Men's Comfortable Dress Sneakers

Our men's comfortable dress sneakers are built to replace the stiff dress shoe on days that run long. Leather uppers keep the look sharp; a GRANDFØAM footbed, EVA midsole and rubber traction pods do the work underneath. Most styles come in Medium and Wide widths, and many are slip resistant.

Men's Comfortable Dress Sneakers FAQs

1. What shoes should I wear to work if I want something more comfortable than dress shoes?

A leather dress sneaker is the direct answer. It keeps the upper and color of a dress shoe while swapping a rigid leather sole for a cushioned EVA midsole and footbed. Our GrandPrø Topspin and GrandPrø Luxe Slip-On are both tagged for Office wear. If your dress code requires a lace-up oxford, our ZERØGRAND and ØriginalGrand oxfords carry the same cushioning in a dress silhouette.

2. Which men's sneakers are appropriate for a business casual office?

Choose a low-profile leather sneaker in black, white, navy or tan with a slim sole and no visible logos. Pair with chinos or tailored trousers. Our GrandPrø Topspin, GrandPrø Angleace and GrandPrø Luxe Slip-On are designed for this setting and several are slip resistant for smooth office floors.

3. Do Cole Haan men's sneakers run true to size?

Fit varies by style and is noted at the top of each product page. The Grand Kittery Court runs large, so size down by half. Other styles fit true to size. Many of the styles in our dress sneaker range are available in Wide, so if you usually size up for room, try your normal size in Wide instead.

4. Are Cole Haan comfortable dress sneakers good for travel?

Yes. They are light, they pack flat, and the slip-on styles clear airport security quickly. Many styles across our men's dress sneaker range are tagged for Travel. The GrandPrø Luxe Slip-On and GrandPrø Luxe Mile are our most travel-friendly, and the GrandPrø Topspin Waterproof handles rain.

5. How much cushioning do Cole Haan dress sneakers have?

Every style in this collection has a cushioned footbed. GrandPrø styles add a GRANDFØAM footbed and plush heel padding over a full EVA midsole, which is our most cushioned construction. Court styles like the Grand Kittery use a foam-padded footbed on a rubber cupsole for a firmer, more traditional feel. Choose GrandPrø for maximum cushioning.