'Commuter' Chukka Boot (Men)

'Pilot' Chukka Boot (Men)

A rustic, distressed chukka boot incorporates handsome, masculine style and rich craftsmanship including a comfortable suede-and-leather lining and a durable 360-degree welt. Lace-up style. Shock-absorbing sole for enhanced comfort. Leather or suede upper/leather and suede lining/rubber sole. By Naot; imported. Men's Shoes. Learn More

Men's Anatomic & Co 'Londrina' Chukka Boot

Proprietary gel cushioning ensures maximum comfort in a stylish chukka boot handmade from richly grained leather. A supple sheepskin liner provides all day ease without sacrificing style. Leather upper and lining/rubber sole. By Anatomic & Co; made in Brazil. Men's Shoes. Learn More

Men's UGG 'Leighton' Chukka Boot, Size 7.5 EEE

Full-grain leather with a rich, oiled finish tops a chukka boot that comes with two footbeds, one leather and one with UGGpure, a moisture-wicking textile made entirely from wool but crafted to feel and wear like genuine shearling. Removable insole. Lace-up style. Leather upper/leather and UGGpure™ lining/rubber sole. By UGG; ... Learn More

Men's UGG 'Galen' Chukka Boot, Size 10.5 M

Equipped with a full leather lining and a dual-density footbed, this supple lace-up chukka boot is designed for comfort, but the classic cap toe and oiled-suede back heel make sure you're hitting your style notes as well. Lace-up style. Leather upper and lining/rubber sole. By UGG; imported. Men's Shoes. Shop ... Learn More

'Jayden' Chukka Boot (Men)

Waxy, weatherproof suede featuring a camo accent shapes a hearty Italian chukka boot in a classic silhouette. Removable insole. Leather and textile upper/textile and synthetic lining/synthetic sole. By Aquatalia; made in Italy. Men's Shoes. Learn More

Men's UGG 'Seton' Waterproof Chukka Boot, Size 12 M

Well-worn, waterproof leather puts a cool vintage stamp on a versatile chukka boot lined with UGGpure, a textile made entirely from wool but shaped to feel and wear like genuine shearling. Lace-up style. Temperature-rated to -4°F. Leather upper/UGGpure lining/rubber sole. By UGG; imported. Men's Shoes. Shop all UGG boots . Learn More

'Brookpark' Chukka Boot (Men)

Rich, oiled nubuck leather defines a classic chukka boot set on a traction-enhancing Gripstick™ sole, while an antifatigue footbed makes it comfortable to wear all week long. Removable insole. Lace-up style. Antifatigue leather footbed for comfort. Leather upper/textile lining/rubber sole. By Timberland; imported. Men's Shoes. Learn More

Men's UGG 'Neumel' Chukka Boot

A classic chukka boot shaped from supple leather gets a cozy update with plush UGGpure™ lining. UGGpure is a textile made entirely from wool but shaped to feel and wear like genuine shearling. Lace-up style. Leather upper/wool lining/synthetic sole. By UGG; imported. Men's Shoes. Learn More