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| Best Seller  | Men's Nunn Bush Otto Plain Toe Chukka Boot - Blue - Casual boots The classic design of the Otto plain toe chukka boot from Nunn Bush brings versatile stylings to your wardrobe. The Defender Repellant upper offers a waterproof finish, while the Memory... more | FREE shipping go to store |
 | Men's Stacy Adams Tilden Chukka Boot - Blue - Casual boots You can only up your dapper quo pairing the Tilden chukka boot by Stacy Adams with your outfit. This suede boot is highlighted with contrast welt and stitching details for a stylish look.... more | $79.99 $59.98 go to store |
| Best Seller  | Men's Carlos By Carlos Santana Morello Chukka Boot - Blue - Casual boots Sharpen up a formal look with the suave Morello chukka boot from Carlos by Carlos Santana. Croc-print detailing along the leather upper brings in ferocious style, while the... more | FREE shipping go to store |
 | Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot - Blue - Clarks Boots Men's Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot - Blue - Casual boots Gore-Tex waterproof construction brings all-weather versatility to the iconic chukka boot grounded by a grippy Vibram® sole with cleated tread. more | FREE shipping go to store |
 | Coach Shoes | Coach Mens Kingston Blue Suede Chukka Boots Size 12 D | Color: Blue | Size: 12 Coach Mens Blue Suede Boots Size 12d more | go to store |
 | American Eagle Blue Suede Leather Chukka Boots 11 M Men’s Brand New Without Box - 100% Authentic - Please View Pictures For Better Description 7356 - 0522 more | go to store |
 | I’ve Had These Shoes Probably 10+ Years. Worn Them Off And On. They Are A Size 8.5 But A Snug One So Imo Closer To 8. I Am Sad To Pass Along But They Just Don’t Fit Me Comfortably So I Have To Thin These Things Out. Please See All Pictures And Ask Any... more | go to store |
 | Gaspen Chukka Boot - Green - Crown Vintage Boots Men's Crown Vintage Gaspen Chukka Boot - Green - Casual boots Transition from the weekend to the office with the Gaspen chukka boot from Crown Vintage. This pair features a classic silhouette and is elevated by detailed craftsmanship. What they are:... more | go to store |
 | Nunn Bush Otto Plain Toe Chukka - Mens 9.5 Navy Boot Medium *This Chukka boot has the style and comfort to dress up any look! *Smooth or suede leather upper with Defender Repellant for water-and stain resistance *Flex Technology for comfort *Removable molded EVA with Memory Foam footbed *Lightweight EVA and... more | $89.95 $59.97 FREE shipping go to store |
 | Nunn Bush Otto Plain Toe Chukka - Mens 10.5 Navy Boot XW *This Chukka boot has the style and comfort to dress up any look! *Smooth or suede leather upper with Defender Repellant for water-and stain resistance *Flex Technology for comfort *Removable molded EVA with Memory Foam footbed *Lightweight EVA and... more | $89.95 $59.97 FREE shipping go to store |
 | Nunn Bush Otto Plain Toe Chukka - Mens 14 Navy Boot Medium *This Chukka boot has the style and comfort to dress up any look! *Smooth or suede leather upper with Defender Repellant for water-and stain resistance *Flex Technology for comfort *Removable molded EVA with Memory Foam footbed *Lightweight EVA and... more | $89.95 $59.97 FREE shipping go to store |
 | Sleek lines and a classic design lends this men s lace-up shoe a look that s timeless and modern all at once. The durable rubber outsole has shock-absorbing properties and provides traction for enhanced stability. Goes with everything from suits and... more | $33.97 $28.53 go to store |
 | Sleek lines and a classic design lends this men s lace-up shoe a look that s timeless and modern all at once. The durable rubber outsole has shock-absorbing properties and provides traction for enhanced stability. Goes with everything from suits and... more | $36.28 $30.48 go to store |
 | Sleek lines and a classic design lends this men s lace-up shoe a look that s timeless and modern all at once. The durable rubber outsole has shock-absorbing properties and provides traction for enhanced stability. Goes with everything from suits and... more | $50.26 $42.22 go to store |
 | Maine Mens Drayton Leather Chukka Boots - Navy - Blue - 13 Drayton leather comfort chukka boots from Mantaray. Crafted from a weather and time resistant suede, with a contrast strip on the back, flexible lightweight sole and cushioned insole for all-day comfort, these chukka boots tick all the right boxes for... more | $78.99 $40.45 go to store |
 | Vance Co. Shoes Austin Wide Width Cap Toe Chukka Boot - Blue - 9.5 Add a rugged style to your wardrobe with these casual Austin wide-width chukka boots from Vance Co. The lace-up closure and contrasting embossed accents make for a stylish yet laid-back look, perfect for any occasion. With a 4 mm Tru Comfort Foamâ„¢... more | go to store |
 | Vance Co. Shoes Barett Knit Chukka Boot - Blue - 12 The Barett boots from Vance Co. will have you walking around in all the comfort you want with their 12 mm Tru Comfort Foamâ„¢ insole and mesh fabric uppers. Their cushioned collar and lightweight outsole will take this boot from old to bold, giving you... more | 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 | go to store |
 | Clarks(r) Wallabee Chukka Boot Men's Clarks(r) Wallabee Chukka Boot - Blue - Casual boots A natural rubber-crepe sole grounds an iconic chukka boot built with a suede upper, waxy laces and signature tonal logo fobs. more | FREE shipping go to store |
 | Men's Crown Vintage Gaspen Chukka Boot - Brown - Casual boots Transition from the weekend to the office with the Gaspen chukka boot from Crown Vintage. This pair features a classic silhouette and is elevated by detailed craftsmanship. What they are:... more | go to store |
 | Men's Nisolo Everyday Chukka Boot - Blue - Casual boots Meeting daily errands or heading to occasions can look stylish in the NISOLO Everyday chukka boot. The sustainable ankle boot features a 5-layer memory foam antimicrobial insole offering a fresh... more | FREE shipping go to store |
 | Men's Børn Theo Chukka Boot - Blue - Casual boots Handcrafted of full-grain leather using signature Opanka construction for a flexible fit, this sporty chukka boot is sure to become your everyday go-to. more | FREE shipping go to store |
 | Men's Vince Carlton Suede Chukka Boots - Blue - Casual boots Vince "Carlton" chukka boots in exceptionally soft suede Flat heel Round moc toe Backstay pull tab Rubber outsole Lining: Leather Pull-on style Imported. more | FREE shipping 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 |
 | Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot Men's Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot - Blue - Casual boots Gore-Tex waterproof construction brings all-weather versatility to the iconic chukka boot grounded by a grippy Vibram® sole with cleated tread. more | FREE shipping go to store |
 | Men's Sandro Moscoloni Vandick Chukka Boot - Blue - Casual boots The Vandick chukka boot from Sandro Moscoloni proves a versatile must-have with a classic design to finish off favorite fits. This leather pair's cushioned footbed adds a comfortable... more | FREE shipping go to store |
 | Men's Sandro Moscoloni Len Chukka Boot - Blue - Casual boots Showcasing broguing detailing, this Sandro Moscoloni Len chukka boot adds subtle elegance to any of your formal outfit. Made of leather, this 3-eyelet boot has almond toe, leather lining,... more | FREE shipping go to store |
 | Clarks(r) Torhill Hi Chukka Boot Men's Clarks(r) Torhill Hi Chukka Boot - Blue - Casual boots Creamy suede and soft sheepskin lining enrich a handsome boot in a classic silhouette refreshed in vibrant cobalt blue above a chunky rubber sole. more | FREE shipping go to store |
 | Men's Crown Vintage Gaspen Chukka Boot - Green - Casual boots Transition from the weekend to the office with the Gaspen chukka boot from Crown Vintage. This pair features a classic silhouette and is elevated by detailed craftsmanship. What they are:... more | go to store |
 | Men's Sandro Moscoloni Shawn Chukka Boot - Blue - Casual boots The Shawn chukka boot from Sandro Moscoloni proves a versatile must-have with a classic design to finish off favorite fits. This leather pair's cushioned footbed adds a comfortable layer.... more | FREE shipping go to store |
 | Neumel Leather Shoes Chukka Boots Men's Ugg Neumel Leather Shoes Chukka Boots - Blue - Casual boots Combining premium materials and effortless style, the Neumel is our iconic Heritage chukka. A timeless boot made of rich suede, it's lined in upcycled UGGplush wool and finished with a... more | $140.00 $97.99 go to store |
 | Men's GREATS Wythe Waterproof Chukka Boot - Blue - Casual boots A toothy sneaker-inspired sole adds a sporty touch to a lightweight chukka boot crafted with seam-sealed waterproof construction. more | $179.00 $98.45 FREE shipping go to store |
 | Men's Vance Co. Austin Chukka Boot - Blue - Casual boots Smarten up your outfit with the Vance Co. Austin chukka boot. Embossed panels on either side and cap toe subtly enhance the style, while cushioned footbed and durable outsole ensure superior... more | go to store |
 | Men's Vintage Foundry Lewis Chukka Boot - Blue - Casual boots Elevate your footwear collection with the Lewis Chukka Boot by Vintage Foundry Co. Meticulously crafted from premium leather, these boots combine a plush EVA cushioned footbed with a... more | FREE shipping go to store |
 | J. Crew Shoes | Blue Suede Chukka Boots | Color: Blue | Size: 12 Unique Blue Suede Chukka Boots In Excellent Condition! Men’s Size 12. more | go to store |
 | Artisan Made In India 100% Fine Suede Upper Locally Sourced And A By-Product Of The Food Industry Cushioned Insoles Flexible Rubber Sole With Natural Crepe Wrap Around Waxed Cotton Lace Light Blue Size 42 No Sign Of Wear That I Can See Excellent... more | go to store |
 | Blue Gray Lace Up Ankle Boots. In Excellent Condition. Size 4. Feel Free To Ask Any Questions. Bundle And Save more | go to store |
 | Levi's Shoes | Levi’s Atwater Chukka Boot Sneakers Men’s Size 9.5 | Color: Blue/Brown | Size: 9.5 These Men's Levi's Atwater Brush Chukka Boots Are Cool And Casual. Boot Features Durable Faux Leather Upper Comfort Insole For All Extra Cushioning Pull Tab Durable Traction Sole Boot Construction Faux Leather Upper Cotton Blend Lining Eva Midsole... more | go to store |
 | Levi's Shoes | Levi’s Chukka Boots |Size 7.5| | Color: Black | Size: 7.5 Black |Denim Texture| more | go to store |
 | J Crew Bennett Chukka Men's Boots Size 9 Navy Blue Suede Dress Shoes 05704 Men's Size 9 Condition: Excellent Worn Only A Couple Of Times. Please See All Pictures. *Color Varies Slightly Due To Lighting Preppy, Grandpa, Classiccore, Dadcore, Business... more | go to store |
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