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Steve Madden Disick Chukka Boots (For Men) – BROWN

Steve Madden Disick Chukka Boots (For Men) – BROWN

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CLOSEOUTS . An elegant accent for your finest dress wardrobe, Steve Madden s Disick chukka boots bring a traditional refinement to your modern suits. Smooth, polished leather features classic two-eyelet lacing, and a rubber outsole ensures a sure step.... more

$125.00 $89.95

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(725,000+)
Men's Mark Nason Skechers Elmwood - Black Boots

Men's Mark Nason Skechers Elmwood - Black Boots

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Stylish and handsome meets comfort in the Mark Nason SKECHERS Elmwood boot. Smooth premium leather upper in a lace up low ankle height dress casual chukka boot with stitching accents and Memory Foam insole. Stitching accents. Rounded plain toe front.... more

$123.95

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Shoebuy.com

(150,000+)
Florsheim Vantage Chukka Boots - Leather (For Men) – BROWN TUMBLED

Florsheim Vantage Chukka Boots - Leather (For Men) – BROWN TUMBLED

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CLOSEOUTS . Men who prefer boots to shoes in casual and dress venues will embrace the comfort and polished good looks of Florsheim s Vantage chukka boots. Not only is the top line softly padded, but the Comfortechnology interior absorbs shock, supports... more

$135.00 $94.95

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(725,000+)
Florsheim Vantage Chukka Boots - Leather (For Men) – BROWN TUMBLED

Florsheim Vantage Chukka Boots - Leather (For Men) – BROWN TUMBLED

Get 30% off $100 or more with PCZILLAUS5

CLOSEOUTS . Men who prefer boots to shoes in casual and dress venues will embrace the comfort and polished good looks of Florsheim s Vantage chukka boots. Not only is the top line softly padded, but the Comfortechnology interior absorbs shock, supports... more

$135.00 $94.95

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(725,000+)
Men's Kennebec Casual Chukka Boots Gray 9.5 M(D)

Men's Kennebec Casual Chukka Boots Gray 9.5 M(D)

Designed to feel like your favorite pair of sneakers, this lightweight boot is the evolution of dress casual. Boasting a perfect combination of classic style and sporty comfort, it is the only boot you'll want to wear whether you're in the workplace or... more

$99.00 $89.99

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(2,500+)
Men's Kennebec Casual Chukka Boots Gray 11 W(Ee)

Men's Kennebec Casual Chukka Boots Gray 11 W(Ee)

Designed to feel like your favorite pair of sneakers, this lightweight boot is the evolution of dress casual. Boasting a perfect combination of classic style and sporty comfort, it is the only boot you'll want to wear whether you're in the workplace or... more

$99.00 $89.99

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(2,500+)
Men's Kennebec Casual Chukka Boots, Leather Brown 10.5 M(D)

Men's Kennebec Casual Chukka Boots, Leather Brown 10.5 M(D)

Designed to feel like your favorite pair of sneakers, this lightweight boot is the evolution of dress casual. Boasting a perfect combination of classic style and sporty comfort, it is the only boot you'll want to wear whether you're in the workplace or... more

$109.00

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(2,500+)
[endevice] Leather Engineer Boot Dress Boots Shoes Men's Chukka Boot Engineer Boot Plain toe BlackSuede

[endevice] Leather Engineer Boot Dress Boots Shoes Men's Chukka Boot Engineer Boot Plain toe BlackSuede

[endevice] Leather Engineer Boot Dress Boots Shoes Men's Chukka Boot Engineer Boot Plain toe BlackSuede About Us With the original design of Japan, MEL 09. bears the essence of Japan Culture 'Quality is Top Issue' and 'Good enough never is', as well as... more

$189.99

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[MM/ONE] Shoes Boots Oxford Oxford Boots Ankle Booties Chukka Boot Men's Lace-up Slip-On Loafer Monk Strap UP Enamel Dress Shoes Straight Tip Shoes Swirl Moccasin Square Toe Intorechato Embossed

[MM/ONE] Shoes Boots Oxford Oxford Boots Ankle Booties Chukka Boot Men's Lace-up Slip-On Loafer Monk Strap UP Enamel Dress Shoes Straight Tip Shoes Swirl Moccasin Square Toe Intorechato Embossed

[MM/ONE] Shoes Boots Oxford Oxford Boots Ankle Booties Chukka Boot Men's Lace-up Slip-On Loafer Monk Strap UP Enamel Dress Shoes Straight Tip Shoes Swirl Moccasin Square Toe Intorechato Embossed About Us With the original design of Japan, MEL 09. bears... more

$79.99

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[LUCIUS] Leather Men's Ankle Booties Chukka Boots Dessert Boots Boots Oxford Lace-up Dress Shoes Plain toe Black Brown

[LUCIUS] Leather Men's Ankle Booties Chukka Boots Dessert Boots Boots Oxford Lace-up Dress Shoes Plain toe Black Brown

[LUCIUS] Leather Men's Ankle Booties Chukka Boots Dessert Boots Boots Oxford Lace-up Dress Shoes Plain toe Black Brown About Us With the original design of Japan, MEL 09. bears the essence of Japan Culture 'Quality is Top Issue' and 'Good enough never... more

$228.99

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Cole Haan Christy Wedge Monk Chukka Brown Suede Dress Boots Mens 9.5 In Box

Cole Haan Christy Wedge Monk Chukka Brown Suede Dress Boots Mens 9.5 In Box

100% Authentic guaranteed Cole Haan Christy Monk Chukka *Brand new in its original box. *Premium suede upper * Monk strap with buckle closure * Leather covered l ightly padded insole * EVA midsole *Vibram outsole * Color: Snuff (Brown)* Size: US 9.5... more

$139.99

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Cole Haan Christy Wedge Monk Chukka Brown Suede Dress Boots Mens 10 In Box

Cole Haan Christy Wedge Monk Chukka Brown Suede Dress Boots Mens 10 In Box

100% Authentic guaranteed Cole Haan Christy Monk Chukka *Brand new in its original box. *Premium suede upper * Monk strap with buckle closure * Leather covered l ightly padded insole * EVA midsole *Vibram outsole * Color: Snuff (Brown)* Size: US 10... more

$139.99

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Men's Timberland Earthkeepers Brook Park Chukka Shoes Boots Black Smooth 5512a

Men's Timberland Earthkeepers Brook Park Chukka Shoes Boots Black Smooth 5512a

Men's Timberland Earthkeepers Brook Park Chukka Shoes Boots Black Smooth 5512A You're a busy guy who wants looking good to be easy. That's why we designed our Brook Park men's leather chukkas - simple, clean styling dresses up any look while still... more

$129.99

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Kenneth Cole Unlisted Real Deal Men's Dress Lace-up Boots

Kenneth Cole Unlisted Real Deal Men's Dress Lace-up Boots

Free Shipping on all orders! When it comes to being known as a gentleman of style, you're the real deal sporting these ruggedly handsome, yet classic chukkas. Chukka boot features soft suede upper in rich shades. Blind eyelets with convenient lace-up... more

$95.00 $34.99

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Florsheim Jet Chukka Boot Men's Dress Boots

Florsheim Jet Chukka Boot Men's Dress Boots

Free Shipping Both Ways! Inspired by an Italian demi boot, this handsome dress style is definitely cobbled with a distinguished gentleman in mind. Smooth leather upper with elongated Euro style. Lace-up closure allows for a secure and adjustable fit.... more

$135.00

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Zappos.com

(300,000+)
Rockport City Smart - Waterproof Dress Chukka Boot Men's Boots

Rockport City Smart - Waterproof Dress Chukka Boot Men's Boots

Free Shipping Both Ways! Your commute to work should be a breeze, let the City Smart - H20 Dress Chukka Boot keep your feet dry and comfortable. Made with premium seam sealed Hydro-Shield® waterproof leather to keep your feet dry during wet conditions.... more

$159.95

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Zappos.com

(300,000+)
Florsheim Jet Chukka Boot Men's Dress Boots

Florsheim Jet Chukka Boot Men's Dress Boots

Free Shipping Both Ways! Inspired by an Italian demi boot, this handsome dress style is definitely cobbled with a distinguished gentleman in mind. Smooth leather upper with elongated Euro style. Lace-up closure allows for a secure and adjustable fit.... more

$135.00

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Zappos.com

(300,000+)
Mens Wing Tip Ankle Chukka Boots Dress Wingtip Shoe Faux Leather Cap Toe Lace Up Brown Size 8

Mens Wing Tip Ankle Chukka Boots Dress Wingtip Shoe Faux Leather Cap Toe Lace Up Brown Size 8

FREE SHIPPING Men's Wingtip Boots These Run Big Please order 1 Full size Smaller then what you normally wear. All Widths are Medium. By Delli Aldo Sizes: 7.5 - 13 MSRP: $95.00 Product Features: Lace up Wingtip Cap Toe Rubber Outsole Faux Leather Upper... more

$39.99

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adidas Originals Army TR Chukka Men's Classic Shoes

adidas Originals Army TR Chukka Men's Classic Shoes

Free Shipping on all orders! Aesthetically pleasing and fly enough to dress up or down, the Army TR Chukka from adidas Originals keeps you fresh and ready for the day. Chukka boot. Nubuck leather upper with textile side panels. Lace-up closure for... more

$80.00 $64.99

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Tomah Chukka Nunn Bush Men's Tomah Plain Toe Leather Dress Casual Chukka Boot

Tomah Chukka Nunn Bush Men's Tomah Plain Toe Leather Dress Casual Chukka Boot

Plain toe boot Seam Sealed Waterproof Leather upper Breathable Suedetec lining Dual Comfort: A unique combination of two foam compounds that you have to feel to believe. The top most layer is created from memory foam, which forms to your foot for... more

$85.00

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Steve Madden Halloway Men's Dress Lace-up Boots

Steve Madden Halloway Men's Dress Lace-up Boots

Free Shipping on all orders! Create your new favorite look with the fresh designs of Steve Madden. Two-tone leather and textile upper with contrast stitching. Lace up front closure with metal eyelets. Plain toe chukka boot silhouette. Soft textile... more

$80.00 $39.99

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Woodbury Nunn Bush Men's Woodbury Plain Toe Leather Dress Casual Chukka Boot

Woodbury Nunn Bush Men's Woodbury Plain Toe Leather Dress Casual Chukka Boot

Plain toe chukka boot 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 footFlexible rubber sole more

$85.00

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Marc New York Stanton Chukka Boots Men's Shoes

Marc New York Stanton Chukka Boots Men's Shoes

Marc New York Stanton Chukka Boots Men's Shoes Shoes MEN Dress the part of a gentleman and resist the elements in these vintage-inspired chukka boots from Marc New York. more

$128.00

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Marc New York Stanton Chukka Boots Men's Shoes

Marc New York Stanton Chukka Boots Men's Shoes

Marc New York Stanton Chukka Boots Men's Shoes Shoes MEN Dress the part of a gentleman and resist the elements in these vintage-inspired chukka boots from Marc New York. more

$128.00

FREE shipping

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Marc New York Stanton Chukka Boots Men's Shoes

Marc New York Stanton Chukka Boots Men's Shoes

Marc New York Stanton Chukka Boots Men's Shoes Shoes MEN Dress the part of a gentleman and resist the elements in these vintage-inspired chukka boots from Marc New York. more

$128.00

FREE shipping

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Cubavera Men's Lace-Up Chukka Boot: Jet Black 11

Cubavera Men's Lace-Up Chukka Boot: Jet Black 11

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

$69.50 $29.99

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Cubavera Men's Lace-Up Chukka Boot: Wood 7.5

Cubavera Men's Lace-Up Chukka Boot: Wood 7.5

Cubavera Men's Lace-Up Chukka Boot: Wood 7.5- Brushed PU Suede Upper, EVA Midsoles, Rubber Outsoles, Shoe Runs Half Size Larger more

$69.50 $29.99

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Men's Corbin Chukka Boot

Men's Corbin Chukka Boot

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

$59.99 $39.99

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Cubavera Men's Lace-Up Chukka Boot: Jet Black 13

Cubavera Men's Lace-Up Chukka Boot: Jet Black 13

Cubavera Men's Lace-Up Chukka Boot: Jet Black 13- Brushed PU Suede Upper, EVA Midsoles, Rubber Outsoles, Shoe Runs Half Size Larger more

$69.50 $29.99

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Men's Corbin Chukka Boot

Men's Corbin Chukka Boot

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

$59.99 $39.99

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Penguin Footwear Moka Kahn Chukka Boots (For Men) – DARK GREY

Penguin Footwear Moka Kahn Chukka Boots (For Men) – DARK GREY

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CLOSEOUTS . Ruggedly handsome? That's a compliment Penguin Footwear's Moka Kahn chukka boots are more than happy to both take and to live up to with their combination suede and oiled leather upper, raised moc toe, and sturdy, rugged outsole. Available... more

$178.00 $45.87

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(725,000+)
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

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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+)
Allen Edmonds Dalton Wingtip Dress Boots

Allen Edmonds Dalton Wingtip Dress Boots

Allen Edmonds Dalton Wingtip Dress Boots - Allen Edmonds men's shoes are Made-in-the-USA since 1922 of fine imported leathers. We offer men's dress shoes in a variety of sizes, colors, & styles with over 100 size and width variations. With proper care,... more

$425.00

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Men's Stacy Adams Sunset 24819 - Tan Leather Dress Shoes

Men's Stacy Adams Sunset 24819 - Tan Leather Dress Shoes

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Look your best with the Stacy Adams Sunset, a sylish slip-on boot with Anaconda printed uppers and a lot of character. more

$89.95

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Shoebuy.com

(150,000+)
John Varvatos Star USA Filmore Chukka Boots (For Men) – LEAD CALF SUEDE

John Varvatos Star USA Filmore Chukka Boots (For Men) – LEAD CALF SUEDE

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CLOSEOUTS . It s the roughed-up suede upper and upturned toe that make John Varvatos Star USA s Filmore chukka boots turn heads. (Well, that and the man who s wearing them.) Available Colors: SANDSTONE CALF SUEDE, LEAD CALF SUEDE. Sizes: 8, 8.5, 9,... more

$275.00 $60.62

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(725,000+)
Men's Corbin Chukka Boot

Men's Corbin Chukka Boot

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

$59.99 $39.99

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Timberland Woodcliff Chukka Boots (For Men) – NAVY

Timberland Woodcliff Chukka Boots (For Men) – NAVY

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CLOSEOUTS . Lightweight with a minimalist design, the Timberland Woodcliff chukka boots are ready for your next urban adventure. You ll look hip in their modern chukka design and feel comfortable as you walk on their cushioned insole. Available Colors:... more

$110.00 $74.95

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(725,000+)
Men's Sperry Top-Sider A/O Chukka Boardwalk - Brown Scotch Grain Boots

Men's Sperry Top-Sider A/O Chukka Boardwalk - Brown Scotch Grain Boots

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The Authentic Original in a versatile chukka boot cut. Genuine hand-sewn leather uppers with true moccassin construction to ensure longevity of wear. Rich, double-boarded, scotch grain leathers. 360 degree lacing system delivers a comfortable, secure... more

$109.95

FREE shipping

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Shoebuy.com

(150,000+)
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 $162.98

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Allen Edmonds Fifth Street Dress Boots

Allen Edmonds Fifth Street Dress Boots

Allen Edmonds Fifth Street Dress Boots - Allen Edmonds men's shoes are Made-in-the-USA since 1922 of fine imported leathers. We offer men's dress shoes in a variety of sizes, colors, & styles with over 100 size and width variations. With proper care,... more

$385.00

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