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Amazon Quietly Took Over 50% Off These Winter Dresses Ahead of Black Friday

Grab your size before it's gone

PARIS, FRANCE - SEPTEMBER 29: A guest is seen wearing a black coat, red dress, red knee high boots and black Prada bag outside the Isabel Marant show during Womenswear Spring/Summer2025 as part of Paris Fashion Week on September 29, 2024 in Paris, France. (Photo by Daniel Zuchnik/Getty Images)
Daniel Zuchnik/Getty Images

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The biggest sale weekend of the year is upon us, but you don’t have to wait to start saving. Amazon kicked off its Black Friday and Cyber Monday deals early, and right now, the retailer is offering at least 50% off dresses.

We compiled a list of our favorites, focusing on winter-friendly frocks that can be worn on their own and layered with other staples like cardigans. Some options are better for everyday wear, while others can be on standby for that wedding or baby shower you have coming up. Even if you don’t have an occasion in mind, 50% off is hard to pass up!

21 Dresses That Are Over 50% Off on Amazon Right Now

1. Our Favorite: Your favorite sweatshirt got a makeover with PrettyGarden’s cozy, long-sleeved dress. The drop waist and ruffled hem only up the style factor — was $34, now $16!

2. Tasteful Tiers: This flowy, long-sleeved dress features a smocked waist for comfort and elegant tiers that add some pizzazz — was $42, now $21!

3. Casual Cable-Knit: A sweater dress is a must-have this time of year, and this to-the-knee option has bold cable-knit detailing on the sleeves — was $43, now $21!

4. Very Versatile: Amazon Essentials’ short-sleeved maxi will take you through all the seasons, making it a serious steal at its discounted price — was $20, now $8!

5. Sweater Weather: If you like the look of a sweater dress but don’t want the bulk, this lightweight crewneck knit option will keep you from overheating — was $40, now $19!

6, Plus-Size Pick: Available in sizes 12 to 26, this floral maxi dress can be worn for both fancy and casual occasions — was $89, now $24!

7. Cocktail Chic: With elbow-length sleeves, a waist-cinching tie and a sequined skirt, this cocktail midi dress is equal parts flattering and stylish — was $239, now $40!

MILAN, ITALY - SEPTEMBER 20: Heart Evangelista wears a gray satin shiny / silver / lustrous gathered puffy mini / short dress, a blue bag, knee-high sequin shiny pointed boots, outside Alberta Ferretti, during the Milan Fashion Week - Womenswear Spring/Summer 2024 on September 20, 2023 in Milan, Italy. (Photo by Edward Berthelot/Getty Images)

Related: Hurry! These Dreamy Dresses Work for Every Event on Your Calendar This Winter

8. Must-Have Midi: The smocked bust on Dokotoo’s midi dress ensures it stays put, so you won’t be adjusting the neckline every two minutes — was $37, now $15!

9. Lovely Long Sleeves: Made of soft sweater material, this knee-length, ribbed pick comes in multiple fun colors — was $30, now $15!

10. Lady in Red: You’ll be set for your next holiday party, thanks to this long-sleeve Kensie dress that comes in a stunning red and other bold hues — was $118, now $38!

11. Fall Florals: Depending on how you style this short-sleeved midi dress, you can wear it to both the office and a party — it’s that versatile! — was $108, now $43!

12. Everyday Wear: When you don’t know what to wear, throw on this casual long-sleeved dress for a look that’s put together but oh-so comfortable — was $46, now $19!

13. Sensible Body-Skimming: This to-the-knee knee option features a flattering V-neck, long sleeves and a more fitted silhouette that shows off your figure without being too tight — was $41, now $20!

14. Vast Velvet: You’ll instantly look ready for a holiday party when you slip on Dokotoo’s velvet midi dress, which has an elastic waist and flowy sleeves — was $42, now $19!

15. Trendy Turtleneck: Play around with proportions with Steve Madden’s stylish mini dress that has flared sleeves and a toasty turtleneck — was $99, now $45!

16. Bowed Beauty: You can still look party-ready without the sequins. Simply opt for Cider’s long-sleeved, A-line dress with a big yet elegant bow at the neckline — was $40, now $20!

17. Darling Denim: Get in on the westerncore trend with a Levi’s denim dress that’s begging to be paired with some cowboy boots — was $70, now $35!

18. Bodycon Maxi: Although it’s sleeveless, you can layer this fitted maxi with a sweater or jacket to make it appropriate for the colder months — was $99, now $40!

19. Respectful Ruching: This classic long-sleeved dress will stay in your closet for years to come, thanks to its below-the-knee length, wrap-style top and flattering ruching across the midsection — was $168, now $59!

20. Sassy Chiffon: What makes this DKNY midi dress so special? Its layered fabric, which creates movement and adds depth — was $129, now $58!

21. Fabulous Formalwear: It’s a two-in-one special with this knee-length dress that comes with a sequin jacket for a functional, stylish combo — was $129, now $46!

MILAN, ITALY - SEPTEMBER 20: A guest wears green jumper, blue shorts, light blue bag, outside Sportmax, during the Milan Fashion Week Womenswear Spring/Summer 2025 on September 20, 2024 in Milan, Italy. (Photo by Claudio Lavenia/Getty Images)

Related: 17 Sweaters for Sensitive Skin That Feel as Good as They Look — Starting at $13

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