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Sorel Men's Greely Chukka Boot,Cafe,8.5 M US

Sorel Men's Greely Chukka Boot,Cafe,8.5 M US

This Chukka-inspired all-weather boot has a waterproof suede upper that's burnished for vintage style. more

$75.38

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John Varvatos Men's Hipster Chukka Boot,Dk. Brown,9 M Us

John Varvatos Men's Hipster Chukka Boot,Dk. Brown,9 M Us

John Varvatos employs worn-in details to lend a vintage look to this chukka boot. more

$188.99

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John Varvatos Men's Hipster Chukka Boot,Dark Ghurka,9.5 M US

John Varvatos Men's Hipster Chukka Boot,Dark Ghurka,9.5 M US

John Varvatos employs worn-in details to lend a vintage look to this chukka boot. more

$198.00

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John Varvatos Men's Hipster Chukka Boot

John Varvatos Men's Hipster Chukka Boot

John Varvatos employs worn-in details to lend a vintage look to this chukka boot. more

$174.99

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Roper Mens Swift Lite Lace-Ups Brown Vintage Leather Chukka Boots

Roper Mens Swift Lite Lace-Ups Brown Vintage Leather Chukka Boots

Mens Roper Shoes: Mens Roper Western Shoes. Casual couldn't look so good! These light weight Chukka casual sport bottom lace up, swift light outsole, removable molded comfort Eva midsole, two eyelet Chukka lace up, moisture wicking linings. Roper is... more

$79.20

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Modern Vintage Men's Alfred Chukka Boot

Modern Vintage Men's Alfred Chukka Boot

1 inch heel more

$225.00

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- John Varvatos Sz 9 Nyc Vintage Chukka Boots Mens Brown Fits Us 9.5 $298

- John Varvatos Sz 9 Nyc Vintage Chukka Boots Mens Brown Fits Us 9.5 $298

New - JOHN VARVATOS sz 9 NYC VINTAGE CHUKKA BOOTS MENS BROWN fits US 9.5 $298 Distinctive Deals Price: $206.99 GUARANTEED AUTHENTIC ORIGINAL RETAIL: $298.00 COLOR: Brown (Whiskey) NYC VINTAGE SUEDE ANKLE BOOTS FEATURES MATERIALS · Suede upper · Plain... more

$163.29

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90s Timberland Chukka Boots 12069 Grey & Red Size 12 M Mens

90s Timberland Chukka Boots 12069 Grey & Red Size 12 M Mens

YOU ARE LOOKING AT A BRAND NEW PAIR OF VINTAGE 90s TIMBERLAND CHUKKA BOOTS SIZE -12 M MENS THESE BOOTS ARE ONE OF A KIND SINCE THEY ARE FROM THE 90s AND NO LONGER IN PRODUCTION.THEY FEATURE:WATERPROOF 100% LEATHER amp; CANVAS LIGHT N VERY COMFORTABLE... more

$99.96

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90s Timberland Chukka Boots 50059 Black Size 12 M Mens

90s Timberland Chukka Boots 50059 Black Size 12 M Mens

YOU ARE LOOKING AT A BRAND NEW PAIR OF VINTAGE 90s TIMBERLAND CHUKKA BOOTS SIZE -12 MENS THESE BOOTS ARE ONE OF A KIND SINCE THEY ARE FROM THE 90s AND NO LONGER IN PRODUCTION.THEY FEATURE:WATERPROOF 100% LEATHER LIGHT N VERY COMFORTABLE IF YOU WANT A... more

$118.96

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John Varvatos Star USA Classic Chukka Boots (For Men) – STEEL GREY

John Varvatos Star USA Classic Chukka Boots (For Men) – STEEL GREY

Free shipping over $50 with PCZILLAUS5.

CLOSEOUTS . Just take in the refined silhouette of John Varvatos Star USA's Classic chukka boots, expertly distressed in a vintage-look suede. Accented very simply by two-eyelet lacing, a rounded toe and contrast stitching, they're an exercise in the... more

$248.00 $129.95

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(725,000+)
Camper Romeo Chukka Boots - Suede (For Men) – DARK BROWN SUEDE

Camper Romeo Chukka Boots - Suede (For Men) – DARK BROWN SUEDE

Free shipping over $50 with PCZILLAUS5.

CLOSEOUTS . Add the throwback vibe of the classic chukka to your modern look with Camper's Romeo boot. The soft suede features traditional two-eyelet lacing for a clean line that pairs with premium denim for vintage style with a contemporary feel.... more

$145.00 $99.95

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(725,000+)
John Varvatos Star USA Classic Chukka Boots (For Men) – ANTIQUE

John Varvatos Star USA Classic Chukka Boots (For Men) – ANTIQUE

Free shipping over $50 with PCZILLAUS5.

CLOSEOUTS . Just take in the refined silhouette of John Varvatos Star USA's Classic chukka boots, expertly distressed in a vintage-look suede. Accented very simply by two-eyelet lacing, a rounded toe and contrast stitching, they're an exercise in the... more

$248.00 $129.95

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(725,000+)
Cubavera Men's Lace-Up Chukka Boot: Caramel 11

Cubavera Men's Lace-Up Chukka Boot: Caramel 11

Cubavera Men's Lace-Up Chukka Boot: Caramel 11- Brushed PU Suede Upper, EVA Midsoles, Rubber Outsoles, Shoe Runs Half Size Larger more

$69.50 $29.99

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Timberland Men's Rugged Street II Chukka Black Smooth Boots, Size 11.5 M - 41050

Timberland Men's Rugged Street II Chukka Black Smooth Boots, Size 11.5 M - 41050

Timberland Men's Rugged Street II Chukka Black Smooth Boots - 41050 more

$76.95

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TheShoeMart

(5,000+)
Cubavera Men's Lace-Up Chukka Boot: Jet Black 8.5

Cubavera Men's Lace-Up Chukka Boot: Jet Black 8.5

Cubavera Men's Lace-Up Chukka Boot: Jet Black 8.5- Brushed PU Suede Upper, EVA Midsoles, Rubber Outsoles, Shoe Runs Half Size Larger more

$69.50 $29.99

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Dexter, Mens Corbin Chukka Boot, Mens, Boots, Casual

Dexter, Mens Corbin Chukka Boot, Mens, Boots, Casual

Find comfort, quality and style in the Corbin Boot. It features a tumbled upper, laces for good fit, mesh lining, Dexter's signature Comfort Insole for all-day support, and a durable outsole. Manmade materials. more

$49.99

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Lands' End Men's Handsewn Four-eye Chukka Boots

Lands' End Men's Handsewn Four-eye Chukka Boots

Free Shipping on orders $50 or more!

These casual Chukkas easily go from errands to dinner downtown. And with handsewn quality, a leather-lined footbed and traditional design details, you'll want to wear them for more than their versatility. With rubber outsole for a sure stride and... more

$99.00 $44.99

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Lands' End Men's Clarks Bushacre 2 Chukka Boots

Lands' End Men's Clarks Bushacre 2 Chukka Boots

Free Shipping on orders $50 or more!

Clarks is known for around-the-clock comfort and footwear that is both timeless and innovative. The brand's commitment to craftsmanship, premium materials and cutting edge technology has allowed it to thrive on a global scale. The world is your... more

$89.00

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Mens John Blair Suede Slip On Chukka Boots: Brown

Mens John Blair Suede Slip On Chukka Boots: Brown

Mens > Footwear > Boots Brown 9. Our popular, chukkas are now available in a customer-requested slip-on style - and they're less than $50! Genuine suede leather is accented with handsome contrast stitching. Large twin gores and loop tab at the back... more

$49.99 $39.99

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Blair.com

(425,000+)
Timberland Men's Rugged Street II Chukka Black Smooth Boots, Size 13 M - 41050

Timberland Men's Rugged Street II Chukka Black Smooth Boots, Size 13 M - 41050

Timberland Men's Rugged Street II Chukka Black Smooth Boots - 41050 more

$76.95

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TheShoeMart

(5,000+)
Timberland Waterproof Chukka Boots - Mens - Black

Timberland Waterproof Chukka Boots - Mens - Black

Black size 7.0

The Timberland Waterproof Chukka Boot is built rugged to stand up to years of use. It's a lower-cut silhouette based on Timberland's classic boot, featuring a waterproof, seam-sealed leather upper that keeps feet dry in any weather. Other details... more

$134.99 $99.99

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Foot Locker

(175,000+)
"Red Wing Heritage Classic 3141 Chukka - Men's - Chukkas Briar Oil Slick - Size"

"Red Wing Heritage Classic 3141 Chukka - Men's - Chukkas Briar Oil Slick - Size"

"The Classic Chukka boot from Red Wing has a ruggedly handsome look inspired by the company's work boot heritage. The leather upper is durable, and the casual design is suitable for work or play. A white crepe rubber Euro-traction Tred outsole keeps... more

$259.95

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OnlineShoes.com

(50,000+)
"Red Wing Heritage Work Chukka - Men's - Chukkas Copper Rough & Tough Leather - Size"

"Red Wing Heritage Work Chukka - Men's - Chukkas Copper Rough & Tough Leather - Size"

"Take part in a century-old heritage of quality workmanship with the Red Wing Work Chukka boot. This mens light-duty work boot is crafted with a premium Copper Rough and Tough leather upper and a three-eye lacing closure with metal eyelets. Welt... more

$259.95

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OnlineShoes.com

(50,000+)
Timberland Men's Rugged Street II Chukka Black Smooth Boots, Size 10 M - 41050

Timberland Men's Rugged Street II Chukka Black Smooth Boots, Size 10 M - 41050

Timberland Men's Rugged Street II Chukka Black Smooth Boots - 41050 more

$76.95

FREE shipping

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TheShoeMart

(5,000+)
Men's Nunn Bush Woodbury 84445 Plain Toe Chukka Boot - Brown Suede Boots

Men's Nunn Bush Woodbury 84445 Plain Toe Chukka Boot - Brown Suede Boots

The Nunn Bush Woodbury features genuine suede or smooth leather upper, Dynamic comfort: A unique combination of 3 advanced cushioning materials combined on the top of the footbed to provide exceptional comfort directly to the foot. Flexible rubber sole. more

$75.00 $60.00

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Shoebuy.com

(150,000+)
EXPRESS Mens Black Leather Chukka Boot Black 9

EXPRESS Mens Black Leather Chukka Boot Black 9

Black. Named After A Period Of Play In Polo, Chukkas Do Overtime In Comfort And Style. Minimalist Lacing Sits Well Under Jeans And Dress Pants, Allowing The Smooth Leather Upper To Stand Out. A Herringbone Wool Footbed Adds Some Class To This Popular... more

$138.00

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Cubavera Men's Lace-Up Chukka Boot

Cubavera Men's Lace-Up Chukka Boot

Cubavera Men's Lace-Up Chukka Boot- Brushed PU Suede Upper, EVA Midsoles, Rubber Outsoles, Shoe Runs Half Size Larger more

$69.50 $29.99

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Timberland Oakwell Moc Toe Chukka - Mens - Black

Timberland Oakwell Moc Toe Chukka - Mens - Black

Black size 7.0

Don't let cold and wet conditions keep you from showcasing your style, trust the Timberland Oakwell Moc Toe Chukka boots to keep you in prime condition all season long. Premium nubuck leather upper for comfort, durability, and long-lasting wear. 100%... more

$109.99 $69.99

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Foot Locker

(175,000+)
Red Wing Heritage Men's Classic Work Leather Chukka Boot,Briar Oil Slick,10.5 D US

Red Wing Heritage Men's Classic Work Leather Chukka Boot,Briar Oil Slick,10.5 D US

If you want a boot that is a combination of rugged and casual then take a look at The Red Wing Heritage 3141 Classic Chukka Mens Boots. Composed of briar oil slick leather, Euro-traction Tred crepe rubber outsole, and Goodyear welt construction; these... more

$259.95

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Original Penguin Men's Chukka

Original Penguin Men's Chukka

Take 40% Off the Entire Site! Code: OPBTS40

Original Penguin Chukka Accessories:Leather Upper, Rubber Sole,Sturdy Casual Boot,Imported more

$180.00 $124.99

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EXPRESS Mens Black Leather Chukka Boot Black 11

EXPRESS Mens Black Leather Chukka Boot Black 11

Black. Named After A Period Of Play In Polo, Chukkas Do Overtime In Comfort And Style. Minimalist Lacing Sits Well Under Jeans And Dress Pants, Allowing The Smooth Leather Upper To Stand Out. A Herringbone Wool Footbed Adds Some Class To This Popular... more

$138.00

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EXPRESS Mens Black Leather Chukka Boot Black 12

EXPRESS Mens Black Leather Chukka Boot Black 12

Black. Named After A Period Of Play In Polo, Chukkas Do Overtime In Comfort And Style. Minimalist Lacing Sits Well Under Jeans And Dress Pants, Allowing The Smooth Leather Upper To Stand Out. A Herringbone Wool Footbed Adds Some Class To This Popular... more

$138.00

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Perry Ellis Howard Mens Leather Chukka Boots

Perry Ellis Howard Mens Leather Chukka Boots

The Perry Ellis Howard Boots feature a Leather upper with a Square Toe. The Man-Made outsole lends lasting traction and wear. more

$38.99

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Men's Danner St. Helens 4" Chukka - Brown/Red Boots

Men's Danner St. Helens 4" Chukka - Brown/Red Boots

This shoe features a durable, waterproof nubuck leather and suede upper with lightweight woven nylon and a Danner Double Hook system for customizable secure fit. It has a 100% waterproof and breathable GORE-TEX® with an extended comfort lining. The... more

$149.95

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Shoebuy.com

(150,000+)
Rockport Men's RocSports Lite 2 Chukka Boot,Khaki Taupe,9 M US

Rockport Men's RocSports Lite 2 Chukka Boot,Khaki Taupe,9 M US

Redefine the term "weekend warrior" in the Rockport RocSports Lite 2 Chukka boot. Modeled after the classic desert boot, this men's casual ankle boot has a premium nubuck or leather upper with a stretchy, padded collar and tongue for soft flex. The... more

$75.72

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Timberland Men's Baluster Chukka

Timberland Men's Baluster Chukka

The Timberland 54568 boots feature a leather upper with a moc toe. The man-made outsole lends lasting traction and wear. more

$78.02

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Men's Gates Chukka Boot, Brown - Frye - Brown (45EU/12US)

Men's Gates Chukka Boot, Brown - Frye - Brown (45EU/12US)

FryeGates Chukka Boot, BrownDetailsFrye oiled, raw-cut leather chukka boot. Two-eyelet lace-up front. Logo embossed at tongue and back. Rubber outsole. Gates is imported. Designer About Frye:John A. Frye founded Frye in 1863, making it the oldest... more

$248.00

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Men's Skechers Work Relaxed Fit On Site Verto SR - Brown Safety Shoes

Men's Skechers Work Relaxed Fit On Site Verto SR - Brown Safety Shoes

Finish the job in comfort and style with the SKECHERS Work Relaxed Fit®: On Site - Verto SR boot. Smooth durable oiled leather upper in a lace up ankle height moc toe chukka work boot with stitching and overlay accents. Memory Foam insole. Padded... more

$97.00 $66.45

FREE shipping

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Shoebuy.com

(150,000+)
GBX mens Atane Shoes

GBX mens Atane Shoes

Classic GBX chukka boot High quality washed canvas Unique frayed stitching gives this boot a modern look Trendy 4-hole lace-up The traditional look with a rugged twist make for a great pair of boots more

$64.99

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"Timberland Brook Park Chukka Boot - Men's - Chukkas Brown Smooth - Size"

"Timberland Brook Park Chukka Boot - Men's - Chukkas Brown Smooth - Size"

"Step right into casual style with the Brook Park Chukka boot from Timberland.brulliLeather upper in a chukka boot style with a round toebrliLace up front with 100 percent organic lacesbrliTPR welted constructionbrliHeel pull tabbrliLeather lining,... more

$129.95

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OnlineShoes.com

(50,000+)

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