I’ve Tested Dozens of Dress Shoes. These Are the Most Comfortable—and They’re 42% Off for Prime Day

2 min readPRIME DAY DEALS are officially live, and if you’re in the market for a pair of comfortable dress shoes, Cole Haan is a pretty good place to start. We’ve tested dozens of dress shoes at Men’s Health, evaluating everything from cushioning and support to fit, materials, and how they feel after hours on our feet. And every time, Cole Haan has impressed us with its ability to deliver sharp dress shoes that look the part without feeling stiff or requiring a painful break-in period. Whether you’re heading into the office, dressing up for a fall wedding, or simply need a more polished option for your next event, these shoes are wearable for hours without making your dogs bark. And with Prime Day savings already live at 42 percent off, now’s the time to shop your size before it sells out.COLE HAAN PRIME DAY DEALSA lot of people tie the knot in the fall, and should the last quarter of your year have a wedding on the calendar, you’re going to need a sleek shoe to go with your suit. A solid contender to consider would be Cole Haan’s Bedford Cap Toe Oxford, currently marked down at 38 percent off. Outside of attending a wedding, this leather lace-up is perfect for the office or a business meeting. I’ve combed through these Cole Haan Prime Day deals and found a ton of discounted dress sneakers. Take the 2.Zerogrand Laser Wingtip Oxfords, marked down at 21 percent off. I used to hate wearing dressy shoes to the office, but these feel like recovery sneakers, thanks to the Grandfoam technology. Sometimes, work consists of eight-hour days on a photo shoot set where I’m on my feet, but these keep me comfortable and steady the entire time.If you’re looking for a sneaker that plays well with nice trousers and jeans, but can also look great with sweats for travel days, check the Grand Crosscourt Traveler Sneaker, reduced by 20 percent. It’s a minimal, tennis-inspired style that feels cushy when I’m pushing through the airport to catch a flight. Perhaps you don’t want a dress shoe or dress sneaker; this sale also features discounts on other models including the Newmark Grand Chelsea Boot.These Prime Day deals aren’t going to stick around long. I’ve covered this shopping extravaganza enough times to know the crowd is coming to get their things, so make a move on your picks sooner rather than later.COLE HAAN PRIME DAY DEALSAs the Style and Reviews Editor for Men's Health, Joseph covers all-things fashion and grooming. Previously, Cheatham was a commerce editor for Spy, and he has written for Travel + Leisure.