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Of course, there's a time and a place for dress shoes and tuxedo shoes, but there's rarely ever a wrong moment to tie a look together with casual pair. You see, the coolest thing about low-key footwear is the extreme versatility and how they're suitable for most occasions, whether you're heading to the office, meeting friends for a drink at your favorite bar, or simply just taking a leisurely stroll around the city.
For men, casual shoe styles can include a sleek pair of white sneakers for summer, leather loafers, polished oxfords or derbies, and a sturdy set of Chelsea boots for winter. As a rule of thumb: stick to less-harsh hues like blues and browns since black can often lean on the dressier side of the spectrum. And most importantly, you want something that's comfortable and not hard on your feet.
With that said, here are the best casual shoes for men to shop, below.
Equal parts fashionable and functional, here is a leather pair of sneakers that look just as good with jeans and tee as they do with khaki slacks and white button down. Best part of all: They come in a ton of different shades (including gray, beige, and brown) suited for every style and preference.
Material: Leather
Size Range: 7-15
2
Best Oxford Shoes
To Boot New York Alessio Cap Toe Leather Oxfords
2
Best Oxford Shoes
To Boot New York Alessio Cap Toe Leather Oxfords
A polished pair of chestnut oxfords can go from boardroom to fancy fete without a second thought, and you won't find a better option than these from To Boot.
Material: Leather
Size Range: 7-15
No man's shoe collection is complete with fresh white kicks. These bad boys are handcrafted in Italy from leather and have a plush insole that allows you to wear them for hours on end without suffering from a single blister, ache, or pain. Style them with jeans, style them with khakis, style them with shorts—the world is your styling oyster.
Material: Sustainable Leather
Size Range: 7-16
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4
Best Driving Shoes
Tods Gommino Driving Shoes in Leather
4
Best Driving Shoes
Tods Gommino Driving Shoes in Leather
You can't beat a classic, and by that we mean Tod's driving shoes, which are crafted exquisitely with the finest materials. The brand's signature loafers with the grippy pebble outsoles is a no brainer choice for every adventure, whether you're behind the wheel or traveling on foot.
Material: Leather
Size Range: 5.5-14.5
5
Best Boat Shoes
Polo Ralph Lauren Merton Leather Boat Shoe
5
Best Boat Shoes
Polo Ralph Lauren Merton Leather Boat Shoe
Designed to get better with wear, these saddle brown nautical-inspired shoes are bound to be your go-to shoe summer after summer.
Material: Leather
Size Range: 7-15
Rothy's take on the driving loafers are sustainably made with more than 21 bottles. Better still, they're comfortable, flexible, and even machine washable! So they'll stay looking as good as new with every outing.
Material: Plastic Bottles
Size Range: 7-16
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7
Best Suede Sneakers
Common Projects Retro Low Leather-Trimmed Suede Sneakers
7
Best Suede Sneakers
Common Projects Retro Low Leather-Trimmed Suede Sneakers
Now 50% Off
For an elevated sneaker option, these velvety suede low-tops are minimal indeed but add just the right amount of pizzazz to any low-key outfit.
Material: Suede
Size Range: EU39-EU47
8
Best Combat Boots
Thursday Boot Company Men’s Captain Cap Toe Leather Boots
8
Best Combat Boots
Thursday Boot Company Men’s Captain Cap Toe Leather Boots
Throw on these sturdy stompers with your favorite pair of jeans and flannel shirt, and what you have is your signature look for the cooler seasons.
Material: Leather
Size Range: 6-14
9
Casual Black Shoes
Cole Haan ØriginalGrand Wingtip Oxford
9
Casual Black Shoes
Cole Haan ØriginalGrand Wingtip Oxford
A black dress shoe, but make it business casual. The brogue details adds a polished touch, while the athletic sole makes them suitable for all-day walking.
Material: Leather
Size Range: 6.5-16
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10
Cult-Status Sneakers
Veja V-10 Rubber-Trimmed Leather Sneakers
10
Cult-Status Sneakers
Veja V-10 Rubber-Trimmed Leather Sneakers
You can't call yourself a sneakerhead without owning at least one pair of Vejas. Sustainably-made and comfortable to wear, these V-10s are just about the coolest shoes you'll ever slip your feet into. Even royals are obsessed.
Material: Raw Materials
Size Range: EU39-EU46
It doesn't get more versatile than the chukka. The structured, ankle-length silhouette makes it easy to style with most outfits, while the welted construction ensures a lifetime of wear.
Material: Suede
Size Range: 7-14
12
Best Penny Loafers
Paraboot Paraboot Coraux Loafer
12
Best Penny Loafers
Paraboot Paraboot Coraux Loafer
When you want to look polished and put together, you can't go wrong with the distinguished penny loafer. This structured pair by Paraboot are comfy, sharp-looking, durable, and an ideal year-round option.
Material: Leather
Size Range: 7-11.5
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15
Best Slip-On Sneakers
Vince Fletcher Suede Slip-On Sneaker
15
Best Slip-On Sneakers
Vince Fletcher Suede Slip-On Sneaker
Now 30% Off
Want a sneaker without the fuss? These sleek slip-on sneakers that go and off with ease are your best bet. Oh, and how about that forest green color? A great way of adding interest to an otherwise simple ensemble.
Material: Suede
Size Range: 7-13
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These aren't just any ordinary sneakers, they're sneakers with a backstory. From the up-and-coming brand Novella, every shoe is created in collaboration with an artisan. What makes them even more unique is the fact that there are only 2020 pairs available, with every shoe labeled with its own number.
Material: Leather
Size Range: 5-14
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19
Best Chelsea Boots
R.M. Williams Comfort Craftsman Boot
19
Best Chelsea Boots
R.M. Williams Comfort Craftsman Boot
When in doubt, wear a Chelsea boot. R.M. Williams's take on the classic boasts a buttery leather construction and is incredibly flexible to walk in. Plus, they're versatile enough to go from daily dressing to formal settings with ease.
Material: Leather
Size Range: 7-14
20
Best Suede Boots
Saint Laurent Wyatt Suede Chelsea Boots
20
Best Suede Boots
Saint Laurent Wyatt Suede Chelsea Boots
Every guy needs that one pair of boots they can dress up or down for every occasion on their agenda. Saint Laurent's sandy suede Chelsea boots are exactly what we had in mind.
Material: Suede
Size Range: 6-17
Sophie Dweck
Sophie Dweck is the associate shopping editor for Town & Country, where she covers beauty, fashion, home and décor, and more.