Shop Payless for a large selection of men's dress shoes for all occasions!

  • Sale!
    Men's Nash Slip-On, Black, hi-res
    $19.99 reg $39.99
  • Sale!
    Men's Benjamin Driver, Black, hi-res
    $19.99 reg $39.99
  • Sale!
    Men's Mike Oxfords, Black, hi-res
    $14.99 reg $29.99
  • Sale!
    Men's Martin Driver Moc, Black, hi-res
    $19.99 reg $39.99
  • Sale!
    Men's Crosby Oxfords, Black, hi-res
    $19.99 reg $39.99
  • Sale!
    Men's Faxon Slip-On, Black, hi-res
    $19.99 reg $39.99
  • Sale!
    Men's Crosby Bit Slip-On, Black, hi-res
    $19.99 reg $39.99
  • Sale!
    Men's Henrie Driver, Smooth Black, hi-res
    $19.99 reg $39.99

Dress Shoes and Boots for Men

Men's dress shoes from Payless have all the styles you need for work, formal events, and special occasions. From a classic captoe and wingtip shoe to dress boots and slip-on shoes, we have something for every man’s style.

Oxford shoes give any outfit a smart, classic flair. These lace-ups are versatile enough to pair with lightweight suits and anchor outfits in cooler weather. Slip-on dress shoes offer similar style while giving easy-on/easy-off convenience for men on the go. Both Oxfords and slip-ons are available with slip-resistant and oil-resistant features that make them perfect for any workplace or weather.

Men's dress boots can adapt to work just as well as casual life, too. With a snug, lace-up fit and a smooth upper, low Chukka boots are a trendy look that offer lightweight comfort to any modern man.

Available in regular and wide widths, the perfect pair of men's dress shoes is waiting for you at Payless.com and a Payless store near you. Payless’ affordable everyday prices get 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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