The 8 Best Men’s Casual Shoes To Wear With Jeans

An iconic pair Stan Smith forgo adidas’ signature stripes instead of perforation for a low-profile yet versatile shoe. The synthetic and leather upper and rubber sole are sleek yet easy to maintain, while an orthopedic sock liner keeps you on your feet all day. “Instantly comfortable,” wrote one Amazon shopper.

“Excellent fit and comfort when worn with socks, invisible or barefoot. Well made and showing no wear after many miles. Easy to clean and keep it looking white and new.”

• Colors available: 2
• Available sizes: 3.5 – 21

A step forward from a sneaker but less picky than a moccasin, the former boat shoe only gets better with age. With breathable mesh panels, this Sperry pair won’t look like your grandpa’s loafers, but their leather construction ensures they’ll last just as long. They’re treated to resist stains and water – with rust-resistant grommets, no less – so they’ll survive whatever you throw at them. Inside is a layer of EVA foam with extra padding under the heel and a padded tongue so you can do without socks if you wish.

“These shoes fit quite well, are very comfortable and beautiful,” wrote one fan. “They go just as well with chinos or other casual pants as they do with jeans. They are well cut and met all my expectations.”

• Colors available: 19
• Available sizes: 7 to 15 (regular, large and extra-large)

As easygoing as a pair of Tom’s but a little more versatile, this canvas slip-on sneakers by Lugz is clean and minimalist with a padded ankle and a nice faux leather heel. Two elastic gores make them easy to slip on and off, while a cushioned insole and breathable lining help keep your feet dry and comfortable.

“Better than Vans version and about half the price. The quality of the shoe is outstanding,” wrote one shopper, adding, “Very versatile shoe that looks great with shorts and jeans or just about nothing. whatever. My favorite shoe at the moment.”

• Colors available: 20
• Available sizes: 3.5 – 15

Is it a basketball? A slip? A moccasin? All of the above, really. These bestsellers casual knit shoes are ultra-lightweight, clocking in at less than 8 ounces each, and so flexible you can bend them in half. The breathable mesh is lined with soft Oxford fabric and there’s a nice heel cup for added durability where it counts. These loafers feature a removable memory foam insole that you can easily replace with your own, laces that can be reconfigured in different ways, and cleated soles for optimal traction wherever you go. With 15,000 ratings – the vast majority of them five perfect stars – they’ve earned some cult following on Amazon.

“Amazingly light and amazingly comfortable…I tweaked the elastic laces a bit and wore them all weekend without slipping,” wrote one reviewer. “Great style, great fit and excellent comfort. Definitely won’t be my last pair!”

• Colors available: 32
• Available sizes: 7 – 15

The hand-woven panels on these luxury sneakers look sharp as hell without ruining the laid back vibe. Designed in New York and handmade in Brazil, they’re crafted from rich Napa leather and textured suede. The interior is fully padded and lined, with a removable padded insole if you prefer your own or need more wiggle room. And that classic rubber tennis shoe sole makes them as practical as they are beautiful. “This is the best deal I’ve ever had on shoes,” one reviewer noted. “These are premium materials and construction. These are $150-$200 shoes.” Take a can of leather and suede protector to keep them looking like new without any work.

• Colors available: 13
• Available sizes: 7 – 13

This Clarks chukka boot is built for the outdoors but nice enough for a casual date. And, since they’re Clarks, you know they’ll be reliably comfortable. Available with a leather or suede upper, they all feature a sturdy rubber outsole for long-lasting durability. “I’ve worn them every day for a year and a half and they’ve held up really well and are extremely comfortable,” wrote one reviewer. “I don’t use them as dress shoes like some people seem to. I walk my dog, ride my motorcycle, even run and hike in them.” Just note that some fans have recommended reducing the size by half or the full size.

• Colors available: 33
• Sizes available: 7 – 15 (regular and large)

Those Cole Haan wingtips completely dapper look but they have a plush sneaker sole with the comfort to match. As such, they’re actually incredibly versatile. The old-school leather upper is built on a multi-layered sockliner with plenty of cushioning for all-day shock absorption, and a soft fabric lining for a smooth fit and feel. The lightweight sole has rubber overlays so you can wear them whatever the weather. “As someone who typically wears Converse Chuck Taylors, these Cole Haan Oxfords are a huge improvement,” one reviewer commented. “Goes great with jeans and can be worn comfortably for miles.”

• Colors available: 5
• Available sizes: 7 – 13

A driving shoe Pairs just as well with a blazer as it does with a sweater. With this one you can choose between suede or full-grain leather – both have rubber reinforcements on the heel for longer rides. A braided leather cable on the instep has the flair of designer pairs, and inside is a cushioned, contoured footbed. “Thoroughly worth it. I use them around the house and for running errands,” one fan wrote. Another reviewer noted that they also lived up to their goal, making it easier to ride a shifter with extra heel grip.

• Colors available: 7
• Available sizes: 6.5 – 15