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17 Slimming Fall Maxi Dresses That Hide the Tummy While Looking Expensive — From $14

No. 6 might just be the most flattering of all

A guest is seen wearing a Jason Wu dress outside the Jason Wu show during New York Fashion Week S/S20 on September 08, 2019 in New York City.
Daniel Zuchnik/Getty Images

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As soon as the temps start to chill, fall maxi dresses become one of my go-to staples. But sadly not every style works. The wrong cuts can highlight the tummy area or feel too bulky for everyday wear. That’s where finding the perfect balance between flattering and chic is key.

To solve the struggle, I rounded up 17 slimming maxi dresses that truly check all the boxes. From loose T-shirt styles to flowy floral options, these dresses manage to disguise the tummy while looking effortlessly expensive. Even better? Prices kick off at $14.

17 Fall Maxi Dresses That Hide the Tummy While Looking Expensive

Everyday Errands

1. Our Favorite: We love how this comfy maxi dress can easily be elevated with strappy heels or made casual with sneakers.

2. Tummy-Friendly: Hurry! This loose maxi dress that glides right over the belly is now 50% off.

3. Loungewear-Like: Stay cozy this season with this T-shirt maxi dress that feels as soft and lightweight as your go-to loungewear.

4. Has Pockets: You can’t beat the convenience of this short-sleeve maxi dress that has pockets for holding your keys or cell phone.

Diane Batoukina wears her long straight brown hair down with a center part, oversized square Dior sunglasses, a khaki belted trench coat by Sandro layered over a beige T-shirt by Zara, light-wash straight-leg jeans by Anine Bing, beige suede Miu Miu sneakers with mismatched laces and tassel details, and carries a large tan leather shoulder bag by Prada, walking across a pedestrian crossing, during a street style fashion photo session on March 25, 2025 in Paris, France.

Related: These 17 Rich Mom Fall Sneakers Instantly Elevate Jeans, Dresses and More

Weekend Brunch

5. Our Favorite: We can picture this waist-slimming maxi dress pairing flawlessly with statement jewelry and chunky fall heels.

6. Autumn Chic: Be the best-dressed at brunch in this stunning boho maxi dress that streamlines the figure with a cinched waist.

7. Fall Florals: Perfect for an afternoon of apple picking, this floral wrap dress comes in several fall-perfect shades.

8. Boutique-Worthy: Channel boutique-level style with this eyelet maxi dress that could easily pass for a $500 find.

9. Short-Sleeve Chic: This short-sleeve maxi drapes beautifully, giving off effortless fall elegance.

10. Boho Babe: Flow meets sophistication in this chic boho maxi that feels like a designer piece for a fraction of the price.

Office-Ready

11. Our Favorite: Thanks to a contrast-knit skirt, this belted maxi dress creates the illusion of a more sculpted silhouette.

12. Rich Mom-Worthy: Serving rich mom energy is this flattering shirt dress that gives you a sophisticated office look in minutes.

13. Very Versatile: One of the more versatile options on our list is this black maxi dress. It can easily mix and match with your closet year-round.

14. Figure-Skimming: Highlight your curves with this flowy wrap dress that smooths over the midsection.

Evening and Special Events

15. Our Favorite: The ultimate fall wedding guest pick? It’s this slimming wrap dress that smoothes over curves while looking chic.

16. Harvest Hues: Nothing screams ‘fall’ like this velvet maxi dress that’s the perfect blend of elegance and comfort.

17. Flowy and Flattering: Both romantic and fun, this tulle midi dress glides effortlessly from evening plans to the dance floor.

NEW YORK, NEW YORK - SEPTEMBER 08: A guest is seen wearing a Jason Wu dress outside the Jason Wu show during New York Fashion Week S/S20 on September 08, 2019 in New York City. (Photo by Daniel Zuchnik/Getty Images)

Related: Fall Prime Day Is Here! These 17 Comfy Dress Deals Are Selling Out Fast — From $7

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