Men’s Flat Boots: Sale up to −66%| Stylight

Clarks

Monahan Leather Chukka Boot Brown

Delivery: Delivery costs apply

$72.00

Rue La La

-20%

STUDIO NICHOLSON

Woodrow suede desert boots Beige

Delivery: Delivery costs apply

$580.00 ~~$725.00~~

Mytheresa

-35%

To Boot New York

Monaco Plain Toe Chukka Boot in Taupe Suede at Nordstrom, Size 8.5 Gray

Delivery: free

$276.25 ~~$425.00~~

Nordstrom

Cole Haan

Judson Grand Chukka Boots Mens Lace-up Boots Raven Suede/Demitasse Water Resistant : 7.5 D - Medium, Leather Brown

Delivery: free

$260.00

Zappos

-43%

Andrea Ventura

Ankle boots Blue

Delivery: free

$329.00 ~~$573.00~~

Yoox.com

Sorel

Buxton Waterproof Pull-On Snow Boot in Delta/Black at Nordstrom, Size 9.5

Delivery: free

$150.00

Nordstrom

-20%

Our Legacy

Chukka suede desert boots Beige

Delivery: Delivery costs apply

$636.00 ~~$795.00~~

Mytheresa

Florsheim

Forge Chukka Boot in Black at Nordstrom, Size 10.5

Delivery: free

$130.00

Nordstrom

UGG Classic Ultra Mini Weather Hybrid Mens Cold Weather Boots Chestnut/Whitecap : 10 D - Medium, Suede

BESTSELLER

UGG

Classic Ultra Mini Weather Hybrid Mens Cold Weather Boots Chestnut/Whitecap : 10 D - Medium, Suede Brown

Delivery: free

$199.95

Zappos

Sperry Top-Sider

Mini Lug Chukka Boot in Beige at Nordstrom, Size 8.5

Delivery: free

$150.00

Nordstrom

-40%

Marni

Leather and suede desert boots Beige

Delivery: Delivery costs apply

$510.00 ~~$850.00~~

Mytheresa

Johnston & Murphy

Calder Chukka Boot in Brown Oiled Full Grain at Nordstrom, Size 10.5

Delivery: free

$179.00

Nordstrom

Sorel

Buxtontm Pull-On Waterproof Mens Snow Shoes Delta/Black : 10.5 D - Medium, Leather/Suede/Textile

Delivery: free

$150.00

Zappos

Kenneth Cole

Wilhem Chukka Boot in Tobacco/Mocha/Silver at Nordstrom, Size 10.5 Brown

Delivery: free

$165.00

Nordstrom

Manolo Blahnik Rhinebeck suede desert boots

-40%

BESTSELLER

Manolo Blahnik

Rhinebeck suede desert boots Gray

Delivery: Delivery costs apply

$645.00 ~~$1,075.00~~

Mytheresa

Florsheim

Forge Chukka Boot in Brown at Nordstrom, Size 11.5

Delivery: free

$130.00

Nordstrom

UGG

Burleigh Chukka Black 1151773-BLK Mens

Delivery: free

$160.00

ShopSimon

BESTSELLER

Florsheim

Anthem Plain Toe Chukka in Mocha at Nordstrom, Size 10.5 Brown

Delivery: free

$145.00

Nordstrom

-57%

Dolce & Gabbana

Brown Suede Nubuck Leather Desert Ankle Boots Mens Shoes

Delivery: Delivery costs apply

$544.00 ~~$1,264.00~~

LUX LAIR

Kenneth Cole

Wilhem Chukka Boot in Mocha/Mocha/Silver at Nordstrom, Size 10.5

Delivery: free

$165.00

Nordstrom

Dockers

Esmond Mens Boots Taupe : 11.5 D - Medium, Faux Leather Gray

Delivery: free

$95.00

Zappos

Florsheim

Anthem Plain Toe Chukka in Brown Chocolate at Nordstrom, Size 8.5

Delivery: free

$145.00

Nordstrom

-30%

Our Legacy

Chukka suede boots Black

Delivery: Delivery costs apply

$556.00 ~~$795.00~~

Mytheresa

Toms

Navi Water Resistant Chukka Boot in Brown at Nordstrom, Size 8.5

Delivery: free

$145.00

Nordstrom

Clarks

Desert Boots EVO Mens Shoes Sand Suede : 10.5 D - Medium Beige

Delivery: free

$109.99

Zappos

Frye

Paul Suede Chukka Boot in Bark at Nordstrom, Size 8.5

Delivery: free

$188.00

Nordstrom

Karl Lagerfeld

Mens Side Zip Leather Chukka Boots Red

Delivery: Delivery costs apply

$375.00

Neiman Marcus

Florsheim

Forge Plain Toe Chukka Mens Boots Black : 9.5 W (3E), Leather

Delivery: free

$130.00

Zappos

-66%

Andrea Ventura

Ankle boots Gray

Delivery: $9.95

$195.00 ~~$575.00~~

Yoox.com

Timberland

Premium GORE-TEX Chukka Boot in Dark Blue Suede at Nordstrom, Size 9.5

Delivery: free

$195.00

Nordstrom

Kenneth Cole

Wilhem Mens Boots Mocha : 7.5 M, Suede Brown

Delivery: free

$164.95

Zappos

-39%

Blake McKay

Alder Chukka Boot in Tan at Nordstrom, Size 10.5 Brown

Delivery: free

$99.90 ~~$165.00~~

Nordstrom

Florsheim

Anthem Plain Toe Chukka Boots Mens Boots Brown Crazy Horse : 10.5 W (3E), Leather/Suede

Delivery: free

$145.00

Zappos

-47%

Andrea Ventura

Ankle boots Blue

Delivery: free

$297.00 ~~$561.00~~

Yoox.com

Durango

Rebel 12 Desert Camo Cowboy Boots Dusty Brown/Desert Camo : 12 EE - Wide, Leather

Delivery: free

$145.00

Zappos

The Row

Mens Nicola Soft Suede Chukka Boots Brown

Delivery: Delivery costs apply

$1,550.00

Bergdorf Goodman

Florsheim

Anthem Plain Toe Chukka Boots Mens Boots Mocha : 10.5 W (3E), Leather/Suede Brown

Delivery: free

$145.00

Zappos

Brioni

Mens Milano Suede Rubber-Sole Chukka Boots Brown

Delivery: Delivery costs apply

$1,550.00

Bergdorf Goodman

-58%

Andrea Ventura

Ankle boots Purple

Delivery: free

$230.00 ~~$545.00~~

Yoox.com

Frye

Paul Chukka Mens Shoes Mushroom : 11.5 D - Medium, Leather

Delivery: free

$188.00

Zappos

-42%

Andrea Ventura

Ankle boots Brown

Delivery: free

$366.00 ~~$636.00~~

Yoox.com

BESTSELLER

Toms

Navi Water Resistant Chukka Boot in Black at Nordstrom, Size 7.5

Delivery: free

$145.00

Nordstrom

-52%

Andrea Ventura

Ankle boots Brown

Delivery: free

$274.00 ~~$573.00~~

Yoox.com

Brunello Cucinelli Mens Suede Flex Sole Chukka Boots

-50%

BESTSELLER

Brunello Cucinelli

Mens Suede Flex Sole Chukka Boots Brown

Delivery: Delivery costs apply

$574.99 ~~$1,150.00~~

Neiman Marcus

-43%

Andrea Ventura

Ankle boots Brown

Delivery: free

$329.00 ~~$573.00~~

Yoox.com

Clarks

Desert Boots EVO Mens Shoes Dark Brown Suede : 11.5 D - Medium

Delivery: free

$110.00

Zappos

-40%

Dune London

Smoky Plain Toe Chukka Boot in Black at Nordstrom, Size 9-9.5Us

Delivery: free

$117.00 ~~$195.00~~

Nordstrom

Cole Haan

Judson Grand Chukka Boots Mens Lace-up Boots Black Waterproof/Black/Black : 8.5 D - Medium, Leather

Delivery: free

$260.00

Zappos

-39%

Blake McKay

Alder Chukka Boot in Black at Nordstrom, Size 10.5

Delivery: free

$99.90 ~~$165.00~~

Nordstrom

Florsheim

Vibe Plain Toe Chukka Mens Boots Black Crazy Horse : 8 W (3E), Leather/Rubber

Delivery: free

$125.00

Zappos

UGG

Winter Boots, male, Brown, Size: 4 US Neumel Weather Hybrid Boots Chestnut / Whitecap

Delivery: Delivery costs apply

$118.57

Miinto

Helly Hansen

Varanger Primaloft Mens Shoes Brunette/Black : 7 D - Medium, Leather/Textile

Delivery: free

$180.00

Zappos

Clarks

Lace-up Boots, male, Black, Size: 11 1/2 US Desert Boot Evo Suede Shoe

Delivery: Delivery costs apply

$159.59

Miinto

Helly Hansen

Varanger Primaloft Mens Shoes Bistre/Black : 8 D - Medium, Leather/Textile

Delivery: free

$180.00

Zappos

Clarks

Lace-up Boots, male, Beige, Size: 8 US Desert Boot Evo

Delivery: Delivery costs apply

$159.59

Miinto

-40%

Dune London

Smoky Plain Toe Chukka Boot in Brown at Nordstrom, Size 9-9.5Us

Delivery: free

$117.00 ~~$195.00~~

Nordstrom

Barbour

Barbour Readhead Mens Boots Black : 11 M, Leather

Delivery: free

$220.00

Zappos

Blake McKay Colton Chukka Boot in Tan at Nordstrom, Size 10.5

-52%

BESTSELLER

Blake McKay

Colton Chukka Boot in Tan at Nordstrom, Size 10.5 Brown

Delivery: free

$79.90 ~~$165.00~~

Nordstrom

Scarosso

Ankle Boots, male, Black, Size: 10 1/2 US Leonardo Ankle Boot

Delivery: Delivery costs apply

$330.59

Miinto

BESTSELLER

Frye

Paul Suede Chukka Boot in Blue Smoke at Nordstrom, Size 10.5

Delivery: free

$188.00

Nordstrom

UGG

Winter Boots, male, Brown, Size: 10 US Classic Short

Delivery: Delivery costs apply

$209.76

Miinto

-54%

Marc Joseph New York

Clark Road Hands Free Technology Leather Laceup Chukka Boot in Cognac Grainy Leather at Nordstrom, Size 11.5

Delivery: free

$89.95 ~~$195.00~~

Nordstrom

Johnston & Murphy

Upton Chukka Mens Shoes Black Full Grain : 11.5 M (D), Leather

Delivery: free

$179.00

Zappos

Sorel

Slabtown 62 Stoic Chukka Boot in Black/Bleached Ceramic at Nordstrom, Size 10.5

Delivery: free

$160.00

Nordstrom

Doucal's

Lace-up Boots, male, Brown, Size: 11 US Chukka (Gm) Visone

Delivery: Delivery costs apply

$399.00

Miinto

BOSS

Kope Suede Chukka Boot in Medium Beige at Nordstrom, Size 10Us

Delivery: free

$230.00

Nordstrom

Pantanetti

Lace-up Boots, male, Brown, Size: 10 US Desert Boot

Delivery: Delivery costs apply

$393.31

Miinto

BESTSELLER

Gordon Rush

Austin Chukka Boot in Black at Nordstrom, Size 10.5

Delivery: free

$290.00

Nordstrom

Clarks

Lace-up Boots, male, Brown, Size: 10 US Desert Boot

Delivery: Delivery costs apply

$171.00

Miinto

BOSS

Kope Suede Chukka Boot in Dark Green at Nordstrom, Size 11Us

Delivery: free

$230.00

Nordstrom

Tod's

Mens Suede Desert Boots Brown

Delivery: Delivery costs apply

$925.00

Neiman Marcus

Anthony Veer

James Lace-up Boot in Black at Nordstrom, Size 10.5

Delivery: free

$275.00

Nordstrom

BESTSELLER

Santoni

Ankle Boots, male, Gray, Size: 6 US Desert Boot

Delivery: Delivery costs apply

$538.09

Miinto

Florsheim

Anthem Plain Toe Chukka in Saddle Tan at Nordstrom, Size 10.5 Brown

Delivery: free

$145.00

Nordstrom

Alberto

Lace-up Boots, male, Brown, Size: 11 1/2 US Ivan 91019 Desert Boots

Delivery: Delivery costs apply

$513.01

Miinto

Frye

Paul Suede Chukka Boot in Driftwood at Nordstrom, Size 10.5

Delivery: free

$198.00

Nordstrom

-27%

Clarks

BUSHACRE 2 in Black Suede

Delivery: free

$79.99 ~~$110.00~~

ShopSimon

Frye

Paul Suede Chukka Boot in Mushroom at Nordstrom, Size 10.5

Delivery: free

$198.00

Nordstrom

Our Legacy

Lace-up Boots, male, Brown, Size: 11 US Velour Suede Chukka Boot

Delivery: Delivery costs apply

$538.66

Miinto

BOSS

Kope Suede Chukka Boot in Dark Brn at Nordstrom, Size 10Us

Delivery: free

$230.00

Nordstrom

Tod's

Mens Winter Gommino Suede Desert Boots Brown

Delivery: Delivery costs apply

$975.00

Neiman Marcus

BESTSELLER

Florsheim

Forge Chukka Boot in Cognac at Nordstrom, Size 10.5

Delivery: free

$130.00

Nordstrom

Santoni

Lace-up Boots, male, Black, Size: 7 1/2 US Desert Boot

Delivery: Delivery costs apply

$598.50

Miinto

Anthony Veer

James Lace-up Boot in Chocolate Brown Burnished at Nordstrom, Size 10.5

Delivery: free

$275.00

Nordstrom

-30%

John Lobb

Suede desert boots Brown

Delivery: Delivery costs apply

$1,578.00 ~~$2,255.00~~

Mytheresa

John Varvatos

Varick Suede Chukka Boot in Faded Twine at Nordstrom, Size 10.5 Red

Delivery: free

$448.00

Nordstrom

Christian Louboutin

Mens Chambeliss Desert Suede Boots

Delivery: Delivery costs apply

$1,090.00

Neiman Marcus

BOSS

Dresletic Suede Chukka Boot in Dark Brn at Nordstrom, Size 11.5Us Brown

Delivery: free

$399.00

Nordstrom

-4%

Ariat

Mens Spitfire All Terrain Western Chukka Boot In Dark Brown

Delivery: free

$144.00 ~~$150.00~~

ShopSimon

Men's Leather Flat Boots

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Men's Leather Flat Boots

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Men's Leather Flat Boots

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