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| Best Seller  | Men's Nunn Bush Chase Chukka Boot - Black - Casual boots Elevate your style with the Nunn Bush Chase chukka boot. Crafted from a durable synthetic upper, this boot strikes the perfect balance between rugged elegance and everyday versatility.... ... more | go to store |
 | Men's Nunn Bush Chase Chukka Boot - Brown - Casual boots Elevate your style with the Nunn Bush Chase chukka boot. Crafted from a durable synthetic upper, this boot strikes the perfect balance between rugged elegance and everyday versatility.... ... more | go to store |
| Best Seller  | Men's Steve Madden Hestonn Chukka Boot - Brown - Casual boots The Hestonn chukka boot from Steve Madden flaunts classic appeal that adds timeless style to your wardrobe. Featuring a burnished leather upper with contrasting stitching, this lace-up... ... more | FREE shipping go to store |
 | Men's Dockers Dartford Chukka Boot - Brown - Casual boots Your casual style gets a sophisticated touch with the Dartford chukka boot from Dockers. With its Supreme Comfort massaging footbed, moisture-wicking sock cover and a fabric lining, this boot... ... more | go to store |
 | Men's Dockers Dartford Chukka Boot - Brown - Casual boots Your casual style gets a sophisticated touch with the Dartford chukka boot from Dockers. With its Supreme Comfort massaging footbed, moisture-wicking sock cover and a fabric lining, this boot... ... more | go to store |
 | Men's Dockers Dartford Chukka Boot - Black - Casual boots Your casual style gets a sophisticated touch with the Dartford chukka boot from Dockers. With its Supreme Comfort massaging footbed, moisture-wicking sock cover and a fabric lining, this boot... ... more | go to store |
 | Men's Eastland Seneca Chukka Boot - Brown - Casual boots A traditional look of a camp moccasin combined with the styling of the chukka boot makes the Seneca from Eastland one great choice! Lace up this leather chukka boot with jeans or khakis for a... ... more | FREE shipping go to store |
 | Men's Vince Dann Chukka Boot - Black - Casual boots Add a polished touch to your outfit with the Vince Dann chukka boot. The ICEC-certified boot comes with a suede upper sourced from Leather Working Group-audited factories, encouraging conscious... ... more | FREE shipping go to store |
 | Men's Vince Dann Chukka Boot - Brown - Casual boots Add a polished touch to your outfit with the Vince Dann chukka boot. The ICEC-certified boot comes with a suede upper sourced from Leather Working Group-audited factories, encouraging conscious... ... more | FREE shipping go to store |
 | Men's Eastland Devin Chukka Boot - Brown - Casual boots Vintage style never goes out of fashion when you've got the Devin chukka boot from Eastland. This ankle boot, lined with plush fabric, has a memory foam insole to keep you cushioned all day.... ... more | FREE shipping go to store |
 | ® Neumel Chelsea Suede Classic Boots Men's Ugg ® Neumel Chelsea Suede Classic Boots - Black - Casual boots Adapting our timeless chukka silhouette with twin gore for easy entry and a refined finish, the Neumel Chelsea combines premium materials and effortless style. Made of rich suede,... ... more | FREE shipping go to store |
 | Men's Eastland Seneca Chukka Boot - Brown - Casual boots A traditional look of a camp moccasin combined with the styling of the chukka boot makes the Seneca from Eastland one great choice! Lace up this leather chukka boot with jeans or khakis for a... ... more | FREE shipping go to store |
 | Men's Dockers Dee Chukka Boot - Brown - Casual boots Highlight a number of ensembles, from working fits to formal looks, with the Dee chukka boot from Dockers. Supreme Comfort massaging footbeds and a moisture-wicking lining provide a supportive and... ... more | go to store |
 | Men's Thomas & Vine Banks Chukka Boot - Black - Casual boots Get the trend-right look with the Banks chukka boot by Thomas & Vine. This ankle boot made using genuine leather keeps you cozy with a Tru Comfort foam insole. An Extralight EVA sole keeps... ... more | go to store |
 | Men's Steve Madden Harken Chukka Boot - Black - Casual boots Boasting a classic look ready to pair with favorite formal or professional looks, the Harken chukka boot is sure to please. The contrast stitching makes for an eye-catching statement,... ... more | FREE shipping go to store |
 | Men's Dr. Scholls Maplewood Chukka Boot - Black - Formal boots Lend a sophisticated touch to your style with the Try Dr. Scholl's Maplewood chukka boot. The lace-up boot promotes sustainability with its lining partially crafted using recycled... ... more | go to store |
 | Men's Dr. Scholls Maplewood Chukka Boot - Brown - Casual boots Lend a sophisticated touch to your style with the Try Dr. Scholl's Maplewood chukka boot. The lace-up boot promotes sustainability with its lining partially crafted using recycled... ... more | go to store |
 | Men's Anthony Veer George Chukka Boot - Blue - Casual boots Accent a formal or professional look with the laidback George chukka boot from Anthony Veer. This leather pair sports an OrthoLite footbed for added comfort. Suede upper. Lace-up closure.... ... more | FREE shipping go to store |
 | Men's Anthony Veer George Chukka Boot - Brown - Casual boots Accent a formal or professional look with the laidback George chukka boot from Anthony Veer. This leather pair sports an OrthoLite footbed for added comfort. Suede upper. Lace-up closure.... ... more | FREE shipping go to store |
 | Men's Anthony Veer George Chukka Boot - Brown - Casual boots Accent a formal or professional look with the laidback George chukka boot from Anthony Veer. This leather pair sports an OrthoLite footbed for added comfort. Suede upper. Lace-up closure.... ... more | FREE shipping go to store |
 | Men's Steve Madden Harken Chukka Boot - Brown - Casual boots Boasting a classic look ready to pair with favorite formal or professional looks, the Harken chukka boot is sure to please. The contrast stitching makes for an eye-catching statement,... ... more | FREE shipping go to store |
 | Men's Thomas & Vine Banks Chukka Boot - Black - Casual boots Get the trend-right look with the Banks chukka boot by Thomas & Vine. This ankle boot made using genuine leather keeps you cozy with a Tru Comfort foam insole. An Extralight EVA sole keeps... ... more | go to store |
 | Men's Vintage Foundry Otto Chukka Boot - Black - Casual boots Every man's wardrobe must have a rich leather pair like the Otto chukka boot from Vintage Foundry Co. This lace-up reinvents the classic chukka design with visible stitching works,... ... more | FREE shipping go to store |
 | Men's Vintage Foundry Otto Chukka Boot - Brown - Casual boots Every man's wardrobe must have a rich leather pair like the Otto chukka boot from Vintage Foundry Co. This lace-up reinvents the classic chukka design with visible stitching works,... ... more | FREE shipping go to store |
 | Men's Dockers Norton Chukka Boot - Brown - Casual boots Add a hint of classic flair to your ensemble with the Norton chukka boot from Dockers. This lace-up boot features Supreme Comfort massaging EVA footbed to provide enhanced foot support and a... ... more | go to store |
 | Men's Vintage Foundry Milton Chukka Boot - Blue - Casual boots Elevate your casual elegance with the Milton chukka boot from Vintage Foundry Co. Crafted from supple suede and featuring an EVA cushioned footbed paired with a durable rubber sole,... ... more | FREE shipping go to store |
 | Men's Dockers Norton Chukka Boot - Brown - Casual boots Add a hint of classic flair to your ensemble with the Norton chukka boot from Dockers. This lace-up boot features Supreme Comfort massaging EVA footbed to provide enhanced foot support and a... ... more | go to store |
 | Men's Vince June Chukka Boot - Brown - Casual boots With a classic look, the June chukka boot from Vince is sure to highlight a number of ensembles. Whether upping a Casual Friday look or adding to your semi-formal wardrobe, the supple leather... ... more | FREE shipping go to store |
 | Men's Vince June Chukka Boot - Brown - Casual boots With a classic look, the June chukka boot from Vince is sure to highlight a number of ensembles. Whether upping a Casual Friday look or adding to your semi-formal wardrobe, the supple leather... ... more | FREE shipping go to store |
 | Men's Vintage Foundry Milton Chukka Boot - Brown - Casual boots Elevate your casual elegance with the Milton chukka boot from Vintage Foundry Co. Crafted from supple suede and featuring an EVA cushioned footbed paired with a durable rubber sole,... ... more | FREE shipping go to store |
 | Men's Dockers Norton Chukka Boot - Brown - Casual boots Add a hint of classic flair to your ensemble with the Norton chukka boot from Dockers. This lace-up boot features Supreme Comfort massaging EVA footbed to provide enhanced foot support and a... ... more | go to store |
 | Men's Vince June Chukka Boot - Black - Casual boots With a classic look, the June chukka boot from Vince is sure to highlight a number of ensembles. Whether upping a Casual Friday look or adding to your semi-formal wardrobe, the supple leather... ... more | FREE shipping go to store |
 | Men's Crown Vintage Lornell Chukka Boot - Brown - Casual boots After the dog days of summer, sometimes cooler weather isn't just a want, it's a need. You're missing hot coffee, brisk mornings, and your rotation of chunky knits. You check the... ... more | $59.99 $47.98 go to store |
 | Men's Steve Madden Harken Chukka Boot - Black - Casual boots You can't go wrong with the classic style of the Harken chukka boot from Steve Madden. This desert boot features a sleek 3-eye lace-up and contrasting stitching along the midsole to make a... ... more | FREE shipping go to store |
 | Men's Steve Madden Harken Chukka Boot - Brown - Casual boots You can't go wrong with the classic style of the Harken chukka boot from Steve Madden. This desert boot features a sleek 3-eye lace-up and contrasting stitching along the midsole to make a... ... more | FREE shipping go to store |
 | Women's Hush Puppies Velox Chukka Boot - Green - Ankle boots With a versatile lace-up design that's perfect for work or play, the Velox chukka boot from Hush Puppies are a soon to be staple. This pair is crafted with a quality suede material and... ... more | FREE shipping go to store |
 | Women's Hush Puppies Velox Chukka Boot - Brown - Ankle boots With a versatile lace-up design that's perfect for work or play, the Velox chukka boot from Hush Puppies are a soon to be staple. This pair is crafted with a quality suede material and... ... more | FREE shipping go to store |
 | Men's Vince Camuto Tadesse Chukka Boot - Brown - Casual boots With a classic style made to pair well with a favorite professional or semi-formal fit, the Tadesse chukka boot is a great add to your wardrobe. The Flex 365 Technology keeps you extra... ... more | $178.99 $77.98 FREE shipping go to store |
 | Men's Born Theo Chukka Boot - Brown - Casual boots A sophisticated mix of timeless style and modern comfort, the Theo chukka boot from Born smoothly transitions from workdays to weekends. This lace-up boot features a hand-finished leather upper that... ... more | FREE shipping go to store |
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