17 Loose Maxi Dresses That Seamlessly Pair With Sneakers (2025)

Us Weekly has affiliate partnerships. We receive compensation when you click on a link and make a purchase. Learn more!

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.

Related: 18 Rich Mom Spring Dresses Fit for a European Getaway — Starting at $17

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:Thisshort-sleeve maxi seamlessly layers with everything from denim jackets to cozy cardigans.

Related: 18 Loose Sundresses That Masterfully Hide Belly Bloat — Starting at Just $21

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 itsbelted design, Prettygarden’s wrap maxi dress subtly cinches the waist, giving you a sleek, slim appearance.

8. One-Shoulder Wonder: Topair thisone-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: Whetheryou prefer comfy slip-ons or cute lace-ups, this colorful maxi dress from Kinstellwill pair wellwith 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.

Related: 17 Parisian-Style Tops That Best Flatter Women Over 40

17 Loose Maxi Dresses That Seamlessly Pair With Sneakers (2025)
Top Articles
Latest Posts
Recommended Articles
Article information

Author: Dr. Pierre Goyette

Last Updated:

Views: 5415

Rating: 5 / 5 (70 voted)

Reviews: 93% of readers found this page helpful

Author information

Name: Dr. Pierre Goyette

Birthday: 1998-01-29

Address: Apt. 611 3357 Yong Plain, West Audra, IL 70053

Phone: +5819954278378

Job: Construction Director

Hobby: Embroidery, Creative writing, Shopping, Driving, Stand-up comedy, Coffee roasting, Scrapbooking

Introduction: My name is Dr. Pierre Goyette, I am a enchanting, powerful, jolly, rich, graceful, colorful, zany person who loves writing and wants to share my knowledge and understanding with you.