These Fall Dresses Look Designer But Are Less Than $50 During Amazon Prime Day

Easy and breezy

PureWow editors select every item that appears on this page, and some items may be gifted to us. Additionally, PureWow may earn compensation through affiliate links within the story. All prices are accurate upon date of publish. You can learn more about the affiliate process here.

Have a fall wedding on your calendar that you need to start prepping for? Are the holiday parties on your agenda lining up faster than you expected? Struggling to figure out what you’re going to wear for Thanksgiving dinner? Well, I’m in the same boat, which is why I’m *so* glad Amazon’s October Prime Day sale is still going on through 11:59 p.m EST, where you can score deals on your favorite fashion, home and beauty finds. I’ve scoured the best Prime Days deals and have narrowed it down to these five dresses as the absolute best ones based on sale amount, style and customer reviews.

Make no mistake, these dresses might be less than $50, but they look expensive enough to be designer. Best of all, they will serve you well, whether you have a presentation at work or are looking to impress mom this holiday season by showing up in something other than jeans.

Want to know which buzzy products are *really* worth buying? Sign up for our shopping newsletter to uncover our favorite finds.

We all know how wonky the weather can be during fall. Thankfully, maxi dresses are great transition pieces that are both stylish and comfortable. This boho-chic number offers a relaxed fit, according to shoppers, but still hugs your curves in all the right places. Plus, it features an elastic waistband that can cinch your waist without feeling too restrictive.

Amazon customers have given this breezy mini dress their stamp of approval for its flowy design, versatility and side pockets, which come in handy for storing smaller essentials like your keys and credit card. Or as one Amazon shopper writes, "It's true-to-size, flattering on and the material is so soft and comfortable! " All of this for just $17? Sign me up!

I'm totally stanning this sleek-but-sporty sweatshirt dress, which features a crewneck upper and a flared, ruffle-hem skirt. Another plus, it's quite cozy with its blend of polyester and cotton, and can be machine-washed, eliminating the hassle of having it dry-cleaned. With multiple colors to choose from *and* a discount, what's not to love?

Made of polyester and elastane, this smocked maxi is a dress sure to impress with its eye-catching print. According to reviewers, the workmanship is stellar too, with one buyer writing, "The smocked top is very flattering and stretchy, making it comfortable to wear all day while still giving a nice shape. I also love the flowy skirt—it moves beautifully and is light enough for warmer weather." I'm personally fond of this floral black and white print, but there are over 25 other options to choose from, such as an abstract rose red print and solid light pink.

Stripes? Check! A cozy design that still flatters your body? Check! An amazing discount? Quadruple Check! Made of polyester and spandex, this dress combines structure with stretch. It's also loose enough to be breathable, so it will transition well through the seasons. 



Screenshot 2024 03 04 at 4.32.14 PM

Associate Commerce Strategist

  • Covers all things commerce and entertainment
  • Has over a decade of editorial experience in both fashion and entertainment, and was previously with ONE37pm before joining the PureWow team in March 2024
  • Studied journalism and marketing at Columbus State University in Georgia

Why You Should Trust Us

PureWow's editors and writers have spent more than a decade shopping online, digging through sales and putting our home goods, beauty finds, wellness picks and more through the wringer—all to help you determine which are actually worth your hard-earned cash. From our PureWow100 series (where we rank items on a 100-point scale) to our painstakingly curated lists of fashion, beauty, cooking, home and family picks, you can trust that our recommendations have been thoroughly vetted for function, aesthetics and innovation. Whether you're looking for travel-size hair dryers you can take on-the-go or women’s walking shoes that won’t hurt your feet, we’ve got you covered.