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When it comes to dealing with summer heatwaves and jam-packed schedules, the last thing you want to worry about is a high-maintenance look. Luckily, there are tons of comfy summer dresses on the market to create a comfy and polished outfit that’s put together in seconds. The best part? They can also be styled with your comfiest kicks.
Below, we rounded up 17 comfy summer dresses that seamlessly pair with your favorite sneakers. From flowy and forgiving maxis that hide insecurities to printed mini styles that keep sweat at bay, these dresses will be the ones you wear on repeat. With styles all under $30, you can pick up an extra dress (or two) for all kinds of occasions, including errand runs, park picnics and lounging at home. Scroll below to find our Amazon favorites.
17 Casual Dresses That Were Made to Wear With Sneakers
Easy, Everyday Staples
1. Our Favorite: From Trader Joe’s runs to coffee dates, this loose maxi dress will be a comfy go-to for all kinds of errand runs.
2. Loose and Slimming: This floral tank dress has a loose, flared silhouette that skims right over the belly.
3. Soft and Stretchy: With a light-as-air fabric, this sleeveless crewneck sundress feels as comfy as your favorite loungewear.
4. Secret Pockets: This relaxed T-shirt dress checks all the boxes— it’s comfy, stylish and has side pockets.
5. New and Notable: Though it’s new on Amazon, this V-neck mini dress is skyrocketing in popularity. The new release was actually bought over 2,000 times last month!
Brunch, but Make It Casual
6. Our Favorite: With its eye-catching print, we think this boho-style sundress makes the perfect casual brunch staple.
7. Easy Layers: From denim jackets to breezy button-ups, this multicolor floral sundress can be easily layered over when we hit fall.
8. Flowy and Fabulous: This flowy maxi dress is perfect for when you need to be out of the house in minutes.
9. Boutique-Worthy: Not only does this boutique-style dress have cute ruffle details, it’s also majorly discount right now — up to 54% off.
10. Darling Denim: Go from brunch to an country concert with this adorable denim dress that can easily pair with supportive white sneakers.
Vacation-Mode Activated
11. Our Favorite: Perfect for highlighting your summer tan, this colorful floral maxi can make a golden glow pop.
12. Easy, Breezy: Made for beach vacations, this tropical-inspired dress is both lightweight and breathable.
13. Strapless Perfection: Avoid tan lines with this smocked strapless sundress that also doubles as a swimsuit cover up.
14. European-Looking: Channel Mediterranean vibes with this Euro-style mini dress that looks straight out of a quaint boutique in Greece.
Cool, Casual Office Looks
15. Our Favorite: Perfect for laid-back days at the office, this tiered midi dress combines office-appropriate style and all-day comfort.
16. Must-Have Maxi: This elevated maxi dress can be styled with sneakers for an in-office commute and swapped to heels for a meeting.
17. Pleated Perfection: The A-line skirt on this pleated midi dress makes the figure appear slimmer by drawing the eye downward.
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