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I scoured Amazon Prime Day deals on summer dresses and found the 13 best sales for as little as $17

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Comfy maxis, smocked midis and breathable minis, all fashion-editor approved and under $50.

Rebecca CarhartSenior Style Writer

Updated

Thu, July 10, 2025 at 3:04 PM UTC

If your closet is whispering, "Help me, I'm tired," consider this your official cue to dress up your life — literally. Amazon's Prime Day has officially kicked off, and the dress deals are too good to hem and haw about. As someone who truly believes that the right dress can uplift your mood (and even spice up weekend plans), I'm always on the lookout for new additions.


I know that scrolling through endless pages of deals can be overwhelming for some. But as a style editor with 15+ years in the fashion biz, this is my kind of bliss. I sorted through the Prime Day chaos to find those rare unicorn dresses that offer flattering fits, breathable fabrics and rare, legit markdowns. There's something on my list for just about everyone and, best of all, every single piece is under $50, with some as little as $18 — so if you buy two (or three or four), we won't judge.

This goes-anywhere piece has a relaxed design to keep you cool and comfy on sweltering days. It would look absurdly cute with a denim jacket, and don't forget about its side slits, cap sleeves and pockets. Amazon reviewers say this maxi is well-made and flattering.

I'm all about dresses like this, especially for summer travel. They're easy to move around in, allow ample airflow and feel like you're in your favorite oversized T-shirt. Available in 13 styles, both solids and prints, in sizes small through XXL. Plus, it's as low as $20 a pop.

$17 at Amazon

This roomy pick was a hit in our Executive Editor, Nicole Sfoza's local Facebook group. Nicole reccomends it because "I feel more put together (less of a chicken with my head cut off) when I wear a button-down. While this doesn't have buttons per see, it's similarly structured. It looks "sharp," as my mom would say, hides the pooch and it's not too short."

Sexy without being too showy — sounds like a hit to me! It's available in a whopping 45 different styles and while the discount isn't super steep, it's still the lowest price the dress has been in 30 days. 

$32 at Amazon

Cute, comfy and oozing femininity, this gingham top-seller has smocking at the bust to create a distinct, flattering shape and adorable flirty ruffles around the neckline. The A-line silhouette creates a subtle hourglass look. It's been sitting in my virtual cart for a while, and now that it's just $30 (the lowest it's been all year), I'm finally clicking buy, since I don't think it will dip any lower this summer.

I'm fond of this blue color, but there are seven other colors in sizes XS-XXL. The red would be adorable at a barbecue — we'll dub it tablecloth chic, and we mean that in the best possible way.

$30 at Amazon

A maxi is one of my favorite pieces to reach for when I'm looking for an easy, effortless outfit that combines comfort and style. This option caught my attention because so many reviewers have raved about how soft it is, to the point that several say it feels like wearing pajamas — an idea I can get firmly behind!

Did I mention there are pockets? Never expected in a dress, but always appreciated, so you can stash a few small essentials while you run errands or slip your phone into one instead of digging around in your purse. There are a whopping 45+ styles — solids and prints of every variety — and certain options are on sale for as little as $18.

$23 at Amazon

With a relaxed fit, flattering V-neck, ultra-soft fabric and pockets, this ruffled cap-sleeve dress is your passport to effortless vacation style. I love that it's wrinkle-resistant — because the last thing I want to do after traveling all day is start ironing. Plus, that roomy silhouette will allow me to indulge in all the restaurants I want to check out while in a new city. 

Luckily, shoppers say you can pull it out of your suitcase, give it a quick shake, and be ready to take off. It comes in 28 colors and sizes small to XXL. Scoop one up now while it's at an all time low of $28.

$39 at Amazon

I'm obsessed with this midi dress is thanks to buttery-soft fabric and flattering fit. I love the tie-wrap at the waist that helps show off your figure and side slits that show a hint of leg without making you feel overexposed. I plan on grabbing the army green style while it's less than $30 today. 

$29 at Amazon

Wearing a shirt dress is one of the easiest ways to look "put together" with little to no effort — just slip on pretty much any shoe and you're set for the day. I love this style because of the button-cuffed sleeves and tie-wrap at the waist that helps show off your figure.

Into the "rich mom" trend? This classic fit-and-flare shirtdress exudes that "quiet luxury" vibe, and you don't need to overdo the accessories to make it look expensive. Available in nearly 20 shades in sizes 4-24 plus, note that sale prices vary slightly by color and size, but this classic black option is the cheapest it's ever been, according to our price trackers.

$30 at Amazon

The A-line style is another fashion hero, accentuating the waist in an elegant, relaxed way. I love the pretty flutter sleeves that complement the comfy smocked waist, but my favorite part is the airy, tiered skirt that helps camouflage tummy or hip concerns. Plus, it slips over your head, so there are no zippers to worry about — always a plus in my opinion.

This pretty apricot hue is down to $40, and there are 26 other colors on sale at varying prices.

$40 at Amazon

If you were obsessed with this past season of The White Lotus like I am, this dress may remind you of the option Sarah Catherine Hook's character wore to the yacht party. While her exact Ciao Lucia style is already sold out and over $300, (Piper, no!) this similar option is a steal at just $45!

I absolutely love the square neck and wave trims — it gives the dress such a fresh and modern vibe. Plus, with the smocked back and adjustable straps, it's super comfy to wear. And the best part? It’s machine-washable, so I can skip those pricey dry-cleaning bills.

$40 at Amazon

While you'll often find me in leggings and sweats during the winter, in balmier seasons I practically live in comfy and cute exercise dresses. This popular option has two side pockets in the built-in shorts and crisscrossing straps in the back that are fully adjustable for a customized fit. Shoppers say it's flattering without being too tight. I'm eyeing it in the pretty indigo and lavender shades, but knowing me, I'll end up ordering it in classic black. Maybe all three?

No matter which color you prefer, they are all on sale right now — up to 40% off! Prices haven't dropped lower since 2023, so now's the time to pounce.

$40 at Amazon

Sophisticated and feminine, this gem is flattering for many body types. I adore the sweet ribbon bow at the neckline and the shirred, stretchy bodice that's comfy enough for all-day wear. With sizes ranging from small to XXL, it should be easy to find your ideal fit.

And if you love a print, this is the option for you. This lovely comes in 30+ gorgeous and colorful styles ranging from pretty florals to classic polka dots. Prices vary, but most options are within a few dollars of their lowest price ever.

$35 at Amazon

Our Weekend Editor, Rachel Roszmann, is only 5'1" and she listed this shirt dress as one of her go-to options for shorter ladies. "It's a warm-weather staple for petites who want effortless style without getting lost in the fabric. It features a flattering high waistline that elongates the legs, a flowy pleated skirt that adds shape and movement, and a midi length that hits just right on smaller frames. Light as air and soft to the touch, it’s built for heat waves when you have to look classy," she says.

And now that you can grab one for as little as $30, you may want to stock up on multiple colors. Just note that prices vary depending on size and style.

$30 at Amazon

I love the square neck on this swingy frock, and the fact that it has pockets seals the deal for me. The back is smocked, so it's easy to pull on and off (no dress is worth a pulled muscle!), and even those on the shorter size report that the length works swimmingly with flip flops.

Even better? It's machine-washable, and its billowy, tiered skirt delivers volume that will make the less dizzy among us want to twirl nonstop. Take my cue and grab one while it's the lowest it's been in 30 days.

$32 at Amazon

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four models in dresses on a purple background

Double your summer dress options by taking advantage of Prime Day savings. (Amazon)

If you have Amazon Prime, you’ll get free shipping, of course. Not yet a member? No problem. You can sign up for your free 30-day trial here. (And by the way, those without Prime still get free shipping on orders of $35 or more.)

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