17 Loose Maxi Dresses That Seamlessly Pair With Sneakers

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One fun thing about the warmer months is that it’s perfectly acceptable to wear a maxi dress every day. However, not all styles are made equal, and we definitely need everyday options that can be worn more casually, too. That’s why we rounded up 17 loose and slimming styles that easily pair with sneakers. With prices starting at just $25, we’re ready to add a few to our wardrobes.
Between non-clinging fabrics and subtly tailored designs, these dresses are both slimming and elevated enough to you feel put-together with minimal effort. At the same time. they’re also laid-back and easy to pair with your favorite kicks. Grab your favorites now and wear them for everything on your schedule, from long walks on vacation to running errands and more.
17 Loose and Slimming Maxi Dresses That Seamlessly Pair With Sneakers
Everyday Comfortable Styles
1. Our Absolute Favorite: This sleeveless T-shirt dress will be your go-to for coffee dates, trips to the farmers market and more. Over 4,000 shoppers bought it in the last month, so you know it’s a hit!
2. Floral Fabulousness: Channel bright spring energy in a loose floral maxi that comes in several different prints.
3. Has Pockets: Anrabess’ simple maxi T-shirt dress will complement your favorite kicks, whether you’re rocking basic white slip-ons or chunky tennis shoes. Plus, it has pockets!
4. Low-Key Luxe: Although this soft maxi dress is comfy as they come, it can still look elevated with statement jewelry should you want to switch it up.
5. Easily Layerable: This short-sleeve maxi seamlessly layers with everything from denim jackets to cozy cardigans.
Vacation-Worthy Dresses
6. Our Absolute Favorite: Whether you prefer classic Converse or designer-looking sneakers, this striped button-up shirtdress will look elegant with both.
7. Waist-Flattering: With its belted design, Prettygarden’s wrap maxi dress subtly cinches the waist, giving you a sleek, slim appearance.
8. One-Shoulder Wonder: To pair this one-shoulder maxi dress with sneakers, choose a simple white style to match its polished feel.
9. Boho Chic: Free-spirited fashion lovers will find that Dokotoo’s boho maxi dress is exactly their vibe.
10. Tropical-Inspired: Whether you’re going to the beach or a backyard party, this tropical-themed maxi dress will bring vacation energy.
11. Shopper’s Pick: This loose wrap dress is a clear winner is a clear winner among shoppers, who have given it thousands of five-star ratings.
12. Bright and Vibrant: Whether you prefer comfy slip-ons or cute lace-ups, this colorful maxi dress from Kinstell will pair well with both.
Elevated Brunch Picks
13. Our Absolute Favorite: Thanks to the flattering smocked waist on BTFBM’s tiered maxi dress, you’ll look polished with minimal effort.
14. Major Mood-Booster: Upgrade your closet and your mood with an embroidered maxi dress that comes in several bright pastel colors.
15. Pretty Puff Sleeves: This puff-sleeve pick pairs best with simple, solid sneakers that balance its eye-catching design.
16. Smocked Stunner: Go from brunch to a festival in Zesica’s smocked bodice maxi that’s comfortable enough to wear all day.
17. Boutique-Looking: Wear this floral maxi dress with sneakers while you check off your To Do list, then slip on heels before a bridal shower.