Shoes
Nov 9, 2019

Your 2020 Comfy-Shoe Directory: 5 Trends to Wear Now and Next Year

by Bobby Schuessler

There’s a common misconception that you must sacrifice style if you want to wear an actually comfortable pair of shoes. That couldn’t be further from the truth. While we recently covered a range of fresh footwear picks that won’t give you pain, the S/S 20 runways were filled with a smattering of new shoe trends that could easily rival even your comfiest pair of sneakers.

To highlight further, we curated the ultimate 2020 comfy-shoe directory for you below with the functional yet fashionable silhouettes you’ll see everywhere in the next six months. So with that, keep scrolling to uncover the most practical low heels, flats, and more with street style and runway inspiration. And because we know you won’t want to wait until next year to test out these comfortable shoe picks, we shopped out current iterations so you can get a jump start on the action.

The most comfortable shoe trends of 2020

Photo:

Prada/Pietro D'aprano/Getty Images; Daniel Zuchnik/Getty Images

Loafers hit the mainstream a few seasons ago and will continue to make even greater waves next year with the addition of comfy block heels in mixed textures. There’s no doubt fashion girls will clamor for this silhouette for its comfortable yet chic nature.

Photo:

Chanel/Peter White/Getty Images; Edward Berthelot/Getty Images

Anna Wintour recently named flat shoes as the must-have silhouette of 2020. We’re so here for it—especially the comfortable, elegant, and highly versatile flat Mary Jane styles that are dominating the runways and the streets.

Photo:

3.1 Phillip Lim/Peter White/Getty Images; Edward Berthelot/Getty Images

Get ready. Birkenstock-esque sandals are here to stay. While they're polarizing in nature, we’re all for the style to bring comfort and ease into any look. Try them with socks and your favorite jeans and sweater, or dress them up with a suit or formal ensemble for an unexpected yet extremely fashion-forward vibe.

Photo:

Matty Bovan/Victor Virgile/Getty Images; Christian Vierig/Getty Images

A chunkier sole is inherently more comfortable than a style with limited support (ahem, stilettos). Enter the flatform. Next year will be all about the updated flat platform silhouette in both multicolored hues and neutral styles with statement details.

Photo:

Arthur Arbesser/Victor Virgile/Getty Images; Edward Berhelot/Getty Images

Whether you used to love or loathe them, clogs will be sticking around next year as the coolest alternative to the standard booties you’ve been wearing for comfort. While solid clunksters will dominate, styles in unexpected animal prints will keep the “ugly” shoes feeling fresh and pretty.

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