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Men's Leather (Genuine) Chukka Boots

Roundhill Grand Waterproof Chukka Boot (Men)

Free Delivery by Christmas

Cole Haan Roundhill Grand Waterproof Chukka Boot (Men)

Current Price $260

Richard Chukka Boot (Men)

Free Delivery by Christmas

TO BOOT NEW YORK Richard Chukka Boot (Men)

Current Price $450

Paul Suede Chukka Boot (Men)

Free Delivery by Christmas

Frye Paul Suede Chukka Boot (Men)

Current Price $188 to $198

Austin Chukka Boot (Men)

Free Delivery by Christmas

Gordon Rush Austin Chukka Boot (Men)

Current Price $290

Chandler Chukka Boot (Men)

Free Delivery by Christmas

Allen Edmonds Chandler Chukka Boot (Men)

Current Price $525

Paul Chukka (Men)

Free Delivery by Christmas

Frye Paul Chukka (Men)

Current Price $188 to $198

Calder Chukka Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Calder Chukka Boot (Men)

Current Price $179

Lafayette Chukka Boot (Men)

Free Delivery by Christmas

Vince Lafayette Chukka Boot (Men)

Current Price $210

Previous Price $350

Golliard Water Resistant Chukka Boot (Men)

Free Delivery by Christmas

Aquatalia Golliard Water Resistant Chukka Boot (Men)

Current Price $495

Varick Leather Chukka Boot (Men)

Free Delivery by Christmas

John Varvatos Varick Leather Chukka Boot (Men)

Current Price $398

Varick Chukka Boot (Men)

Free Delivery by Christmas

John Varvatos Varick Chukka Boot (Men)

Current Price $398

Jerome Chukka Boot (Men)

Free Delivery by Christmas

Vince Jerome Chukka Boot (Men)

Current Price $298

Clarks® Desert Chukka Boot (Men)

Free Delivery by Christmas

Clarks® Originals Clarks® Desert Chukka Boot (Men)

Current Price $150

Hadston Chukka Boot (Men)

Free Delivery by Christmas

Barbour Hadston Chukka Boot (Men)

Current Price $240

Jerome Suede Lugged Chukka Boot (Men) (Nordstrom Exclusive)

Free Delivery by Christmas

Vince Jerome Suede Lugged Chukka Boot (Men) (Nordstrom Exclusive)

Current Price $298

Cat Walk Chukka Boot (Men)

Free Delivery by Christmas

Bruno Magli Cat Walk Chukka Boot (Men)

Current Price $350

Maurilio Chukka Boot (Men)

Free Delivery by Christmas

Magnanni Maurilio Chukka Boot (Men)

Current Price $550

The Chukka Boot (Men)

Free Delivery by Christmas

MORJAS The Chukka Boot (Men)

Current Price $430

Madson II Waterproof Chukka Boot (Men)

Free Delivery by Christmas

SOREL Madson II Waterproof Chukka Boot (Men)

Current Price $190

Navi Water Resistant Chukka Boot (Men)

Free Delivery by Christmas

TOMS Navi Water Resistant Chukka Boot (Men)

Current Price $140

Meays Chukka Boot (Men)

Free Delivery by Christmas

Barbour Meays Chukka Boot (Men)

Current Price $230

Upton Chukka (Men)

Free Delivery by Christmas

Johnston & Murphy Upton Chukka (Men)

Current Price $119.99

Previous Price $179

Metropole London Waterproof Suede Chukka Boot (Men)

Free Delivery by Christmas

ECCO Metropole London Waterproof Suede Chukka Boot (Men)

Current Price $229.95

Dresletic Suede Chukka Boot (Men) (Exclusive Retailer)

Free Delivery by Christmas

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

Current Price $399

Burnished Chukka Boot (Men)

Free Delivery by Christmas

Alden Burnished Chukka Boot (Men)

Current Price $682

Berto Chukka Boot (Men)

Free Delivery by Christmas

Mephisto Berto Chukka Boot (Men)

Current Price $439

Neumel Era Chukka Boot (Men)

Free Delivery by Christmas

UGG® Neumel Era Chukka Boot (Men)

Current Price $119.96

Previous Price $159.95

Wilhem Chukka Boot (Men)

Free Delivery by Christmas

Kenneth Cole New York Wilhem Chukka Boot (Men)

Current Price $165

Apron Toe Suede Chukka Boot (Men)

Free Delivery by Christmas

Tod's Apron Toe Suede Chukka Boot (Men)

Current Price $925

Chukka Boot (Men)

Free Delivery by Christmas

Brunello Cucinelli Chukka Boot (Men)

Current Price $1,250

Blaine Chukka Boot (Men)

Free Delivery by Christmas

Barbour Blaine Chukka Boot (Men)

Current Price $245

Rock Chukka Boot (Men)

Free Delivery by Christmas

Santoni Rock Chukka Boot (Men)

Current Price $890

Mini Lug Chukka Boot (Men)

Free Delivery by Christmas

Sperry Mini Lug Chukka Boot (Men)

Current Price $150

Monaco Plain Toe Chukka Boot (Men)

Free Delivery by Christmas

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

Current Price $425

Jefry Chukka Boot (Men)

Free Delivery by Christmas

ALDO Jefry Chukka Boot (Men)

Current Price $150

Arden Chukka Boot

Free Delivery by Christmas

Anthony Veer Arden Chukka Boot

Current Price $323.40

Previous Price $349

Calder Oiled Suede Chukka Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Calder Oiled Suede Chukka Boot (Men)

Current Price $179

Polacco Gomma Chukka Boot (Men)

Free Delivery by Christmas

Tod's Polacco Gomma Chukka Boot (Men)

Current Price $975

Braxton Chukka Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Braxton Chukka Boot (Men)

Current Price $159

Italian Collection Saluzzo Chukka Boot (Men)

Free Delivery by Christmas

Nordstrom Italian Collection Saluzzo Chukka Boot (Men)

Current Price $229.95

Wallabee Scout Chukka Boot (Men)

Free Delivery by Christmas

Clarks® Originals Wallabee Scout Chukka Boot (Men)

Current Price $270 to $290

Traveler Chukka Boot (Men)

Free Delivery by Christmas

Florsheim Traveler Chukka Boot (Men)

Current Price $135

Skiff Chukka Boot (Men)

Free Delivery by Christmas

AllSaints Skiff Chukka Boot (Men)

Current Price $173.40 to $319

Previous Price $289 to $319

Heritage Moc Chukka

Free Delivery by Christmas

Anthony Veer Heritage Moc Chukka

Current Price $322.15

Previous Price $379

Dixon Chukka Boot (Men)

Free Delivery by Christmas

Blake Mckay Dixon Chukka Boot (Men)

Current Price $119.90 to $175

Previous Price $175

Richard Chukka Boot (Men)

Free Delivery by Christmas

TO BOOT NEW YORK Richard Chukka Boot (Men)

Current Price $450

Carlo Leather Chukka Boot (Men)

Free Delivery by Christmas

Bruno Magli Carlo Leather Chukka Boot (Men)

Current Price $375

Last Chukka Boot (Men)

Free Delivery by Christmas

Alden Last Chukka Boot (Men)

Current Price $694

Barrie Chukka Boot (Men)

Free Delivery by Christmas

Alden Barrie Chukka Boot (Men)

Current Price $682

Jerome Chukka Boot (Men)

Free Delivery by Christmas

Vince Jerome Chukka Boot (Men)

Current Price $298

Field Chukka Boot (Men)

Free Delivery by Christmas

John Lobb Field Chukka Boot (Men)

Current Price $2,310

Parker Waterproof Chukka Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Parker Waterproof Chukka Boot (Men)

Current Price $129.99

Previous Price $189

Presely Chukka Boot (Men)

Free Delivery by Christmas

Vince Camuto Presely Chukka Boot (Men)

Current Price $169

Erroll Waterproof Chukka (Men)

Free Delivery by Christmas

Josef Seibel Erroll Waterproof Chukka (Men)

Current Price $185

Apron Toe Suede Chukka Boot (Men)

Free Delivery by Christmas

Tod's Apron Toe Suede Chukka Boot (Men)

Current Price $925

Anthem Plain Toe Chukka (Men)

Free Delivery by Christmas

Florsheim Anthem Plain Toe Chukka (Men)

Current Price $145

Slabtown 62™ Stoic Chukka Boot (Men)

Free Delivery by Christmas

SOREL Slabtown 62™ Stoic Chukka Boot (Men)

Current Price $160

Chukka Boot (Men)

Free Delivery by Christmas

Eleventy Chukka Boot (Men)

Current Price $895

Nubuck Chukka Lace Up Boots

Free Delivery by Christmas

Lands' End Nubuck Chukka Lace Up Boots

Current Price $118.96

Previous Price $169.95

Winter Gommino Chukka Boot (Men)

Free Delivery by Christmas

Tod's Winter Gommino Chukka Boot (Men)

Current Price $975

Only a few left

Earl 04 Chukka Boot (Men)

Free Delivery by Christmas

Josef Seibel Earl 04 Chukka Boot (Men)

Current Price $180

Torhill Hi Chukka Boot (Men)

Free Delivery by Christmas

Clarks® Originals Torhill Hi Chukka Boot (Men)

Current Price $140

Daddy Boston Chukka Boot (Men)

Free Delivery by Christmas

Bottega Veneta Daddy Boston Chukka Boot (Men)

Current Price $1,250

Monaco Plain Toe Chukka Boot (Men)

Free Delivery by Christmas

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

Current Price $425

Calder 175th Chukka Boot (Men)

Free Delivery by Christmas

Johnston & Murphy Calder 175th Chukka Boot (Men)

Current Price $175

Forge Chukka Boot (Men)

Free Delivery by Christmas

Florsheim Forge Chukka Boot (Men)

Current Price $130

Ben Chukka Boot (Men)

Free Delivery by Christmas

Bottega Veneta Ben Chukka Boot (Men)

Current Price $1,250

Wallabee Chukka Boot (Men)

Free Delivery by Christmas

Clarks® Originals Wallabee Chukka Boot (Men)

Current Price $160

Sculpted C Chukka Boot (Men)

Free Delivery by Christmas

COACH Sculpted C Chukka Boot (Men)

Current Price $225

Alexander Chukka Boot (Men)

Free Delivery by Christmas

Mephisto Alexander Chukka Boot (Men)

Current Price $399

Nelson Chukka (Men)

Free Delivery by Christmas

Robert Barakett Nelson Chukka (Men)

Current Price $298