17 Best Comfy Dress Deals to Shop For Fall Prime Day — From $7

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Finding the perfect fall dress can feel unnecessarily tricky. Sleek silhouettes are tempting, but they often lose their appeal after a few hours of wear. On the flip side, cozy knits can look frumpy and overwhelm the silhouette. The sweet spot lies somewhere in between the two.

Enter: Amazon’s Fall Prime Day, which is packed with fall dress deals that nail the balance between chic and comfy. Happening from now through October 8, the retailer has marked down some of their best fall picks, like this cable knit dress and this belted wrap style. With prices starting at just $7, we can bet these picks will fly off the shelves faster than you say pumpkin spice latte.

17 Comfy Dress Deals to Snag Before Prime Big Deal Days

1. Our Favorite: This comfy sweater dress is just as good for wearing to fall markets as it is for running errands — was $37, now $18!

2. Cozy Cable Knit: Nothing screams fall quite like this cozy cable knit dress that pairs perfectly with leggings and knee-high boots — was $58, now $32!

3. Office-Friendly: If you’ve been on the hunt for a comfy weekend dress, let your search stop here with this belted midi dress — was $38, now $31!

4. Has Pockets: Not only does this cozy maxi dress feel soft against the skin, it also includes pockets — was $35, now $20!

5. Waist-Slimming: Visually slim your midsection with this belted wrap dress that makes the waist appear smaller — was $36, now $24!

6. Very Versatile: This short-sleeve midi can be styled with everything from denim jackets to sneakers — was $24, now $20!

7. Plaid Perfection: Embrace all the fall vibes with this plaid sweater dress that hugs the skin like a blanket — was $37, now $25!

Angelika Hanel is seen wearing a chocolate brown flowing shirt with scarf collar, semi-sheer fabric, cream white floral print and button-up front from Massimo Dutti; a soft beige v-neck cashmere pullover with a relaxed silhouette and subtle ribbed cuffs and hem from Sa Su Phi; dark brown wide-leg linen blend trousers with a relaxed fit from H&M; a large black suede top-handle Soft Margaux 17 bag with softly structured sides, gold-tone buckles on the sides and a curved silhouette from The Row; a long black ceramic tassel cord necklace from Massimo Dutti; a golden necklace with a vintage Alhambra pendant in the shape of a cloverleaf from Van Cleef & Arpels; a golden Day-Date wristwatch from Rolex; a white gold pavé diamond tennis bracelet; an ecru colored Luca arm cuff set of two, made of synthetic resin from Sézane; a ring stacked with gold bands and a diamond from Marré; a diamond ring on July 27, 2025 in Frankfurt am Main, Germany.

Related: We Can’t Believe These 17 Boutique-Style Fall Blouses Are Under $35

As the weather cools down, layering becomes essential — but it’s hard to find blouses that fit nicely under coats and blazers. Some cling uncomfortably, others overwhelm your frame, which makes it tough to find the right fit. The truth is, the best styles should feel as comfortable as they are chic. That’s exactly where […]

8. Trending Tunic: With its relaxed design, this comfy maxi dress is easy to throw on and go when you’ve got casual plans — was $10, now $7!

9. Brunch Beauty: Made with a pleated fabric and flowy silhouette, this knit midi dress is as comfy as it is chic — was $50, now $40!

10. Pairs With Sneakers: Perfect for pumpkin spice latte dates or fall foliage walks, this comfy T-shirt dress can easily be thrown on with sneakers — was $30, now $18!

11. Fall Florals: With its beautiful burgundy color, this waist-cinching maxi dress was made for dancing the night away at fall weddings — was $54, now $46!

12. Curve-Accentuating: Major deal alert! Take 25% off this wrap-waist midi that highlights the curves in all the right ways — was $35, now $26!

13. Tummy-Hiding: Say goodbye to bloating with this flowy maxi dress that totally hides the midsection — was $30, now $25!

14. Trusty Turtleneck: Snuggle up in this cozy turtleneck sweater you can always depend on for a cozy-chic look — was $30, now $25!

15. Soft and Sleek: Go from desk to date-night in this ribbed knit sweater dress no one will guess is secretly super cozy — was $56, now $40!

16. Must Have Maxi: We love how easily this short-sleeve maxi goes from being dressed down with sneakers to being dressed up with heels — was $40, now $29!

17. Fabulously Flowy: With its relaxed silhouette, you’ll reach for this flowy midi dress over and over — was $45, now $30!

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