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Sweater weather is synonymous with fall, which is why we can’t help but shop for cozy, soft, effortlessly chic dresses right now. Go figure. To feed our autumnal obsession, we’re creeping on over to Amazon, where the styles are high-end but the prices are impressively low, and it’s all thanks to its annual Prime Big Deal Days sale.
With so many fall dresses marked down, it may be hard to choose just one — we don’t blame you. During Amazon October Prime Day, happening October 6 and 7, you can save big on warm-hued maxis, trendy denim vest minis, snuggly sweater dresses and more on sale. In addition to uncovering tons of rich-looking dresses, we noticed several discounted finds from top brands we love, including Free People, Gap and Levi’s. Browse our favorite Fall Prime Day deals now before the crowd.
21 October Prime Day Fall Dress Deals
1. Our Favorite: There’s nothing better than finding a dress that transitions well from season to season. This floral mini dress nails the look effortlessly; the shorter length is ideal for warm-ish days, the puffed sleeves provide coverage and the eye-catching pattern sets the tone for the season — was $57, now $32!
2. Rich Mom: The most posh women you know are wearing this elegant sweater dress style, which also has a flattering appearance due to the tie-waist design. It comes in tons of autumnal hues, including coffee, navy and army green — was $55, now $34!
3. Everyday Ease: Even if it’s in the high 70s, you can still channel fall with this easy-breezy maxi dress. The long balloon-like sleeves and loose silhouette will keep you from overheating, and the floral pattern keeps the whimsy alive — was $50, now $31!
4. Year-Round Staple: Our denim pieces slowly start to make an appearance when October rolls around, however, we like that this Levi’s vest dress can be worn all year. To style it for fall, layer a lace long-sleeve underneath and add knee-high boots. Then swap the extras for a bralette and sandals come summer — was $40, now $25!
5. Boutique Style: If we didn’t know any better, this long-sleeved dress would be hanging in an upscale Charleston boutique. Alas, it’s an Amazon find (with an on-sale price) — was $30, now $25!
One of our favorite pastimes is looking at what the biggest celebrities are wearing, applying and using daily. . . and then adding those exact products to our cart. The only issue? Sometimes those cool-girl items can cost a pretty penny, aka they’re totally out of our budget. That’s why we’re fully taking advantage of […]
6. Fall Must-Have: A sweater dress is just the thing to wear when the temperatures go below 60 degrees, and this cable-knit number is pretty darn perfect. It has that cozy, chunky appearance that will make you feel like you’re wearing a blanket — was $50, now $34!
7. Boho Babe: Yes, Free People is actually on Amazon. Even better? This dainty maxi dress is also a whopping 60% off. The vintage-looking piece has mesh quarter-length sleeves, feminine lace trim and a cinched waist, making it look every bit its original price — was $198, now $79!
8. Going Viral: Brown fashion pieces are soaring in popularity for fall, so why not build out your seasonal wardrobe with this on-trend style. It features a brownish red hue and floral appliqués that seal the deal — was $57, now $22!
9. Cozy-Chic: Your fall closet isn’t complete without a few corduroy pieces, so if you’re lacking in that department, let this midi shirtdress fix that. The soft corduroy style feels perfect for fall, especially when paired with boots — was $43, now $30!
10. Low-Key Luxe: Look the part when you go apple picking when you throw on this cute plaid shirtdress. It’s a bit more fitted than other options, making it figure-flattering rather than frumpy or dated — was $30, now $25!
11. No Brainer: While we love an oversized sweater dress, sometimes we want something a little more put together, which is where this A-line knit pick comes in. It shows off your hourglass frame by gently hugging your curves — was $41, now $22!
12. Farmers’ Market Chic: Whether you’re running errands or browsing the local veg stand, do so while wearing this easy yet elevated maxi. Designed with long puff sleeves, a tiered skirt and a seasonal print, this dress pretty much guarantees compliments — was $40, now $25!
13. Instant Upgrade: Bridal showers, date nights and vacation trips all call for dresses that look a little more upscale, and that’s just what you get with this Free People pick. The paisley and floral pattern alone gives it that designer flair — was $168, now $84!
14. Must-Try: This maxi dress from Gap balances cool-girl denim style with a feminine twist. It’s all thanks to the cute puffed sleeves and peasant-style bodice — was $80, now $62!
15. Instantly Taller: Forget the heels! This knit fall dress makes you look inches taller due to its V-neckline and vertical ‘lines’ that draw the eye up and down — was $37, now $19!
16. Soft Statement: There’s something about a throw-on-and-go dress that makes life so much simpler. This flowy A-line option is one to have in your back pocket. The ruffle hem, smocked waist and V-neckline give the dress tons of personality, so you don’t even need accessories — was $50, now $19!
17. Expensive-Looking: Work trips, evening events and beyond call for an upscale dress code, and this long-sleeved knit maxi understands the assignment. Everything from the tiny ribbed texture to the bold color-block skirt makes this pick stand out — was $60, now $35!
18. Problem Solver: Look like you put a whole lot of work into styling your outfit with this cheeky number. It’s technically a dress, however, the top and skirt look like separates for that put-together energy we all adore — was $40, now $32!
19. Quite the Charmer: With loose ruffles, wide shoulder straps and a sweetheart neckline, this gorgeous wedding guest dress is bound to go fast. It’s 60% off right now, so hop to it — was $60, now $24!
20. Flattering Find: Designed with a tie-waist belt, this loose knit dress is one of those styles that creates a flattering hourglass appearance. Spoiler alert: It looks good on literally everyone — was $56, now $28!
21. Last But Not Least: Whoever said florals aren’t for fall was seriously mistaken. This floor-length maxi dress features a wildflower-like print that embodies the calming cottagecore trend with ease — was $36, now $20!
UsNow Fall Sale Alert: These chic fashion finds are up to 60% off – plus free shipping
Welcome to fall with our biggest sale of the season. Our favorite dresses, tops, handbags, and shoes are all on sale + free shipping. Inventory is limited so hurry before they’re gone.
Shop the UsNow Fall Sale –>
