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    Frye Jim Chukka: Men's Ankle Boot

    Frye Jim Chukka: Men's Ankle Boot

    Ankle Boots: Frye Jim Chukka - Male Adult - Cognac Soft Vintage Leather/Brick Outsole (Brown) - Sizes 8.5|9|9.5|10|10.5|11|12|13 - Widths: Medium - Ease into the weekend in the timeless style of the Frye Jim Chukka boot. Crafted from Frye's burnished,... more

    $267.95

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    OnlineShoes.com

    (50,000+)
    Born Twain: Men's Chukka

    Born Twain: Men's Chukka

    Chukkas: Born Twain - Male Adult - Grafite Suede (Grey) - Sizes 8.5|9|9.5|10|10.5|11|11.5|12|13|14|15 - Widths: Medium - What's old is new again in the vintage-inspired Born Twain lace-up boot. The leather or suede upper of this men's chukka adds a... more

    $119.95

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    OnlineShoes.com

    (50,000+)
    Roper Mens Vintage Nubuck Ankle Boots Brown

    Roper Mens Vintage Nubuck Ankle Boots Brown

    Vintage leather Fabric linings Removable EVA insoles Stirrup friendly rubber outsole EVA molded midsole for comfort Two eyelet chukka more

    $99.95

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    (5,000+)
    John Varvatos NYC Vintage Chukka Men's Lace-up Boots - Smoke

    John Varvatos NYC Vintage Chukka Men's Lace-up Boots - Smoke

    Free Shipping Both Ways! Show your originality and style with John Varvatos NYC Vintage Chukka! ; Suede upper. Lace-up front closure. Leather lining and insole. Man-made sole. Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 8 oz ; Product... more

    $298.00

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    Zappos.com

    (300,000+)
    Frye James Chukka Men's Lace-up Boots - Dark Brown Soft Vintage Leather

    Frye James Chukka Men's Lace-up Boots - Dark Brown Soft Vintage Leather

    Free Shipping Both Ways! It's time to take a breath. The next jump is going to be into a world of style and prestige with the James Chukka by Frye. Antiqued leather upper material. Lace-up closure for a secure and snug fit. Comfortable, leather-lined... more

    $268.00

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    Zappos.com

    (300,000+)
    Men's Marc New York by Andrew Marc Hudson - Lead/Light Grey Suede Boots

    Men's Marc New York by Andrew Marc Hudson - Lead/Light Grey Suede Boots

    The vintage-inspired Hudson boot delivers a smart look that can be dressed up or down. This classic ankle high chukka boot has a soft suede upper, stitchdown construction and a durable rubber sole. more

    $127.99 $100.00

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    Shoebuy.com

    (150,000+)
    John Varvatos Freeman Raw Edge Chukka Men's Lace-up Boots - Dark Brown

    John Varvatos Freeman Raw Edge Chukka Men's Lace-up Boots - Dark Brown

    Free Shipping Both Ways! Channel vintage cool in the John Varvatos Freeman Raw Edge Chukka. Antiqued leather upper with tonal stitching. Pull loop at shaft. Lace up front with blind eyelets. Plain toe chukka boot silhouette. Leather lining and insole.... more

    $750.00

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    Zappos.com

    (300,000+)
    John Varvatos Dylan Laceless Chukka Boots - Leather (For Men) ? BLACK

    John Varvatos Dylan Laceless Chukka Boots - Leather (For Men) ? BLACK

    CLOSEOUTS . A waxed and hand-burnished leather upper gives John Varvatos Dylan laceless chukka boots a refined vintage appearance that pairs well with jeans or trousers for a worn, sophisticated look. Available Colors: BLACK, DARK BROWN. Sizes: 7, 7.5,... more

    $413.60 $144.95

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    (700,000+)
    John Varvatos Dylan Laceless Chukka Boots - Leather (For Men) ? DARK BROWN

    John Varvatos Dylan Laceless Chukka Boots - Leather (For Men) ? DARK BROWN

    CLOSEOUTS . A waxed and hand-burnished leather upper gives John Varvatos Dylan laceless chukka boots a refined vintage appearance that pairs well with jeans or trousers for a worn, sophisticated look. Available Colors: BLACK, DARK BROWN. Sizes: 7, 7.5,... more

    $413.60 $144.95

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    (700,000+)
    Wolverine Wesley 1000 Mile Wingtip Chukka Boot Vintage Boots

    Wolverine Wesley 1000 Mile Wingtip Chukka Boot Vintage Boots

    Made for the everyday gentleman, the Wesley reinvents the refined style of the classic men's wingtip for the modern working man. The perforated wing tip design is highlighted with Horween Rowdy Leather upper, the distinctive details and weathered... more

    $295.00

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    Wolverine

    (250+)
    Men's Danner Tramline Marquam - Black Full Grain Leather Boots

    Men's Danner Tramline Marquam - Black Full Grain Leather Boots

    The Tramline Marquam brings easy wearing chukka style to Danner's original mountain boot aesthetic. Hand-crafted in Portland, OR, this boot features Armortred outsoles and all around great styling. Leather lined for a vintage look and feel, with... more

    $309.95

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    Shoebuy.com

    (150,000+)
    Wolverine No. 1883 Paxton Chukka Boots (For Men) ? BLACK

    Wolverine No. 1883 Paxton Chukka Boots (For Men) ? BLACK

    CLOSEOUTS . Casually refined and vintage-inspired, Wolverine No. 1883and#39;s Paxton chukka boots have a handsome suede upper with wingtip stylings. Available Colors: BLACK. Sizes: 08.5, 09.5, 10.5, 11.5, 7, 8, 9, 10, 11, 12, 8.5, 9.5. more

    $146.00 $94.95

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    (700,000+)
    Frye Jim Chukka Men's Lace-up Boots

    Frye Jim Chukka Men's Lace-up Boots

    Free Shipping on all orders! Easily transition from work to evening with the Jim Chukka from Frye. Soft vintage leather upper with a burnished finish. Durable leather laces assure a preferred fit. Leather lining for a more comfortable next-to-skin... more

    $268.00 $146.99

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    6pm.com

    (25,000+)
    Frye Willard Chukka Men's Lace-up Boots

    Frye Willard Chukka Men's Lace-up Boots

    Free Shipping on all orders! Be at the height of casual sophistication with the Frye Willard Chukka. Burnished vintage leather/soft vintage leather upper. Contrasting tongue made of soft vintage leather. Leather lining for added comfort. Lightly... more

    $248.00 $186.99

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    6pm.com

    (25,000+)
    Timberland Earthkeepers City Premium Chukka Men's Lace-up Boots

    Timberland Earthkeepers City Premium Chukka Men's Lace-up Boots

    Free Shipping on all orders! Enjoy vintage appeal while remaining in ultimate comfort with the Earthkeepers® City Premium Chukka from Timberland®. Waterproof, burnished leather upper from a silver-rated tannery offers durability and style. Padded... more

    $185.00 $117.41

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    6pm.com

    (25,000+)
    Mens Marc New York By Andrew Marc Stanton Chukka Lead/light Grey Waxy Suede

    Mens Marc New York By Andrew Marc Stanton Chukka Lead/light Grey Waxy Suede

    Highlight any mans style with this vintage inspired Chukka boot. A true gentlemens boot, the Stanton chukka features a heavy waxy suede upper with leather trim, waxy laces with an extra second color lace and a durable rubber outsole. more

    $128.95

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    Overstock.com

    (600,000+)
    Mens Marc New York By Andrew Marc Stanton Chukka Oak Waxy Suede

    Mens Marc New York By Andrew Marc Stanton Chukka Oak Waxy Suede

    Highlight any mans style with this vintage inspired Chukka boot. A true gentlemens boot, the Stanton chukka features a heavy waxy suede upper with leather trim, waxy laces with an extra second color lace and a durable rubber outsole. more

    $128.95

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    Overstock.com

    (600,000+)
    Mens Marc New York By Andrew Marc Stanton Chukka Castor/antelope Waxy Suede

    Mens Marc New York By Andrew Marc Stanton Chukka Castor/antelope Waxy Suede

    Highlight any mans style with this vintage inspired Chukka boot. A true gentlemens boot, the Stanton chukka features a heavy waxy suede upper with leather trim, waxy laces with an extra second color lace and a durable rubber outsole. more

    $128.95

    FREE shipping

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    Overstock.com

    (600,000+)
    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

    $96.76

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    Roper Mens Casual Footwear Brown Vintage Leather Moc Toe Chukka Boots

    Roper Mens Casual Footwear Brown Vintage Leather Moc Toe Chukka Boots

    Roper Chukka shoes feature a genuine brown leather upper. Easy-on with laces at vamp. 3/4 ankle height. Imported. more

    $69.99

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    FRYE Men's James Chukka vintage Boot

    FRYE Men's James Chukka vintage Boot

    Vintage chukka style makes for a durable, laid back boot from FRYE. more

    $267.95

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    Brown Eastland Seneca Camp Moc Chukka Boot, Mens 9

    Brown Eastland Seneca Camp Moc Chukka Boot, Mens 9

    Smooth leather upper, Five-eye chukka silhouette, Handsewn moccasin construction, Fully lined & cushioned insole, Supportive shank, Shock absorbing, flexible natural rubber outsole, 3.25in shaft height, 5/8in heel height, Not eligible for promotions.... more

    $100.00

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    Armani Jeans Layered Sole Chukka Boot Men's Shoes - Black/Brick

    Armani Jeans Layered Sole Chukka Boot Men's Shoes - Black/Brick

    Free Shipping Both Ways! Add striking appeal to your look with these handsome Armani Jeans chukka boots! ; Add some color to your look with these handsome Armani Jeans chukka boots! ; Polished leather upper. Full grain leather upper. Lace closure.... more

    $230.00

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    Zappos.com

    (300,000+)
    Allen Edmonds Bellevue Chukka Boots

    Allen Edmonds Bellevue Chukka Boots

    Allen Edmonds Bellevue Chukka 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

    $250.75

    FREE shipping

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    Johnston & Murphy Copeland Chukka Men's Lace-up Boots - Camel Suede

    Johnston & Murphy Copeland Chukka Men's Lace-up Boots - Camel Suede

    Free Shipping Both Ways! You can't go wrong with a classic look and these Johnston Murphy® chukkas are the perfect mix of classic and current. Water-resistant suede upper with leather trim and contrast stitching. Traditional lace-up closure allows for... more

    $140.00

    FREE shipping

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    Zappos.com

    (300,000+)
    Sperry Top-Sider Cloud Logo Authentic Original Boat Chukka Boot Tan/DarkBrownLeather, Size 9M Men's

    Sperry Top-Sider Cloud Logo Authentic Original Boat Chukka Boot Tan/DarkBrownLeather, Size 9M Men's

    Tumbled, relaxed leather uppers in an elevated chukka style will keep your feet going through casual Friday and all weekend long. more

    $57.95

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    Sperry Top-Sider Cloud Logo Authentic Original Boat Chukka Boot Tan/DarkBrownLeather, Size 11M Men's

    Sperry Top-Sider Cloud Logo Authentic Original Boat Chukka Boot Tan/DarkBrownLeather, Size 11M Men's

    Tumbled, relaxed leather uppers in an elevated chukka style will keep your feet going through casual Friday and all weekend long. more

    $57.95

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    Men's Timberland Groveton Leather/Fabric Chukka - Wheat Nubuck/Textile Boots

    Men's Timberland Groveton Leather/Fabric Chukka - Wheat Nubuck/Textile Boots

    The upper of the Groveton boot is crafted of premium leathers from an LWG Silver-rated tannery and Cordura® nylon for rugged durability. A 100% recycled PET mesh lining and footbed cover made from recycled plastic bottles is comfortable, breathable and... more

    $69.95

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    Shoebuy.com

    (150,000+)
    Men's Rockport Rocsports Lite 2 Chukka Boot - Brown Leather Casual Shoes

    Men's Rockport Rocsports Lite 2 Chukka Boot - Brown Leather Casual Shoes

    The Rocsports Lite 2 Chukka Boot features adidas adiPRENE sport technology cushioning absorbs shock and protects the heel at impact, ETC linings that wick away moisture to help keep feet dry and comfortable, a sponge EVA footbed cushioning that... more

    $120.00 $109.95

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    Shoebuy.com

    (150,000+)
    Men's Wolverine Paxton Red Sole Chukka - Black Boots

    Men's Wolverine Paxton Red Sole Chukka - Black Boots

    This is an unlined wing-tip lace-up ankle boot with a Dri-Lex® Ultimate Suede footbed, a leather midsole and leather welt, a rubber outsole, and Bon-Welt construction. more

    $139.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Nike Flyknit Trainer Chukka SFB Men's Shoe (White)

    Nike Flyknit Trainer Chukka SFB Men's Shoe (White)

    LIGHTWEIGHT CUSHIONING. HYBRID STYLE. The Nike Flyknit Trainer Chukka SFB Men's Shoe Is Built With the Cushioned, Streamlined Comfort of a Shoe and the Rugged Traction of a Boot, Featuring a Soft Phylon Midsole and Aggressive Outsole Inspired by the... more

    $200.00

    FREE shipping

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    Nike.com

    (5,000+)
    Vans Denim Chukka Low Mens Shoes Grey/Gum In Sizes 12, 10, 11, 13, 8, 9, 8.5, 9.5, 10.5 For Men 234376115

    Vans Denim Chukka Low Mens Shoes Grey/Gum In Sizes 12, 10, 11, 13, 8, 9, 8.5, 9.5, 10.5 For Men 234376115

    Vans Denim Chukka Low shoes. Inspired by Vans classics like the Authentic and the Chukka Boot and designed by Vans skate team, the Chukka Low's premium canvas, uppers feature UltraCush HD for the highest level of impact cushioning. Also featuring Pro... more

    $64.99

    FREE shipping

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    (50,000+)
    Timberland Earthkeepers City Lite Waterproof Chukka Men's Shoes - Brown Oiled

    Timberland Earthkeepers City Lite Waterproof Chukka Men's Shoes - Brown Oiled

    Free Shipping Both Ways! Get the rugged, yet refined look you're aiming for with the Timberland® Earthkeepers® City Lite Waterproof Chukka boot. Waterproof, oiled or smooth leather upper with handsewn stitching details for an authentic style. Lace... more

    $120.00

    FREE shipping

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    Zappos.com

    (300,000+)
    Wolverine 1000 Mile Boot Men's Vintage Boots (13 D in Cordovan No. 8)

    Wolverine 1000 Mile Boot Men's Vintage Boots (13 D in Cordovan No. 8)

    Crafted with the same attention to detail found in the original, Wolverine's 1000 Mile Boot is the cornerstone of the collection. Made in America and featuring top quality Horween Chromexcel Leather, a stacked leather outsole and classic welt... more

    $360.00

    FREE shipping

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    Wolverine

    (250+)
    Vans Chukka Low - Mens - Grey/Gum

    Vans Chukka Low - Mens - Grey/Gum

    The Vans Chukka Low was designed by the Vans skate team, and features styles customized by Chima Ferguson, Keegan Sauder and Chris Pfanner. This skate shoe is based on other classics like the Vans Authentic and the Vans Chukka Boot, and spotlights the... more

    $64.99 $49.99

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    Eastbay

    (900,000+)
    Sperry Top-Sider Wool Bahama Chukka Boot GrayWool, Size 13M Men's

    Sperry Top-Sider Wool Bahama Chukka Boot GrayWool, Size 13M Men's

    Heavy wool uppers provide a warm insulated feel with ultimate cushioning underfoot so your feet will be warm and comfortable all night watching the game under the lights. more

    $33.95

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    Men's Merona Eric Chukka Boots - Gray 11

    Men's Merona Eric Chukka Boots - Gray 11

    spend $50, get free shipping

    Find boots at Target.com! Men's merona eric chukka boots - gray 11 more

    $44.99 $33.74

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    UGG Australia Men's Leighton Suede Chukka Shoes, Charcoal, 11

    UGG Australia Men's Leighton Suede Chukka Shoes, Charcoal, 11

    Style Number:1005487. Men's Leighton Suede Chukka Lace-up chukka ankle boot with removeable footbed, Rich suede with tonal stitching and embossed UGG logo. Soft leather lining wicks away moisture, Sheepskin lined forefoot and heel for all day comfort.... more

    $159.95

    FREE shipping

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    Johnston & Murphy Copeland Chukka Men's Lace-up Boots

    Johnston & Murphy Copeland Chukka Men's Lace-up Boots

    Free Shipping on all orders! You can't go wrong with a classic look and these Johnston Murphy® chukkas are the perfect mix of classic and current. Water-resistant suede upper with leather trim and contrast stitching. Traditional lace-up closure allows... more

    $140.00 $84.00

    FREE shipping

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    6pm.com

    (25,000+)
    The North Face Mens Bernal Chukka Men's Lace-up Boots

    The North Face Mens Bernal Chukka Men's Lace-up Boots

    Free Shipping on all orders! Have no worries when you're taking on the concrete jungle with the Beacon Hill Chukka shoes from The North Face. BLC-complaint full grain leather uppers. Cemented and seam-sealed waterproof construction. Lace up closure... more

    $175.00 $104.98

    FREE shipping

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    6pm.com

    (25,000+)

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