a lightly squared toe bring handsome geometries to a Chelsea boot styled with a sleek, smart profile and a formal demeanor. Style Name: To Boot New York Aldrich Mid Chelsea Boot (Men). Style Number: 5561222. Available in stores.

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STACY ADAMS

Madison Ii Wingtip Chelsea Boot

$175

Madison Ii Wingtip Chelsea Boot

A wingtip toe and brogued layering distinguish a classic Chelsea boot cut from soft suede and welted to a durable leather sole. Style Name: Stacy Adams Madison Ii Wingtip Chelsea Boot (Men). Style Number: 5402756. Available in stores.

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RODD & GUNN

Logan Terrace Chelsea Boot

$225

Logan Terrace Chelsea Boot

Rodd & Gunn elevates a classic Chelsea boot with a luxe leather upper and a flattened mid-top profile for a smart finish to your entire dressy-casual wardrobe. Style Name: Rodd & Gunn Logan Terrace Chelsea Boot (Men). Style Number: 5416551. Available in stores.

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BLONDO

Shadow Waterproof Chelsea Boot

$150

Shadow Waterproof Chelsea Boot

Smart slip-on style defines a waterproof boot built from smooth leather and set on a rugged lug sole. Style Name: Blondo Shadow Waterproof Chelsea Boot (Men). Style Number: 5696531. Available in stores.

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