7 Cool (and Warm) Winter Outfits to Wear With Flats

Unlike summer when you choose to spend as much extra time outside as you can and opt to walk instead of grabbing that six-minute Uber, winter is a good excuse to be on your feet a little less and, thus, break out the heels a little more. However, there’s value in relying on cold-weather looks that skip the stilettos in favor of shoes that are comfortable, practical, and close to the ground. We’re talking winter outfits with flats, of all varieties and styles.

The options for flat winter shoes run the gamut. There’s a classic ballet option, of course, and in case you need a bit more coverage, sneakers, lug-sole boots, and lace-up Dr. Martens do the trick. And to demonstrate exactly how to compile seasonally on-point looks that don’t skimp on comfort, warmth, or creative styling, the seven looks below serve as examples. Read on for tips to re-create, and to shop all the necessary pieces.

Winter outfits with slip on sneakers



Slip-on sneakers are some of the easiest flat shoes to wear with any chilly-weather ensemble. We like this version that mixes neutral tones in a variety of cozy textures.

Winter outfits with Timberland boots



Iconic Timberland boots complete this outdoorsy winter look, especially when paired with dark denim and a layer of Patagonia.

Winter outfits with pointed flats



If you stick with ballet flats, may we suggest something with some shine? It'll make any jeans-and-chunky-sweater ensemble extra special.

Opt for an itty bit of flatform via Dr. Martens to achieve this polished yet comfortable ensemble that's perfect for any day at the office.

Winter outfits with black sneakers



While we've seen several Kardashian sisters wearing heels with their athleisure in the winter, we suggest breaking out your favorite coordinating sneakers instead.

Winter outfits with lace-up boots



Yes, hiking boots are a quite popular option for flat shoes in the winter. And we suggest elevating the look by pairing them with your fuzziest, and most statement-making, coat.

Winter outfits with white sneakers



Crisp white sneakers are an all-weather necessity. For this season, simply pile on all the long layers and toasty accessories and go.

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