Explore Men's Chelsea Boots. From Trendy To Timeless

Dockers

Rugged Chelsea Boots

From: SHOP SIMON

Sizes:

7, 8, 9, 10, 11, 12, 13

$69.99

$95.00

-26%

JoS. A. Bank

Hemlock Chelsea Boots

From: Jos. A. Bank

$145.00

Dr. Martens

Aged Leather Elastic Side Panel Chelsea Boots

From: SHOP SIMON

$398.20

Hogan

Elastic Side Panel Chelsea Ankle Boots

From: SHOP SIMON

Sizes:

7, 8, 9, 10

$914.81

Hugo Boss

Beckham Chelsea Boots In Suede

From: HUGO BOSS

$399.00

Florsheim

Rucci Lug Plain Toe Chelsea Boots

From: Florsheim

$155.00

Doucal's

Chelsea Boots

From: Eraldo

Sizes:

6, 6.5, 7, 8, 8.5, 9, 9.5...

$553.00

Dockers

Camden Rugged Chelsea Boots

From: SHOP SIMON

Sizes:

13

$59.99

$95.00

-37%

La Milano

Crest Cap Toe Chelsea Boots

From: The Men's Wearhouse

$99.99

Ferrato

Chelsea Boots

From: SHOP SIMON

Sizes:

9, 10, 11, 12

$57.00

$72.00

-21%

JoS. A. Bank

Barrett Chelsea Boots

From: Jos. A. Bank

$185.00

Christian Louboutin

Choucair Patent Leather Chelsea Boots

Available in 2 stores

$1,490.00

Clarks

Jaxon Easy Chelsea Boots

From: The Men's Wearhouse

$89.99

Prada

Leather Chelsea Boots

From: Baltini

$1,033.00

$1,404.00

-26%

Blundstone

City Dress Chelsea Boots

From: SHOP SIMON

Sizes:

8, 10, 13

$180.00

$235.00

-23%

Florsheim

Anthem Plain Toe Chelsea Boots

From: The Men's Wearhouse

$144.99

Diesel

D-hammer Chelsea Boots In Brushed Leather

From: Diesel

Sizes:

7, 8, 9, 10, 11, 12

$495.00

UGG

Neumel Chelsea Ankle Boots

From: Baltini

Sizes:

11

$171.00

$271.00

-37%

Dolce & Gabbana

Chelsea Ankle Boots

From: Italist

$854.44

Dolce & Gabbana

Chelsea Boots

From: Italist

$432.37

Bottega Veneta

Chelsea Boots "ben"

From: Eleonora Bonucci

Sizes:

7, 8, 9, 10, 11

$1,413.34

Ferragamo

Leather Rubber-sole Chelsea Boots

From: Bergdorf Goodman

$495.00

J. Ferrar

Stanwell Boots

From: SHOP SIMON

$100.00

$120.00

-17%

JUAN LACARCEL BY CALCE

Leather Chelsea Boots

From: Rboutique

Sizes:

6, 7, 8, 9, 10, 11, 12

$326.00

John Lobb

Lawry Chelsea Boots

From: Baltini

$1,495.00

$2,290.00

-35%

PIKOLINOS

Leather Zip Chelsea Ankle Boots

From: SHOP SIMON

$210.99

Pedro

Chelsea Boots

From: Pedro Shoes

Sizes:

6, 7, 8, 9, 10, 11, 12, 13

$189.90

Prada

Chelsea Ankle Boots

From: Baltini

$891.00

$1,643.00

-46%

Rodd & Gunn

Lyttleton Chelsea Boots

From: SHOP SIMON

Sizes:

7, 8

$129.00

$198.00

-35%

Stacy Adams

Gabriel Plain Toe Chelsea Boots

From: The Men's Wearhouse

$89.99

Bottega Veneta

Calfskin Chelsea Boots

From: Italist

$1,091.06

Hugo Boss

Elasticated-panel Chelsea Boots In Leather

From: HUGO BOSS

$699.00

Tricker's

Cubana Castorino Chelsea Boots

From: SHOP SIMON

Sizes:

8, 9, 10, 11

$1,207.69

$1,356.77

-11%

JoS. A. Bank

Otis Ii Plain Toe Chelsea Boots

From: Jos. A. Bank

$120.00

Dockers

Rugged Casual Chelsea Boots

From: SHOP SIMON

Sizes:

7, 9, 11, 12, 13

$69.99

$95.00

-26%

Brunello Cucinelli

Suede Chelsea Boots

From: Eraldo

Sizes:

7, 8, 9, 11, 12, 13

$1,294.00

Doucal's

Pull-on Suede Chelsea Boots

From: Eraldo

Sizes:

6, 7, 7.5, 8, 8.5, 9, 9.5...

$465.00

Hogan

Chelsea Ankle Boot

From: Biffi Boutique

Sizes:

7, 7.5, 8, 8.5, 9, 9.5, 1...

$449.42

Prada

Logo-embossed Chelsea Boots

From: Eraldo

Sizes:

9, 11

$1,377.00

JoS. A. Bank

Calder Chelsea Boots

From: Jos. A. Bank

$189.00

Stacy Adams

Finney Cap Toe Chelsea Boots

From: The Men's Wearhouse

$139.99

Keen

San Jose Chelsea Pull-on Work Boots

From: SHOP SIMON

Sizes:

13

$144.00

$160.00

-10%

JoS. A. Bank

Forge Plain Toe Chelsea Boots

From: Jos. A. Bank

$130.00

La Milano

Banksy Iii Plain Toe Chelsea Boots

From: The Men's Wearhouse

$99.99

Rodd & Gunn

Chelsea Boots

From: SHOP SIMON

Sizes:

7, 8, 9, 11, 12

$129.00

$198.00

-35%

Dolce & Gabbana

Suede Leather Chelsea Boots

From: Italist

$614.63

Amali

Hayes Chelsea Boots

From: SHOP SIMON

Sizes:

8, 10, 11, 12, 13

$53.00

$90.00

-41%

Merrell

Moab Adventure 3 Chelsea Waterproof Boots

From: SHOP SIMON

$96.00

$170.00

-44%

Jil Sander

Chelsea Ankle Boots

From: SHOP SIMON

$677.00

$1,268.00

-47%

BIRKENSTOCK

Ankle Boots Chelsea Leather

From: Baltini

$192.00

$268.00

-28%

Florsheim

Forge Plain Toe Chelsea Boots

From: The Men's Wearhouse

$129.99

Church's

Grained Leather Saenfield Chelsea Boots

From: Rboutique

Sizes:

6, 7, 8, 10, 11

$1,216.00

Tod's

Chelsea Suede Leather Ankle Boots

From: Lungolivigno Fashion

Sizes:

7, 8, 9, 10, 11

$605.00

$757.00

-20%

Fendi

Chelsea Squared Boot

From: Eleonora Bonucci

Sizes:

6, 7, 7.5, 8, 9, 10

$821.91

$1,304.62

-37%

Vince

Suede Lug-sole Chelsea Boots

From: Neiman Marcus

Sizes:

7, 8, 9, 9.5, 10, 12

$398.00

Santoni

Kalama Chelsea Boots

From: Eraldo

Sizes:

8, 9, 10, 11, 12

$894.00

Burberry

Pembroke Chelsea Boots

From: Neiman Marcus

Sizes:

7, 8, 9, 10, 11, 12, 13

$1,195.00

Dolce & Gabbana

Leather Slip-on Chelsea Boots

From: Italist

$800.09

Santoni

Enver Suede Chelsea Boots

From: Bergdorf Goodman

$1,190.00

All Saints

Skiff Chelsea Boots

From: AllSaints

$223.00

$319.00

-30%

Men's chelsea boots