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Is there any summer outfit combination as cool, comfy, and effortless as a dress paired with sneakers? Whether it’s a floral minidress with a crisp white pair of Converse or a silk slip dress with chunky kicks, it’s the perfect duo that exudes a cool, carefree, “ready for anything” vibe. It allows for playfulness and self-expression in your ensemble because there are endless styles, colors, and combinations. Not to mention, it’s one of the easiest and comfiest outfit formulas to have on rotation.

If you’re looking to give your dresses and sneakers a fresh and modern update this season, take a look at some of the coolest dress-and-sneaker outfits we’ve spotted on the fashion crowd this warm-weather season, and get the look with our shopping picks. We guarantee this will be your go-to combo for the sunny season ahead.

Add a comfy-cool vibe to a pretty floral minidress this summer. Finish the look with a sporty baseball hat.

We love the idea of contrasting a romantic milkmaid dress with a pair of retro-cool sneaks.

Give your floral midi dress a sporty edge with hiker-style sneaks—the perfect combo of practical and chic. 

Sporty sneakers add a playful touch to a sleek midi dress. Don’t forget to add chic gold jewelry for the perfect finishing touch.

For a picnic-perfect outfit, opt for white sneakers and a gingham dress.

All a basic stretchy tank dress needs is a pair of cool Converse.

Give a pretty floral maxi dress a casual spin with plain white kicks. Add a trench coat when it’s cooler out.

Vintage Nikes pair surprisingly well with a breezy white summer dress.

Contrast colors and opt for a sunny yellow dress paired with a vibrant blue pair of kicks.

Up next, 24 Dreamy Dresses for Your Most Romantic Summer Yet


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