A simple vintage design gives the Clarks Varick Hill boot a casually seasoned appeal perfect for adding a rugged touch to stylish urban wear. The leather upper is accented with a suede collar and lined in soft textile for moisture-wicking comfort. The wave-treaded rubber outsole provides reliable wet/dry traction.
$140.00
$140.00
The formidable brute force that the Nunn Bush Dodge chukka boot emanates will make a rock-like statement on your adventure outings. This men's ankle boot is built with a leather/suede upper adorned with a striking punch hole detail. The Dynamic Comfort footbed is designed to aid your on-the-move schedules with its ...
$68.00
$85.00
There's nothing traditional about this men's low-cut boot. Crafted of leather, suede, and fabric, it has a design that's a little rugged and a little urban, with a heavy dose of cool. The lace-up closure ensures a snug fit, while the breathable mesh lining, removable Ortholite footbed, and durable rubber outsole ...
$70.45
$100.00
Toms Chukka Boot Black Leather 10002749 Mens 9
$112.90
$129.00
There are adventures to be had and a boot that's ready for the job, the new CAT Bridgeport! Versatile, rugged and practical the new Bridgeport is perfect for everyday wear. With full grain leather upper that is durable and resistant; this shoe also features a super comfortable nylon mesh lining and sock liner that ...
$44.99
$44.99
Bedford Stu, otherwise known as BED:STU, has its roots in the tough NYC neighborhood known for bareknuckle boxing and lively loud music. BED:STU footwear has evolved into a rock n'roll brand, ready for the mosh pit but stylish enough for the wi-fi cafe chat sessions. If your lifestyle has an edge, and you want to cut ...
$123.68
$135.00
Kick off your work boots and slip onto a pair of comfortable chukka boots by Roper. These men's chukka boots feature a stylish, distressed leather upper and two-eyelet lace-up closure. Its interior is lined and padded in order to provide you with support and comfort for all-day wear. A walking heel relieves fatigue so ...
$83.61
$119.99
Chukka
$92.95
$92.95
Rugged on the outside, snug on the inside, the Nunn Bush Tomah Chukka is worthy of becoming your next footwear staple. With the dependably grippy rubber outsole and dual-layer foam footbed, this versatile boot will walk all over anything.
$57.48
$57.48
Set your style apart from the rest in the exceptionally fashionable J Shoes Monarch boots.Leather or suede and leather upper in a tailored chukka boot style with a round toeLace up frontOverlay accents and contrast stitching detailSmooth lining and lightly cushioned insoleLeather outsole1 inch stacked heel
$134.99
$198.00
Lace-up construction. Leather and synthetic partial lining. Leather footbed. Small stacked heel. Leather and synthetic sole. Imported.
$59.97
$228.00
Take your work boot-inspired style to the streets with the handsome Timberland Earthkeepers Rugged LT Chukka boot. Made from leather sourced from a silver-rated tannery, this planet-friendly men's ankle boot includes a removable, anti-fatigue insole that allows the use of orthotics, if desired. The Green RubberTM ...
$139.95
$140.00
This Chukka-inspired all-weather boot has a waterproof suede upper that's burnished for vintage style.
$104.00
$120.00
The classic desert boot gets a hip update in the Stacy Adams Aldrin boot. Offered in smooth leather or supple suede, this men's ankle boot is geared to go from casual workplace to weekend recreation without skipping a beat. A cushioned footbed offers lasting comfort, while a molded EVA outsole absorbs shock and ...
$90.00
$90.00
Lace-up closure with blind-eyelets. Detailed stitching. Synthetic lining. Lightly padded footbed. Rubber outsole. Imported.
$54.99
$54.99
Get all the style and comfort your feet deserve with the new Rockport RocSports Lite PlainToe Boot. Part of Rockport's Lite Plain Toe collection that goes from moc toes to chukka boots, these shoes were constructed for lightweight comfort, versatility, and with the guy on the move in mind. Boasting of rubber outsole ...
$69.93
$69.93
Lace up chukka boot
$44.90
$44.90
Made with active feet in mind, the Clarks Newbern Up is a comfortable men's lace-up boot that can be worn all-day. With a leather, suede and cotton upper, it is fully lined with breathable mesh for a great inner feel. Supportive nylon shank ease your stride, while removable ortholite footbed cushions the feet, and EVA ...
$69.96
$69.96
Step into the season with the Stacy Adams Madison II 00062 ankle boot. This casual men's lace-up features a supple leather upper. A padded footbed provides impact-responsive cushioning to keep you comfortable with every step. The Stacy Adams Madison II 00062 dress chukka has a leather sole for a great look with ...
$149.95
$149.95
You won't want to work without these waterproof work boots by Caterpillar. Made to withstand rough outdoor conditions, CAT Watershed work boots are completely waterproof and made with genuine leather and feature a PVC comfort midsole and Goodyearwelt construction.
$115.50
$150.00