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Classic Chukka Boots

Men's Ben Sherman 'Oliver' Chukka Boot
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Men's Ben Sherman 'Oliver' Chukka Boot

Ben Sherman

Men's Ben Sherman 'Oliver' Chukka Boot

$135.00 Item 848889

Details & Care

Textured wool panels and brogue detailing lend earthy refinement to a classic chukka boot cast in smooth leather. Color(s): black, dark brown. Brand: Ben Sherman. Style Name: Ben Sherman 'Oliver' Chukka Boot (Men). Style Number: 848889.

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Men's Lottusse 'Martinica' Chukka Boot
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Men's Lottusse 'Martinica' Chukka Boot

LOTTUSSE

Men's Lottusse 'Martinica' Chukka Boot

$525.00 Item 881391

Details & Care

A durable sole grounds a classic chukka boot formed from fine calfskin leather. Color(s): black, moka dark brown. Brand: LOTTUSSE. Style Name: Lottusse 'Martinica' Chukka Boot (Men). Style Number: 881391.

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Men's Bed Stu 'Draco' Chukka Boot
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Men's Bed Stu 'Draco' Chukka Boot Was: $135.00 Now: $80.96 40% OFF
Men's Bed Stu 'Draco' Chukka Boot

Bed Stu

Men's Bed Stu 'Draco' Chukka Boot

$80.96 Item 692443

Details & Care

A rich burnish defines a classic chukka boot with a lived-in feel. Color(s): black handwash. Brand: Bed Stu. Style Name: Bed Stu 'Draco' Chukka Boot (Men). Style Number: 692443_1.

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Men's Sebago 'Tremont' Boot (Online Only)
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Men's Sebago 'Tremont' Boot (Online Only) Was: $165.00 Now: $98.06 40% OFF
Men's Sebago 'Tremont' Boot (Online Only)

Sebago

Men's Sebago 'Tremont' Boot (Online Only)

$98.06 Item 567758

Details & Care

A sturdy Vibram sole grounds a classic chukka boot shaped from smooth leather. Color(s): dark brown. Brand: Sebago. Style Name: Sebago 'Tremont' Boot (Online Only). Style Number: 567758.

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Men's Gorilla USA Chukka Boot
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Men's Gorilla USA Chukka Boot Was: $450.00 Now: $299.00 33% OFF
Men's Gorilla USA Chukka Boot

Gorilla USA

Men's Gorilla USA Chukka Boot

$299.00 Item 1018142

Details & Care

Handcrafted in the Allegheny Mountains of Pennsylvania, a premium-suede boot featuring a classic chukka profile is built for comfort and durability with a padded-leather footbed and a signature Goodyear welt. Color(s): chocolate, loden, tan. Brand: Gorilla USA. Style Name: Gorilla USA Chukka Boot (Men). Style Number: 1018142.

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Men's Dunham 'REVdash' Chukka Boot
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Men's Dunham 'REVdash' Chukka Boot

Dunham

Men's Dunham 'REVdash' Chukka Boot

$150.00 Item 466061

Details & Care

Touches of suede mark a classic chukka that boasts versatile style and a comfy REVlite midsole. Color(s): brown. Brand: DUNHAM. Style Name: Dunham 'REVdash' Chukka Boot (Men). Style Number: 466061.

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Men's Michael Toschi 'SL800' Chukka Boot
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Men's Michael Toschi 'SL800' Chukka Boot

Michael Toschi

Men's Michael Toschi 'SL800' Chukka Boot

$395.00 Item 246715

Details & Care

Rich Italian leather is fashioned into a classic chukka boot fitted with a unique midsole that offers enhanced anatomical support and comfort. Color(s): black. Brand: MICHAEL TOSCHI. Style Name: Michael Toschi 'SL800' Chukka Boot. Style Number: 246715_1.

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Men's Timberland Earthkeepers 'Brookpark' Leather Chukka Boot
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Men's Timberland Earthkeepers 'Brookpark' Leather Chukka Boot

Timberland

Men's Timberland Earthkeepers 'Brookpark' Leather Chukka Boot

$130.00 Item 487107

Details & Care

Rich, full-grain leather shapes a classic chukka boot set on a traction-enhancing Gripstick sole, while an anti-fatigue footbed makes it comfortable to wear all day long. Color(s): black smooth. Brand: Timberland. Style Name: Timberland Earthkeepers 'Brookpark' Leather Chukka Boot (Men). Style Number: 487107_1.

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Men's Red Wing 'Classic' Chukka Boot
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Men's Red Wing 'Classic' Chukka Boot

Red Wing

Men's Red Wing 'Classic' Chukka Boot

$260.00 Item 304344

Details & Care

A rugged American classic re-emerges in rich suede with a thick rubber sole. Color(s): black abilene- 3147, grey- 3138, sage- 3144. Brand: RED WING. Style Name: Red Wing 'Classic' Chukka Boot (Men). Style Number: 304344_1.

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Men's Steve Madden 'Handler' Chukka Boot
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Men's Steve Madden 'Handler' Chukka Boot

Steve Madden

Men's Steve Madden 'Handler' Chukka Boot

$89.95 Item 810404

Details & Care

Both lightweight and grippy, this classic chukka boot is styled in distressed leather and features a rounded moc toe and cushioned footbed for added comfort. Color(s): brown, tan. Brand: Steve Madden. Style Name: Steve Madden 'Handler' Chukka Boot (Men). Style Number: 810404.

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Men's TOMS 'Classic' Chukka Boot
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Men's TOMS 'Classic' Chukka Boot

TOMS

Men's TOMS 'Classic' Chukka Boot

$129.00 Item 728266

Details & Care

Rugged leather forms a rustic-style chukka boot with versatile appeal. Color(s): black leather, brown leather, dark brown. Brand: TOMS. Style Name: TOMS 'Classic' Chukka Boot (Men). Style Number: 728266.

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Men's Hush Puppies 'Style' Chukka Boot
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Men's Hush Puppies 'Style' Chukka Boot

Hush Puppies

Men's Hush Puppies 'Style' Chukka Boot

$139.00 Item 953002

Details & Care

Grained leather adds some texture to a classic chukka boot built for comfort and fashion. Color(s): black leather, tan leather. Brand: Hush Puppies. Style Name: Hush Puppies 'Style' Chukka Boot. Style Number: 953002.

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Men's John Varvatos Collection 'College' Chukka Boot
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Men's John Varvatos Collection 'College' Chukka Boot

John Varvatos Collection

Men's John Varvatos Collection 'College' Chukka Boot

$798.00 Item 1036838

Details & Care

A unique dyeing process puts a modern twist on a classic chukka boot crafted in Italy from luxe calfskin leather. Color(s): black/ white, brown heather. Brand: John Varvatos Collection. Style Name: John Varvatos Collection 'College' Chukka Boot (Men). Style Number: 1036838.

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Men's Johnston & Murphy 'Copeland' Suede Chukka Boot (Online Only)
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Men's Johnston & Murphy 'Copeland' Suede Chukka Boot (Online Only)

Johnston & Murphy

Men's Johnston & Murphy 'Copeland' Suede Chukka Boot (Online Only)

$150.00 Item 697282

Details & Care

Soft leather forms a classic chukka boot with a timeless silhouette and crepe-rubber sole. Color(s): black leather, brown leather, navy, rust, tan. Brand: Johnston & Murphy. Style Name: Johnston & Murphy 'Copeland' Suede Chukka Boot (Online Only). Style Number: 697282.

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Men's J&M 1850 'Hopson' Suede Chukka Boot
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Men's J&M 1850 'Hopson' Suede Chukka Boot

J&M 1850

Men's J&M 1850 'Hopson' Suede Chukka Boot

$235.00 Item 881294

Details & Care

A cushioned footbed ensures enduring comfort in a classic chukka boot formed from creamy Italian suede. Color(s): brown, navy, taupe. Brand: J&M 1850. Style Name: J&M 1850 'Hopson' Suede Chukka Boot (Men). Style Number: 881294.

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