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Men's Chukka Dress Shoes

Paul Chukka (Men)

Frye Paul Chukka (Men)

Current Price $188

Calder Chukka Boot (Men)

Johnston & Murphy Calder Chukka Boot (Men)

Current Price $179

Rucci Plain Toe Chukka Boot

Florsheim Rucci Plain Toe Chukka Boot

Current Price $155

Forge Chukka Boot (Men)

Florsheim Forge Chukka Boot (Men)

Current Price $130

Roundhill Grand Waterproof Chukka Boot (Men)

Cole Haan Roundhill Grand Waterproof Chukka Boot (Men)

Current Price $260

Traveler Chukka Boot (Men)

Florsheim Traveler Chukka Boot (Men)

Current Price $135

Anthem Plain Toe Chukka (Men)

Florsheim Anthem Plain Toe Chukka (Men)

Current Price $145

Maxxy Plain Toe Chukka Boot (Men)

Dune London Maxxy Plain Toe Chukka Boot (Men)

Current Price $117

Previous Price $195

A man examining a striped shirt in front of a rack of clothing.

A man examining a striped shirt in front of a rack of clothing.

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Clarks® Desert Chukka Boot (Men)

Clarks® Originals Clarks® Desert Chukka Boot (Men)

Current Price $140 to $150

Fremont Chukka Boot (Men)

Gordon Rush Fremont Chukka Boot (Men)

Current Price $99.90

Previous Price $265

Wally Classic Slip-On (Men)

Hey Dude Wally Classic Slip-On (Men)

Current Price $69.99 to $79.99

Nelson Chukka (Men)

Robert Barakett Nelson Chukka (Men)

Current Price $298

Torres Chukka Boot (Men)

Gentle Souls Torres Chukka Boot (Men)

Current Price $250

Varick Leather Chukka Boot (Men)

John Varvatos Varick Leather Chukka Boot (Men)

Current Price $398 to $448

Austin Chukka Boot (Men)

Gordon Rush Austin Chukka Boot (Men)

Current Price $290

Nicky Chukka (Men)

Robert Barakett Nicky Chukka (Men)

Current Price $298

Parker Waterproof Chukka Boot (Men)

Johnston & Murphy Parker Waterproof Chukka Boot (Men)

Current Price $129.99

Previous Price $189

Alder Chukka Boot (Men)

Blake Mckay Alder Chukka Boot (Men)

Current Price $99.90

Previous Price $165

Dixon Chukka Boot (Men)

Blake Mckay Dixon Chukka Boot (Men)

Current Price $175

'Harrison' Chukka Boot (Online Only) (Men)

Børn 'Harrison' Chukka Boot (Online Only) (Men)

Current Price $145

Berto Chukka Boot (Men)

Mephisto Berto Chukka Boot (Men)

Current Price $439

Peppo Water Resistant Chukka Loafer (Men)

Mephisto Peppo Water Resistant Chukka Loafer (Men)

Current Price $549

Wells Chukka Boot (Men)

Milwaukee Boot Company Wells Chukka Boot (Men)

Current Price $265

Chandler Chukka Boot (Men)

Allen Edmonds Chandler Chukka Boot (Men)

Current Price $525

'Harrison' Chukka Boot (Online Only) (Men)

Børn 'Harrison' Chukka Boot (Online Only) (Men)

Current Price $145

The Chukka Boot (Men)

MORJAS The Chukka Boot (Men)

Current Price $430

Corazon Chukka Boot

CARLOS SANTANA Corazon Chukka Boot

Current Price $125.30 to $179

Previous Price $179

Monaco Plain Toe Chukka Boot (Men)

TO BOOT NEW YORK Monaco Plain Toe Chukka Boot (Men)

Current Price $425

Colton Chukka Boot (Men)

Blake Mckay Colton Chukka Boot (Men)

Current Price $79.90

Previous Price $165

Navi Water Resistant Chukka Boot (Men)

Nordstrom For Good

TOMS Navi Water Resistant Chukka Boot (Men)

Current Price $145

Only a few left

Wallace Two-Eye Lace-up Shoe (Men)

G.H.BASS Wallace Two-Eye Lace-up Shoe (Men)

Current Price $146.25

Previous Price $225

Richard Chukka Boot (Men)

TO BOOT NEW YORK Richard Chukka Boot (Men)

Current Price $450

Jefry Chukka Boot (Men)

ALDO Jefry Chukka Boot (Men)

Current Price $112

Previous Price $150

Maurilio Chukka Boot (Men)

Magnanni Maurilio Chukka Boot (Men)

Current Price $550

Apron Toe Suede Chukka Boot (Men)

Tod's Apron Toe Suede Chukka Boot (Men)

Current Price $925

Wallabee Chukka Boot (Men)

Clarks® Originals Wallabee Chukka Boot (Men)

Current Price $150 to $170

Neumel Era Chukka Boot (Men)

Nordstrom For Good

UGG® Neumel Era Chukka Boot (Men)

Current Price $99.99

Previous Price $159.95

Morello Chukka Boot

CARLOS SANTANA Morello Chukka Boot

Current Price $89.99

Previous Price $149

Dresletic Suede Chukka Boot (Men) (Exclusive Retailer)

BOSS Dresletic Suede Chukka Boot (Men) (Exclusive Retailer)

Current Price $399

Wylie Chukka Boot (Men)

Donald Pliner Wylie Chukka Boot (Men)

Current Price $260

Only a few left

Apron Toe Suede Chukka Boot (Men)

Tod's Apron Toe Suede Chukka Boot (Men)

Current Price $925

Padror Derby (Men)

KLEMAN Padror Derby (Men)

Current Price $295

Dixon Chukka Boot (Men)

Blake Mckay Dixon Chukka Boot (Men)

Current Price $175

Only a few left

Hamilton Wingtip Waterproof Chukka Boot (Men)

Allen Edmonds Hamilton Wingtip Waterproof Chukka Boot (Men)

Current Price $550

Only a few left

'Desert' Boot (Men)

Clarks® Originals 'Desert' Boot (Men)

Current Price $150

Padror Derby (Men)

KLEMAN Padror Derby (Men)

Current Price $265

Camron Chukka Boot (Men)

Dune London Camron Chukka Boot (Men)

Current Price $150

Only a few left

Detroit Chukka Boot (Men)

Santoni Detroit Chukka Boot (Men)

Current Price $890 to $930

Burnished Chukka Boot (Men)

Alden Burnished Chukka Boot (Men)

Current Price $716

Wally NXT Leather Lace-Up Shoe (Men)

Hey Dude Wally NXT Leather Lace-Up Shoe (Men)

Current Price $61.74

Previous Price $94.99

Only a few left

Gyllsjö Chukka Boots

New

Myrqvist Gyllsjö Chukka Boots

Current Price $429

Only a few left

Wallabee Chukka Boot (Men)

Clarks® Originals Wallabee Chukka Boot (Men)

Current Price $170

Only a few left

Esmond Plain Toe Chukka Boot (Men)

New

Dockers® Esmond Plain Toe Chukka Boot (Men)

Current Price $54.97

Only a few left

Polacco Gomma Chukka Boot (Men)

Tod's Polacco Gomma Chukka Boot (Men)

Current Price $975

Last Chukka Boot (Men)

Alden Last Chukka Boot (Men)

Current Price $730

Meays Chukka Boot (Men)

Barbour Meays Chukka Boot (Men)

Current Price $230

Only a few left

Barrie Chukka Boot (Men)

Alden Barrie Chukka Boot (Men)

Current Price $716

Rainer Algonquon Derby (Men)

John Varvatos Rainer Algonquon Derby (Men)

Current Price $848

Gender Inclusive Lowell Chukka Boot

Dr. Martens Gender Inclusive Lowell Chukka Boot

Current Price $200

Norman Chukka Shoe (Men)

Camper Norman Chukka Shoe (Men)

Current Price $133

Previous Price $185

Only a few left

Oslo Schore Chukka Boot (Men)

Magnanni Oslo Schore Chukka Boot (Men)

Current Price $475

Only a few left

Chukka Shoe (Men)

McQueen Chukka Shoe (Men)

Current Price $890

Wallabee Kiltie Chukka Boot (Men)

Clarks® Originals Wallabee Kiltie Chukka Boot (Men)

Current Price $170

Only a few left

Field Chukka Boot (Men)

John Lobb Field Chukka Boot (Men)

Current Price $2,310

Chukka Shoe (Men)

McQueen Chukka Shoe (Men)

Current Price $920

Wally NXT Suede Lace-Up Shoe (Men)

Hey Dude Wally NXT Suede Lace-Up Shoe (Men)

Current Price $55.24

Previous Price $84.99

Only a few left

Easy Chukka Boot (Men)

Santoni Easy Chukka Boot (Men)

Current Price $750

Only a few left

Chambeliss Chukka Boot (Men)

Christian Louboutin Chambeliss Chukka Boot (Men)

Current Price $1,090

Winter Gommino Chukka Boot (Men)

Tod's Winter Gommino Chukka Boot (Men)

Current Price $975

Ted Derby (Men)

John Lobb Ted Derby (Men)

Current Price $1,850