Shopping for fall dresses that flatter your waist can be tricky. More often than not, flattering styles end up being too tight or restrictive. And let’s be real — the last thing anyone wants is to spend a perfect fall day adjusting a dress that looks good, but is really unbearable.
That’s why we tracked down these 17 fall dresses that check every box: flattering, chic and actually comfy to wear. Think: belted shirt dresses for the office, draped maxis for Sunday brunch and belted knits for a date night out. Best of all, each pick is as easy to wear as it is chic — and prices start at just $21.
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Casual and Cozy
1. Our Favorite: Thanks to its soft knit fabric, this belted wrap midi is just as flattering as it is comfortable.
2. Loungewear-Like: Featuring a cozy knit fabric, this babydoll mini dress will feel as soft as your favorite pajama pants.
3. Has Pockets: If you prefer dresses with pockets, you’re going to want this drawstring mini dress that’s also easy to pair with sneakers.
4. Waist Defining: Snag this waist-slimming wrap dress for a style that highlights your curves, without sacrificing comfort.
5. New Arrival: Shoppers are already loving this tunic sweater dress — it glides right over the belly.
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Brunch-Ready Elegance
6. Our Favorite: This dreamy maxi dress features a waist-cinching design — and emulates $500 boutique finds.
7. Must-Have Mini: The perfect transitional fall pick, shoppers are obsessing over this floral mini dress — over 1,000 were bought within the last month!
8. Figure Flattering: Channel rich mom energy is this stunning boho maxi dress that features a fall-forward print and figure-flattering silhouette.
9. Draped Elegance: Bring romance into your fall style with this floral wrap dress that belts at the waist.
10. Floral Fabulous: We love the fall-inspired print of this floral mini dress that features a blend of burgundy, orange and peach hues.
Polished and Office-Ready
11. Our Favorite: Because of its polished design, this contrast knit maxi fits the office dress code while still delivering all-day comfort.
12. One and Done: With an easy-to-throw-on design, this belted T-shirt dress is a style that flatters and styles in seconds.
13. Polished Pleats: Channel cozy elegance in this belted knit dress that features a sleek, pleated skirt.
14. Belted Beauty: From knee-high boots to strappy heels, this belted shirt dress creates all sorts of chic office looks.
Elegant Evening Picks
15. Our Favorite: Be the best-dressed wedding guest in this elegant maxi dress that comes in several autumn-chic shades like evergreen and burgundy.
16. Velvet Dreams: Nothing screams fall quite like this velvet wrap dress that’s made for dinners, date night and even weddings.
17. Date Night Vibe: The perfect fall date-night dress, this Swiss dot wrap dress gracefully skims the figure.
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