The world of footwear has changed a lot since your father’s days of wearing oxfords to the office and boat shoes to the barbecue. “Work” and “weekend” shoes have officially merged into the best casual shoes for men that you can wear every single day, anywhere. Whether you’re on the job, on a date or on an airplane, there are now shoes that fit every role in your life—many are sophisticated, some verge closer to sneakers, but almost all of them are laidback and casual.
Casual isn’t to say boring, rote or unstylish, but easy to wear and easy on the eyes. Each one of these picks goes with everything from a simple pair of jeans to your more buttoned-up chinos, or even a suit in some circumstances. If you have specific needs—you’re a big walker, you prefer slip-ons or you have flat arches—there are options for you. I poured over the choices and picked out the best men’s casual shoes that you can wear every day, including my top favorites from Allbirds. Each one is worth a place in your rotation.
Sizes: 8 to 14 | Upper materials: Knit made from eucalyptus tree fiber | Sole material: Brazilian sugarcane (SweetFoam) | Style: Lace-up
Perfect for everything from the workday to a plane trip to even some light exercise, Allbirds’s Tree Runners are simple to slip on and feel comfortable all day in. Between the light knit upper, cushioned sole and relaxed style, they’re an easy pick for your collection. You can feel good about wearing them too: every material they’re made with is sustainably sourced.
Sizes: 7 to 14 | Upper materials: Antimicrobial mesh | Sole material: CloudTec rubber | Style: Lace-up
Whether you’re taking them on a job or just running errands, On’s popular Cloud 5 sneakers slip on easily with their pull lace-locking system and ultra-lightweight design. They look unique—and they’ve also been updated with 44% recycled materials. They’re pricey but well-made and built to last, which is important for a pair you can wear everyday.
Cole Haan Men’s 2.Zerøgrand Laser Wing Oxford
Sizes: 6 to 16 | Upper materials: Leather, nubuck, suede | Sole material: Rubber | Style: Lace-up
When you need a comfortable pair of shoes for the office, Cole Haan is a reliable go-to source. Their Zerogrand shoes have been work staples for years, and this latest iteration seamlessly blends business with a touch of laidback style—particularly with the sporty sole and mesh upper. They’ll keep you looking like a pro, but feeling like you’re lounging about.
Birkenstock Boston Clog
Sizes: 6 to 17.5 | Upper materials: Leather | Sole material: Ethylene-vinyl acetate| Style: Slip-on
The clogs that started it all—they look just as good, if not better, with age. This pair is made with a timeless leather upper for an extra dash of sophistication, and the same German design and comfort that you remember, which has everything to do with the soft cork-and-latex footbed that molds to your foot.
Good Man Brand Classic Legend London Sneaker
Sizes: 7 to 18 | Upper materials: Leather | Sole material: Leather,ethylene-vinyl acetate| Style: Lace-up
These very elegant leather sneakers look just as good in a boardroom as they do when you’re wearing board shorts. Between the clean design, nice mix of sporty materials and bits and pieces of leather contrast, you’ll look sharp, whether you’re sporting jeans and a tee or a cool, casual suit.
Blundstone Original 500 Chelsea Boots
Sizes: 4 to 14 | Upper materials: Leather | Sole material: Thermoplastic urethane | Style: Lace-up
Chelsea boots are one of the most casual styles out there. Blundstone’s are a classic bestseller in rustic leather, with a shock-absorbent and chunky lug sole, plus extra large pull tabs. They’re boots made for the city, country or wherever you’re off to—and in any kind of weather—that’s equal parts useful and cool.
Sizes: 7 to 15 | Upper materials: Leather | Sole material: Rubber | Style: Slip-on
Everyone loves a throwback—and as Patnoflex will let you know, this style of slip-on was favored by James Dean, Elvis and many others. These highly-rated loafers are easy to wear with jeans or chinos and add a touch of polish to your casual, everyday look. And yes: they’re comfy and already broken-in for you.
Nike Court Vision Low
Sizes: 6 to 15 | Upper materials: Leather, synthetic materials | Sole material: Rubber | Style: Lace-up
Retro looks never go out of style—nor do crisp, white sneakers—and this classic throwback to ‘80s will keep you looking fresh with your favorite pair of jeans or shorts. Plus, Nike updated the construction with 20% recycled materials at minimum, so you can feel good about this pick. The supple leather is flexible, and the collar hits low on the ankle so you move with ease.
Sizes: 8 to 13 | Upper materials: Leather, suede | Sole material: Vibram rubber | Style: Slip-on
A classic pair of slip-on shoes—for the boat, the barbecue, the backyard party—will never go out of style. So choose one that’ll last you for years and years. Easymocs are made in Maine and age extremely well since they’re crafted from natural leather and suede, and hold up through thick and thin with a durable Vibram rubber sole. They’re easy on the eyes, too.
Sorel Ona 718 Low Sneaker
Sizes: 7 to 15 | Upper materials: Suede and textile combination | Sole material: Molded rubber | Style: Lace-up
Big into the big treks? You need a pair of these. They’ll keep you comfortable while you’re pounding the city streets or off-road conditions with a suede and textile upper and a springy foam midsole. Unlike the typical walking or hiking shoe, Sorel’s Ona are stylish enough to pair with a suit or jeans, if you’re on the go for business travel or running to catch a commuter train.
Sizes: 7 to 13 | Upper materials: Leather, cotton canvas | Sole material: Rubber | Style: Lace-up
If you’re experiencing foot pain, you need shoes that support your arches, but importantly, don’t look orthopedic. You’re in luck: This sporty pair of sneakers from Kuru has built-in arch support that cradles your foot, so you can get a cushioned step wherever you go.
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