Complete your around-town wardrobe with the versatile Rockport City Smart Chelsea Boot. Made from smooth, gleaming full grain leather, this men’s dress boot has generous side elastic and a back pull loop for easy entry; a lightly padded collar protects the lower leg. Underfoot, sponge EVA and ADIPRENE by adidas sport foam deliver plush comfort to your stride, while a DEWIX lining combats odor and maintains a dry interior. The Rockport City Smart Chelsea Boot is equipped with a polyurethane sole to lend traction to your urban wanderings.

Rustic design roots this classic Chelsea boot out in nature.

Designed for comfort, the Tryetread Chelsea WP boot by Keen is the choice for men. It features a Metatomical Footbed Design that will cradle the natural contour of your foot.

Pull loop at shaft opening. Pull-on construction. Elastic side goring for on-and-off ease. Soft man-made lining and insole. Durable man-made outsole. Imported.

Go on an urban adventure in the stylish Skechers Blaine-Orsen pull-on boot. This versatile men’s ankle boot has an oiled leather upper for a rich look; dual side goring allows a snug fit and easy on/off. A shock-absorbing, cushioned footbed reduces fatigue, while the Skechers Blaine-Orsen boot grips the ground with a flexible, lug rubber sole.

Timberland set new industry standards for craftsmanship, durability and protection when it introduced an authentic, waterproof leather boot in 1973. A global leader in design, engineering and marketing of premium footwear, Timberland values consumers who cherish the outdoors and their time in it. Timberland has been an industry leader in the use of both sustainable and recycled materials in its shoes, as well as its footwear packaging. The Timberland Company believes in corporate responsibility and supports numerous civic and social projects throughout the year.

Side elastic gore. Leather lining. Cushioned footbed. Mini stacked heel. Synthetic sole. Imported.

This gorgeous men’s boot is naturally flexible, lightweight, and durable. Made of high quality leather, this striking men’s slip-on also includes dual-side goring that provides a secure and comfortable fit. Cushioned footbed and leather lining guarantees all-day comfort, while rubber outsole provides traction, support, and stability for a long term use.

The Indie Gore Boot from the Florsheim Limited Collection is a plain toe double-gore slip-on boot that features leather linings, a Comfortechnology PU footbed, and a rubber sole.

With the Core segment, these established classics on the Ben outsole are given a new lease of life. Slip-On Chelsea Boot. Geronimo, naturally tumbled heavyweight leather. Classic Heel Loop. Dr Martens air-cushion sole, oil and fat-resistant, good abrasion and slip resistance.

Pull-on construction. Elasticized side panels. Man-made lining. Lightly cushioned footbed. Synthetic sole. Imported.

This classic Dr. Martens boot will do well keeping your feet in style and in total comfort in the big city.

Plain toe pull-on boot. Elastic side gore for easy-on comfort. Micro fiber padded sock. Polyurethane lightweight comfort sole.