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Men's Chukka Boots

'Harrison' Chukka Boot

Børn 'Harrison' Chukka Boot

Current Price $145

Nubuck Chukka Lace Up Boots

Lands' End Nubuck Chukka Lace Up Boots

Current Price $89.97

Previous Price $149.95

Harrison Plain Toe Chukka Boot

Børn Harrison Plain Toe Chukka Boot

Current Price $145

Riverwest Chukka Boot

Milwaukee Boot Company Riverwest Chukka Boot

Current Price $245

Heritage Moc Chukka

Anthony Veer Heritage Moc Chukka

Current Price $299

Previous Price $379

Jack Chukka Boot

Eastland Jack Chukka Boot

Current Price $125

Wilhem Chukka Boot

Kenneth Cole New York Wilhem Chukka Boot

Current Price $165

Kope Suede Chukka Boot

BOSS Kope Suede Chukka Boot

Current Price $230

End-of-season clearance.

End-of-season clearance.

Up to 50% Off Top Finds

Get the best styles from Free People, Steve Madden, Dolce Vita, Veronica Beard and more before they're gone.

Aspar Chukka Boots

V.GAN LONDON Aspar Chukka Boots

Current Price $96

Previous Price $100

Suede Chukka Boot

Brunello Cucinelli Suede Chukka Boot

Current Price $1,450

Fireside Craft Stitch Water Repellent Chukka Boot

Dearfoams Fireside Craft Stitch Water Repellent Chukka Boot

Current Price $150

Hamilton Wingtip Waterproof Chukka Boot

Allen Edmonds Hamilton Wingtip Waterproof Chukka Boot

Current Price $550

Only a few left

Burnished Chukka Boot

Alden Burnished Chukka Boot

Current Price $716

Nicky Chukka

Robert Barakett Nicky Chukka

Current Price $298

Alder Chukka Boot

Blake Mckay Alder Chukka Boot

Current Price $99.90

Previous Price $165

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Gyllsjö Chukka Boots

Myrqvist Gyllsjö Chukka Boots

Current Price $429

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Apron Toe Suede Chukka Boot

Tod's Apron Toe Suede Chukka Boot

Current Price $925

Desert Boot

Clarks® Originals Desert Boot

Current Price $140

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Chukka Boot

Eleventy Chukka Boot

Current Price $358

Previous Price $895

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Wallabee Genuine Calf Hair Chukka

Clarks® Originals Wallabee Genuine Calf Hair Chukka

Current Price $180

Torhill Hi Chukka Boot

Clarks® Originals Torhill Hi Chukka Boot

Current Price $140

Astaire Chukka Boot

Bottega Veneta Astaire Chukka Boot

Current Price $1,100

Mini Lug Chukka Boot

Sperry Mini Lug Chukka Boot

Current Price $150

Camron Chukka Boot

Dune London Camron Chukka Boot

Current Price $150

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Gomma Chukka Boot

Tod's Gomma Chukka Boot

Current Price $447

Previous Price $745

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Dresletic Suede Chukka Boot

BOSS Dresletic Suede Chukka Boot

Current Price $399

Field Chukka Boot

John Lobb Field Chukka Boot

Current Price $2,310

Winter Gommino Chukka Boot

Tod's Winter Gommino Chukka Boot

Current Price $975

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Premium GORE-TEX Chukka Boot

Timberland Premium GORE-TEX Chukka Boot

Current Price $195

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Work Chukka Oil Slick Leather Boot

Red Wing Heritage Work Chukka Oil Slick Leather Boot

Current Price $289.99

Ben Chukka Boot

Bottega Veneta Ben Chukka Boot

Current Price $1,250

Morello Chukka Boot

CARLOS SANTANA Morello Chukka Boot

Current Price $89.99

Previous Price $149

Distillery Waterproof Faux Shearling Lined Chukka Boot

Baffin Distillery Waterproof Faux Shearling Lined Chukka Boot

Current Price $240

Last Chukka Boot

Alden Last Chukka Boot

Current Price $730

Jack Chukka Boot

Eastland Jack Chukka Boot

Current Price $125

Arden Chukka Boot

Anthony Veer Arden Chukka Boot

Current Price $287

Previous Price $349

Skiff Chukka Boot

AllSaints Skiff Chukka Boot

Current Price $319

The Chukka Boot

MORJAS The Chukka Boot

Current Price $430

Bedford Chukka

Anthony Veer Bedford Chukka

Current Price $299

Previous Price $379

Maxxy Plain Toe Chukka Boot

Dune London Maxxy Plain Toe Chukka Boot

Current Price $117

Previous Price $195

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Wallabee Chukka Boot

Clarks® Originals Wallabee Chukka Boot

Current Price $170

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Oslo Schore Chukka Boot

Magnanni Oslo Schore Chukka Boot

Current Price $475

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Desert Trek Chukka Boot

Clarks® Originals Desert Trek Chukka Boot

Current Price $150

Braided Chukka Boot

Eleventy Braided Chukka Boot

Current Price $895

Desert Trek Chukka Boot

Clarks® Originals Desert Trek Chukka Boot

Current Price $160 to $170

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Polacco Gomma Chukka Boot

Tod's Polacco Gomma Chukka Boot

Current Price $975

Man wearing UGG shoes on the street

Man wearing UGG shoes on the street

It’s UGG Season

Your Fall favorites have arrived are ready for cozy days ahead.

x Andersson Bell Wallabee Chukka

Clarks® Originals x Andersson Bell Wallabee Chukka

Current Price $210

Easy Chukka Boot

Santoni Easy Chukka Boot

Current Price $850

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Warden Boot

ROAN Warden Boot

Current Price $125

Barrie Chukka Boot

Alden Barrie Chukka Boot

Current Price $716

Uptown Chukka

Vionic Uptown Chukka

Current Price $190

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x Andersson Bell Wallabee Chukka

Clarks® Originals x Andersson Bell Wallabee Chukka

Current Price $210

Wallabee RB Chukka

Clarks® Originals Wallabee RB Chukka

Current Price $160

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Nuptse Traction Waterproof Chukka

The North Face Nuptse Traction Waterproof Chukka

Current Price $135

Clark Road Hands Free Technology Leather Laceup Chukka Boot

Marc Joseph New York Clark Road Hands Free Technology Leather Laceup Chukka Boot

Current Price $175

Joplin Laceless Chukka

CARLOS SANTANA Joplin Laceless Chukka

Current Price $104.99

Previous Price $159

Wallabee Scout Chukka Boot

Clarks® Originals Wallabee Scout Chukka Boot

Current Price $270

Only a few left