17 Best Business Casual Shoes for Men 2023

Every product was carefully curated by an Esquire editor. We may earn a commission from these links.

Thursday Boot Company Scout Chukka Boot

Scout Chukka Boot

Thursday Boot Company Scout Chukka Boot

Thursday makes a range of business casual shoes, but we’re partial to the Scout chukkas. Wear them with chinos or dark denim and call it a day.

Cole Haan Original Grand Wingtip Derby

Original Grand Wingtip Derby

Cole Haan Original Grand Wingtip Derby

A wingtip derby is pretty formal shoe, insofar as office-wear goes, at least. But Cole Haan has made it much more casual with the addition of grooved rubber sole.

Clarks Desert Boot

Desert Boot

Ah, the desert boot. It doesn’t get anymore business casual than this, folks. The shoe is polished, but not too dressy. And Clarks has pretty much got the market covered with its OG version.

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Adidas Stan Smith Shoes

Stan Smith Shoes

The white sneaker: Adidas and Stan Smith certainly did it well. If you have a Ludlow suit or something similar hanging around, pair it with this veritable icon.

Astorflex Greenflex Chukka Boot

Greenflex Chukka Boot

Astorflex Greenflex Chukka Boot

Now 20% Off

Come for the durable nubuck leather and crepe soles. Stay for the eye-catching patina that’ll only get better with time.

J.Crew Camden Loafers

Camden Loafers

If you’re not looking to overdo the latter half of “business casual,” a penny loafer is your friend. Wear it jeans and a sports jacket, or tapered slacks and sleek sweater, and you’re all set.

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Tod’s City Gommino Leather Penny Loafers

City Gommino Leather Penny Loafers

Tod’s City Gommino Leather Penny Loafers

A perfect penny loafer that’s at once luxe and durable. You’ll be perfectly fine wearing this into the office, and love it so much, it’ll be a weekend staple, too.

Warfield & Grand Camino Penny Loafers

Camino Penny Loafers

Warfield & Grand Camino Penny Loafers

For a more elevated penny loafer, Warfield & Grand has a great option that’s under $150. Pair with jeans if you’re feeling a bit casual, or chinos to dress ’em up.

Tom Ford Martin Burnished-Leather Loafers

Martin Burnished-Leather Loafers

Tom Ford Martin Burnished-Leather Loafers

Tom Ford’s sleek black loafers are never, ever a bad option.

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Coach Metropolitan Chelsea Boots

Metropolitan Chelsea Boots

Coach Metropolitan Chelsea Boots

Now 40% Off

A timeless Chelsea boot is never a bad idea. Especially when it’s as sleek and versatile as this one.

Gucci Jordaan Leather Loafer

Jordaan Leather Loafer

Gucci Jordaan Leather Loafer

There are very few situations in which a Gucci bit loafer is not the right move. Go ahead and invest—it’ll pay dividends.

Koio Capri Onyx Sneaker

Capri Onyx Sneaker

Still yearning for a pair of elevated sneakers? Try these black leather kicks from Koio.

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Frye Tyler Lace Up

Tyler Lace Up

Frye Tyler Lace Up

Now 55% Off

When in doubt, leather boots are a business-casual staple. Black lace-ups are great for wearing with black anything—jeans, chinos, suits, what have you.

Dr. Martens Originals 1461 Leather Oxford Shoes

Originals 1461 Leather Oxford Shoes

Dr. Martens Originals 1461 Leather Oxford Shoes

Now 15% Off

Into white, but really feeling sneakers? The Doc has got you covered with some slightly offbeat oxfords. Pair them with a straight-leg jean and button-up, or a cotton suit, and consider yourself minted.

Grenson Epsom Leather Penny Loafers

Epsom Leather Penny Loafers

Grenson Epsom Leather Penny Loafers

Like we said, penny loafers are foolproof. And if you’re looking for the toniest option, the one beloved by English gents, Grenson’s Epsom is what you need.

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Common Projects Chelsea Boots

Chelsea Boots

Common Projects Chelsea Boots

If you’ve been following us closely, you’re well aware of Common Projects’s sneakers—their paired-down look, high-quality materials, and expert construction. The same, of course, can be said of its stellar Chelsea boots.

Celine Homme Suede Chelsea Boots

Suede Chelsea Boots

Celine Homme Suede Chelsea Boots

Speaking of investment, Celine Homme has produced the perfect all-day Chelsea boot. Wear it to the office. Wear it to a festival. Wear it anywhere.

Lettermark

Trishna Rikhy is the Associate Style Commerce Editor at Esquire. Previously, her writing has appeared in Vogue Runway, PAPER Magazine, V Magazine, V MAN, and more. She is based in NYC, but can probably be found wherever the strongest cup of coffee is.

Headshot of Barry Samaha

Barry Samaha is the former style commerce editor at Esquire, where he covered all things fashion and grooming. Previously, he was an editor at Harper’s Bazaar, Surface, and WWD, along with overseeing editorial content at Tod’s Group. He has also written for The Daily Beast, Coveteur, Departures, Paper, Bustle Group, Forbes, and many more. He is based in New York City and can’t seem to find enough closet space for all his shoes. 

 

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