Find the latest trend in casual boots for men from! We have casual boots in all styles and sizes.

Casual Boots for Men

Boots aren’t just for work anymore. With men's casual boots from Payless, you can rock effortless style for any occasion.

Men’s chukka boots are timelessly fashionable. Featuring a lower top than traditional men’s boots, you can wear them with slacks and stylish socks just as easily as you can wear them with jeans. Chukkas are available in black boots and in brown boots so you won’t have trouble matching them with an outfit, either.

Chelsea boots offer a modern take on vintage style with a suede look and a stretchy side gore for easy-on/easy-off and all-day comfort. At home or at the office, Chelsea boots for men are exceptionally sharp looking and ready to impress with any outfit.

Payless also carries lace-up boots with plain toes and cap toes for the times you want a classic style. These boots feature sturdy, durable outsoles and plush padded insoles to keep your feet comfortable no matter how many steps your day has in store.

If you’re looking for your new favorite laidback footwear, look no further than the casual boots for men at or a Payless store near you. Make our affordable everyday prices even better by visiting the Payless deals and coupons page and signing up for the Payless text program to find more savings.

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