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    Timberland Men's Britton Hill Chukka Boot

    Timberland Men's Britton Hill Chukka Boot

    Showcase your style and stay comfortable with the Timberland Britton Hill Chukka boot. more

    $103.24

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    Rockport Men's Ledge Hill Chukka Boot

    Rockport Men's Ledge Hill Chukka Boot

    Inspired by classic American design, the Ledge Hill Collection offers a variety of versatile dress shoes and boots appropriate for any occasion. Built with leather and suede uppers, soft canvas linings, and ADIPRENE by adidas sport technology, you are... more

    $89.95

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    Clarks Men's Varick Hill Chukka Boot

    Clarks Men's Varick Hill Chukka Boot

    Varick Hill Cognac Leather 14-MEDIUM more

    $139.00

    FREE shipping

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    Rockport Ledge Hill 2 Chukka Boot Men's Boots

    Rockport Ledge Hill 2 Chukka Boot Men's Boots

    Free Shipping on all orders! The stylish Rockport Ledge Hill 2 Chukka Boot is perfectly appropriate for any dressed up or dressed down event. This lightweight Rockport® style is available with either a soft and supple full grain leather or suede upper... more

    $150.00 $69.99

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    Rockport Ledge Hill 2 Chukka Boot Men's Boots

    Rockport Ledge Hill 2 Chukka Boot Men's Boots

    Free Shipping Both Ways! The stylish Rockport Ledge Hill 2 Chukka Boot is perfectly appropriate for any dressed up or dressed down event. This lightweight Rockport® style is available with either a soft and supple full grain leather or suede upper ;... more

    $150.00

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    Zappos.com

    (300,000+)
    Rockport Ledge Hill 2 Chukka Boot Men's Boots

    Rockport Ledge Hill 2 Chukka Boot Men's Boots

    Free Shipping Both Ways! The stylish Rockport Ledge Hill 2 Chukka Boot is perfectly appropriate for any dressed up or dressed down event. This lightweight Rockport® style is available with either a soft and supple full grain leather or suede upper ;... more

    $150.00

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    Zappos.com

    (300,000+)
    Timberland Earthkeepers Britton Hill Chukka Men's Lace-up Boots

    Timberland Earthkeepers Britton Hill Chukka Men's Lace-up Boots

    Free Shipping on all orders! Wow your friend with fresh style in the Earthkeepers Britton Hill Chukka from Timberland. Premium full grain leather upper with perforations and contrast stitching details. Lace-up closure for an adjustable fit. TPR welt... more

    $170.00 $119.99

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    Rockport Ledge Hill Waterproof Chukka Men's Shoes

    Rockport Ledge Hill Waterproof Chukka Men's Shoes

    Free Shipping on all orders! Handsome and practical, these Rockport® boots are sure to be your newest go-to for whatever adventures come your way. Waterproof leather upper in a classic chukka silhouette. Lace-up design for an adjustable and secure fit.... more

    $155.00 $124.99

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

    Lands' End School Uniform 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 School Uniform Men's Clarks Bushacre 2 Chukka Boots

    Lands' End School Uniform 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 Massachusetts-based brand's committment to craftsmanship, premium materials and cutting edge technology has allowed it to thrive on a global scale. The... more

    $89.00 $69.99

    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: Jet Black 8

    Cubavera Men's Lace-Up Chukka Boot: Jet Black 8

    Cubavera Men's Lace-Up Chukka Boot: Jet Black 8- 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 8

    Cubavera Men's Lace-Up Chukka Boot: Wood 8

    Cubavera Men's Lace-Up Chukka Boot: Wood 8- 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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    Harford Chukka Boot by Joseph Abboud JoS. A. Bank

    Harford Chukka Boot by Joseph Abboud JoS. A. Bank

    Save 0.22%!

    Chukka boot in soft suede uppers by Joseph Abboud features genuine suede leather uppers with leather linings and a cushioned footbed with full rubber outsoles for long lasting comfort. 100% leather. Imported. Spot clean. Harford Chukka Boot by Joseph... more

    $165.00 $129.00

    FREE shipping

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    Steve Madden Disick Chukka Boots (For Men) – BROWN

    Steve Madden Disick Chukka Boots (For Men) – BROWN

    Get 30% off $100 or more with PCZILLAUS5

    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 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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    Men's Keds Champion Chukka - Navy Canvas Boots

    Men's Keds Champion Chukka - Navy Canvas Boots

    Free Shipping on All Products

    Chill out in the Chukka, a laidback go-to for street-smart style. It features a 4 eyelet lace up, midheight style with a breathable canvas lining. more

    $57.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Irish Setter Romeo Chukka Boots (For Men) – BROWN

    Irish Setter Romeo Chukka Boots (For Men) – BROWN

    Get 30% off $100 or more with PCZILLAUS5

    CLOSEOUTS . Irish Setter Romeo chukka boots feature the durable Goodyear welt construction of a work boot in a mid-cut leather chukka. Side elastic gores and a well-cushioned insole ensure all-day comfort on the job site and after hours. Available... more

    $145.00 $99.95

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    (725,000+)
    John Varvatos Star USA Filmore Chukka Boots (For Men) – LEAD CALF SUEDE

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

    Get 30% off $100 or more with PCZILLAUS5

    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 Wicked Good Lodge Chukkas Brown 7 M(D)

    Men's Wicked Good Lodge Chukkas Brown 7 M(D)

    Now you can bring the warm, cozy feeling of your favorite slippers with you everywhere. Our warm, shearling-lined boots combine rugged style and water-resistant protection with plush, slipper-like comfort. Genuine sheepskin shearling has been... more

    $99.00

    FREE shipping

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    (2,500+)
    Men's Timberland Baluster Chukka - Dark Brown Smooth Boots

    Men's Timberland Baluster Chukka - Dark Brown Smooth Boots

    Free Shipping on All Products

    This chukka boot has a leather upper, a moisture wicking textile lining, a Smart Comfort® chassis, and a rubber outsole. more

    $94.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Men's Merrell Realm Chukka - Cinnamon Boots

    Men's Merrell Realm Chukka - Cinnamon Boots

    Free Shipping on All Products

    There's a certain freedom of expression that our Realm Chukka gives you, whether you're working on your latest wood shop project or wandering foreign streets. In this same spirit, we crafted the M Select MOVE design to give you the support and... more

    $149.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    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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    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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    "Hugo Boss Urdon Leather Chukka Boot 10 Brown"

    "Hugo Boss Urdon Leather Chukka Boot 10 Brown"

    "Naturally grained semi-lustrous finish Tooling at quarters and heel counters 4-hole lace-up vamp Round toe Unlined 100% buffalo leather" more

    $345.00

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    Mens The Generic Man Chuckman Wool Chukka Boots Navy Blue Size 12

    Mens The Generic Man Chuckman Wool Chukka Boots Navy Blue Size 12

    Fitted Fresh Mens The Generic Man CHUCKMAN Wool Chukka Boots Navy Blue Size 12 Item Description Mens The Generic Man CHUCKMAN Wool Chukka Boots Navy Blue Size 12 Gender: Mens MSRP: 280 Material: Textile/Rubber Cut: Regular eBay Inventory Software and... more

    $72.80

    FREE shipping

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    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

    FREE shipping

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    (2,500+)
    Clarks Originals Men's Desert Trek Chukka Boot

    Clarks Originals Men's Desert Trek Chukka Boot

    Men's Clarks Desert Trek Shoes for retro style! Clarks introduced the Desert Trek about 30 years ago... and it's never looked better! Though folks will definitely take notice of the cool 2-eye, ankle-high design... they're more than just good-lookin'... more

    $56.00

    FREE shipping

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    Men's Wicked Good Lodge Chukkas Brown 10 M(D)

    Men's Wicked Good Lodge Chukkas Brown 10 M(D)

    Now you can bring the warm, cozy feeling of your favorite slippers with you everywhere. Our warm, shearling-lined boots combine rugged style and water-resistant protection with plush, slipper-like comfort. Genuine sheepskin shearling has been... more

    $99.00

    FREE shipping

    go to store
    (2,500+)
    Irish Setter Men's Soft Paw Chukka Casual Shoe

    Irish Setter Men's Soft Paw Chukka Casual Shoe

    Irish Setter Soft Paw Chukka Boots... comfortable boots for mini - vacations up north! Lace these Chukkas up and wear 'em on your relaxing weekend trips to the cabin, lake or wherever your worries melt away! The leather-covered memory foam with... more

    $89.99

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    Rockport CITY ROUTES CHUKKA Mens Leather Ankle Boots

    Rockport CITY ROUTES CHUKKA Mens Leather Ankle Boots

    Style: K59257 BLK Rockport City Routes Mens Casual ShoesThe Rockport City Routes is an ultra-sleek, high top casual shoe with an all leather upper, lace up design and air unit in the heel for maximum comfort. These high tops provide you with a classy... more

    $69.95

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    Cole Haan Glenn Cupsole Chukka Men's Lace-up Boots

    Cole Haan Glenn Cupsole Chukka Men's Lace-up Boots

    Free Shipping Both Ways! Channel cool style with the flawless designs of Cole Haan. Leather upper with tonal stitching. Chukka boot silhouette. Lace up front closure with blind eyelets. Synthetic lining and insole. Flexible synthetic outsole. Imported.... more

    $198.00

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    Zappos.com

    (300,000+)
    Timberland Men's Britton Hill Chukka Boots

    Timberland Men's Britton Hill Chukka Boots

    Dark Brown From Timberland, the Britton Hill men's chukka boots feature: smooth, full-grain leather upper from an LWG Silver-rated tannery for durability SensorFlex™ technology delivers underfoot support, independent suspension and greater flexibility... more

    $170.00

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    Hitchcock Mens Moccasin Chukka Boots 2670 L Tan - Sizes 7 6e Wide

    Hitchcock Mens Moccasin Chukka Boots 2670 L Tan - Sizes 7 6e Wide

    Hitchcock Mens Moccasin Chukka Boots 2670 - Light Tan Suede New with Box Slip-resistant dual-density deck shoe soles Hand-sewn uppers of leather-lined suede and padded heel cushion for extra comfort Rawhide lacings Iroquois last Style #: 2670 Sizes:7... more

    $59.99

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    $505 Italy Dsquared2 Suede-leather Chukka-boot High-top Sneakers 43-it 10-us

    $505 Italy Dsquared2 Suede-leather Chukka-boot High-top Sneakers 43-it 10-us

    Italy DSQUARED2 Suede-Leather Chukka-Boot High-Top Sneakers Italian Soft Suede Leather. Fully Leather Lined Interior.Made In Italy.Retails For Over $500 USD. Brand New w/ Original Box Men's Size: 43-IT / 10-USA Outsole Measurements: Outsole Bottom... more

    $141.07

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    Frye James Chukka Boots Men's Shoes

    Frye James Chukka Boots Men's Shoes

    Frye James Chukka Boots Men's Shoes Shoes MEN Step up your style with Frye's classic James chukka boots in vegetable tanned, soft leather. more

    $268.00

    FREE shipping

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    Rockport RocSports Lite 2 Chukka Men's Shoes

    Rockport RocSports Lite 2 Chukka Men's Shoes

    Free Shipping on all orders! Walking on air and looking like a million bucks may sound cliché, but you'll be doing both with a smile in this sporty boot. Soft leather upper in a casual chukka boot style with contrasting laces and midsole. Classic... more

    $120.00 $78.09

    FREE shipping

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    "Hugo Boss Urdon Leather Chukka Boot 8 Brown"

    "Hugo Boss Urdon Leather Chukka Boot 8 Brown"

    "Naturally grained semi-lustrous finish Tooling at quarters and heel counters 4-hole lace-up vamp Round toe Unlined 100% buffalo leather" more

    $345.00

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    "Hugo Boss Urdon Leather Chukka Boot 9 Brown"

    "Hugo Boss Urdon Leather Chukka Boot 9 Brown"

    "Naturally grained semi-lustrous finish Tooling at quarters and heel counters 4-hole lace-up vamp Round toe Unlined 100% buffalo leather" more

    $345.00

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    More information about Men's Shoes

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