I'm Glad I'm Not the Only One Obsessed With This Comfortable Shoe Trend

As a seasoned New Yorker, keeping my fingers on the pulse of emerging comfortable shoe trends can probably be considered a side hustle. After nearly a decade of living in the city, one too many cliché situations have taught me not to always opt for style over comfort, at least during my commute. Think getting four-inch heels stuck in subway grates, just missing a train while wearing platforms I couldn't run in, and the regret that comes with wearing any pair of open-toed sandals that expose my feet to whatever the city decides to throw at them. Suffice it to say, my wardrobe is now fully stocked with plenty of practical options like sneakers; low, chunky-heeled boots; and good-old closed-toe flats.

As we know, practicality isn't always synonymous with being boring. In fact, one of this season's most prevalent shoe trends is as stylish as it is comfortable. And I'm relieved to report back that the rest of the fashion crowd thinks so too. Square-toe flats are sweeping across my Instagram feed in all shapes and sizes, from your classic nude ballet flats to electric-blue mules. To get in on the trend yourself, shop my picks up ahead.

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(Image credit: @himichelleli)

If you go the route of classic ballet-style flats, look for options in cool colorways. Swapping out basic black flats for metallic square-toes ones is an easy way to turn comfortable shoes into a statement piece.

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(Image credit: @ada_oguntodu)

For me, as someone who professionally works from home, slip-on mules are my go-to. I don't have to think twice about socks, laces, or zippers before running a quick errand.

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(Image credit: @elizcardinal)

This Shop-Pêche pair is what first helped me to love the square-toe style. Admittedly, I own these shoes in all three colorways.

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(Image credit: @laurencaruso_)

Where a rounded toe will never go out of style, the square-toe cut gives even the most basic flats a chic edge.

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(Image credit: @annasarlvit)

For even more comfort, try slingback flats. The ankle strap will help to keep the shoe in place while you're running up and down sets of stairs. 

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(Image credit: @emmatheyellow)

Square-toe flats are simple enough that they will pair well with just about anything you own.

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(Image credit: @hannahbaxward)

The longer and more rectangular the toe box of the shoe is, the more the shoe feels like a modernized version of the elongated '90s shoes from the past.

Up next, eight sandal trends you can shop for under $100.

Contributing Editor

Ray Lowe is a contributing editor for Who What Wear. She's spent the last decade living in New York, but now that she professionally works from home, she's slowly been going back to her roots by splitting time between NYC and L.A. A year ago, she left a four-year stint as a fashion editor for Refinery29 to explore the freelance life. Nowadays, she does just about everything from penning online articles (for Who What Wear, Refinery29, Elle, Cosmo, and many more) to writing scripts, styling, and finding ways to fuse her love for both Disney and fashion. Her main beat is fashion (trends, emerging brands, affordable finds, you name it), but you may find her dropping in with a beauty story every now and then. As for her personal style, she'd best describe it as a balanced blend of basics and contemporary trends, often with a dash of Mickey Mouse thrown in for good measure. In her spare time, she can be found coddling my pets (a French bulldog and a rescue cat), curating travel itineraries for her friends, scrolling through Instagram for up-and-coming brands, and watching so-bad-they're-good films.