Look sharp in dress boots from Payless. Our large selection of styles and sizes is always affordable and always fasionable.

Dress Boots for Men

Men's dress boots from Payless are the stylish answer to the modern man’s outfit questions. Perfect for work and nights out with friends, these boots are just as versatile as you.

Chukka boots are lightweight and comfortable with details like smooth uppers and soft insoles, all combining to make the sharp look that you want.  Their lacing system ensures a snug fit while their rounded toe offers plenty of room for your foot to breathe.

The style you’re looking for is waiting in the men's dress boots selection at Payless.com and a Payless store near you. The affordable everyday prices of our men's dress shoes is even better when you visit the Payless deals and coupons page and sign up for the Payless text program to get extra savings.

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