SKU: #8845988Styled for the dapper dresser, the Hampton chukka-inspired boot exudes confidence from ..
SKU: #8743296Enhance your wardrobe with these charming chukka boots from Stacy Adams®.Suede and leat..
SKU: #8588709Enjoy a fun and fresh take on a winter staple by Bass®.Leather and synthetic upper.Lace..
SKU: #8744368Please note that this style is either discontinued and/or from a previous season.Warm u..
SKU: #8818554Let's do work!Leather upper.Lace-up closure.Stitch detail.Thinsulate lining.Lightly pad..
SKU: #8724535Keep your work ensemble sharp and dapper in the timeless style of the Florsheim® Hamilt..
SKU: #8829625The handsome Jaxson Chukka boot does rugged right.Full grain leather upper with a burni..
SKU: #7562759This handcrafted, classic workman's boot from Eastland® gives off genuine American flai..
SKU: #8932839Classic boots for your modern wardrobe. Semi-vegetable tanned leather upper.Lace-up clo..
SKU: #8766145Bring subtle sophistication to your outfits with the ultra-sleek Cole Haan® Graydon Chu..
SKU: #8628553Please note that this style is either discontinued and/or from a previous season.The Fr..
SKU: #8716618Please note that this style is either discontinued and/or from a previous season.The Fr..
SKU: #8805170The Keen® Oakridge Mid Waterproof Wide hiking boot offers a roomier, more comfortable f..
SKU: #9041937Please note that this style is either discontinued and/or from a previous season.The Fr..
SKU: #7971269Please note that this style is either discontinued and/or from a previous season.You'll..
SKU: #8469766Look sharp and suave in these stately Kenneth Cole Reaction™ shoes.Suede leather upper ..
SKU: #8381393The Precision Ultra Lite II Waterproof Composite Toe by Magnum® keeps you safe on an of..
SKU: #9032689Add a modern twist to a classic silhouette with the Tommy Hilfiger® Jyler chukka! Leath..
SKU: #8750409Clean lines, rich suede leathers and a refined design makes the Siro this season's go-t..
SKU: #8580206Put your best foot forward in the handsome Florsheim® Montinaro Chukka Boot.Rich leathe..
SKU: #8830544Get ready for the races with the SKECHERS™ Relaxed Fit Relment - Pelmo, and you'll defi..
SKU: #8576807Please note that this style is either discontinued and/or from a previous season.The Fr..
SKU: #8831390The high quality leather and superior comfort technology of the Caterpillar® Carnaby Ca..
SKU: #8355626Rain or shine, get your adventure on in the Pampa Cuff WP Lux.Premium, waterproof nubuc..
SKU: #8681075The Harold Derby Boot is rustically sophisticated and sure to complement smart and casu..
SKU: #8769453Back to basics never looked so good than in the Byron Mid Suede Woven Canvas sneaker.Le..
SKU: #8849564Maintain a handsome style with the Steve Madden® Hotshot!Suede leather upper with canva..
SKU: #8722979Kick off your weekend in style with the versatile Virgil.Durable milled nubuck leather ..
SKU: #8555685Please note that this style is either discontinued and/or from a previous season.Keep o..
SKU: #8713749This handsome oxford will work hard to keep you comfortable and stylish. Waterproof ful..
SKU: #8628584Please note that this style is either discontinued and/or from a previous season.The Fr..
SKU: #8892804Bring rugged style to your daily equation with the Reef® Rover Hi Boot WT!Premium ISA l..
SKU: #8914841Always stay interesting in the Drum boot from Børn®.Full grain leather upper features a..
SKU: #8815765The Yukon 3 boot from Kamik® will keep your feet warm and dry especially on those cold,..
SKU: #8343035Enjoy easy-going and hassle-free stylin' with the ECCO® Chukka Boot.Leather upper in a ..
SKU: #8788132Style these classic chelsea boots with crisp fabrics and dark denim for the perfect, ci..
SKU: #8952278Made for the modern man about town, the Quibb exudes confidence with every step. Leathe..
SKU: #8980909Enjoy a handsome, classic style with the Cole Haan® Kennedy Wingtip Boot II.Premium lea..
SKU: #8764603Modern design meets easy going style in the Cole Haan® Zerogrand Stitchout Chukka.Leath..
SKU: #9060503Please note that this style is either discontinued and/or from a previous season.Warm u..
SKU: #8777883With rich leathers and classic styling, the Sultonn will become an easy go-to choice. U..
SKU: #8263415Adventure awaits you with these rustic yet durable Wittier Polo Ralph Lauren® boots. Pe..
SKU: #8533511The Teva® Durban Tall Leather boot offers a handsome, modern look that favors both jean..
SKU: #8452771Please note that this style is either discontinued and/or from a previous season.The Fr..
SKU: #8920215The durable protection and reliable comfort of the Skechers Work® Hartan - Onkin work b..
SKU: #8723882Styled right and full of rugged appeal, the Puritan Path is the righteous choice.Waterp..
SKU: #8567070Whether you spend your work days at a desk, behind a counter or running around town - g..
SKU: #8558676The Volcom® Outlander delivers a rugged style that's perfect for the street.Technical b..
SKU: #8717824A smart style to add to your collection, the clean Kenneth Cole Reaction™ Desert Sun sh..
SKU: #8681046The ECCO® Jeremy Hybrid Boot combines classic style with modern technology.Supple leath..
SKU: #9080898The Dr. Martens® Lyme Chelsea Boot has a clean, deconstructed design, making it an idea..
SKU: #8568437Sophisticated style meets ultimate comfort with the smooth Sanuk® Koda Select shoe!Part..
SKU: #8946274The Old West Boots® BSM1883 has a rich and refined leather style that will appeal to yo..
SKU: #8841284Choose these chukka boots for a fresh but classic look.Upper made of suede or smooth le..
SKU: #8758809Messico shoes feature a handmade European last. This allows for the toe region to have..
SKU: #8580341Lace up the modern and versatile style of the Cole Haan® Pinch Weekender Chukka.Availab..
SKU: #8710502Keep the trail-ready look in a street-ready silhouette in the Merrell® Brevard Chukka b..
SKU: #8743787Please note that this style is either discontinued and/or from a previous season.The Fr..
SKU: #8962566Modernize your weekend look with the Cole Haan® Tanner Chukka.Nubuck leather upper.Lace..
SKU: #8579611The Cole Haan® Zerogrand Sport Chukka offers impeccable style for your contemporary wee..