Best Dresses to Wear With Sneakers 2021

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Dresses and sneakers are one of those combos that go together like peanut butter and jelly. Great on their own but even better together, and timeless in their appeal. Plus, since there have been fewer occasion to sport heels — or proper shoes — in the last year and a half, trainers have seen a lot of play, and it’s hard to give up that cushioned comfort when heading out.

To inspire some new outfits this season, we searched for the best pieces to match up with your favorite sneakers like including minis (and high-tops), midis (plus slip-ons), and maxis (with classic canvas). Whether your shoe preference is white, black, or something more colorful, there’s a style here to inspire your next combination. First, think about your preferred pairs and then check out our 25 dress picks starting at $35 ahead.

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