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20 Chic Summer Dresses Under $50 to Grab on Amazon Prime Day

And with that sweet Prime shipping? I’m sold.

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After months of gloom and cold, let me tell you: This New Yorker has been living her best warm-weather life. (Hi, yes, it me, I'm the New Yorker.) But with the change in season came a rude awakening: My wardrobe was in desperate need of a warm-weather refresh, stat. Anyone else have a minor meltdown while swapping out sweaters for sundresses and you realize your summer style is... seriously behind? You’re not alone. So, I did what any fashion-loving problem-solver would do: I went on a major Amazon shopping spree and discovered that the summer dresses on Amazon are ridiculously cute and seriously underrated.

And best of all? It's currently Amazon Prime Day, which runs from today through July 11. Tons of my top picks are on sale right now! And honestly, I almost want to gate keep the gems I found because they’re that chic. Whether you’re searching for a wedding guest look, a flirty date-night fit, a beach cover-up that doubles as an actual outfit, or just something breezy and effortless for everyday wear, the site has it all. Oh, and did I mention? Everything’s under $50. Next thing you know, your cart’s full and you have zero regrets.

To make sure my hours of scrolling didn’t go to waste, I pulled together 16 cute Amazon summer dresses—maxis, midis, and minis galore—so you're ready for any sunny shindig that comes your way.

On Sale
Off Shoulder Smocked Maxi Dress
Now 23% Off

Whether you're in your bridal era or just love feeling like you're something straight out of a romantasy novel, this breezy off-the-shoulder dress is a must-have in your summer rotation.

Hello, post-beach dinner dress. You know the feeling! After a long day in the sun, you shower, throw on some mascara, and head to the best al fresco dinner you've ever had in your entire life... all while wearing this fun dress!

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3
this date night dress

PRETTYGARDEN Floral Maxi Dress

Floral Maxi Dress
Now 25% Off

Jaws will drop when you step out in this slinky dress. It comes in multiple colors (although I'm partial to the red and black), and customers say that they love the way the soft, stretchy material feels on their body!

4
this office-ready dress

ZESICA Ribbed Knit Maxi Dress

Ribbed Knit Maxi Dress

Figuring out what to wear to work when it's boiling hot on the commute to the office and freezing cold once you get there is, uh, really hard. Something like this chic sleeveless sweater dress will do the trick.

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On Sale
Backless Smocked Maxi Dress
Now 28% Off
Credit: Amazon

Imagine wearing this with a sun-kissed glow to a bachelorette by the beach? Yeah, I'd add to cart right now if I were you...

Summer Linen Maxi Dress
Credit: Amazon

Doesn't this just scream quiet luxury? And for 40 bucks? Even better. This linen dress is made from a thicker, high-quality fabric that’s still breathable and flowy—perfect for those sunny summer days with a light breeze. Reviewers rave about how soft it feels, the adjustable straps, and its pockets that can fit your small necessities. Ahem, and it comes in 16 other colors if you feel so compelled to buy it in various hues (which, warning, you will).

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7
this flirty cover-up dress

ANRABESS Swimsuit Crochet Cover Up

Swimsuit Crochet Cover Up
Credit: Amazon

Honestly, a beach or pool cover-up that doubles as a dress is a vacation must-have. It’s the perfect piece to transition from the shore to a casual lunch. And just saying, this two-in-one gem means you don’t have to pack an extra item!

8
this short tiered dress

Mansy 2025 Summer Floral Mini Dress

Mansy 2025 Summer Floral Mini Dress
Credit: Amazon

An easy, bouncy mini dress you can throw on for a walk around the neighborhood, an errand run, or brunch with the besties is an essential for the warmer months. Wear it with casual slip-on sandals, strappy heels, or even tennis shoes. The versatility is unmatched!

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9
this midi dress with cut-outs

oten Summer Midi Cut Out Dress

Summer Midi Cut Out Dress
Now 12% Off
Credit: Amazon

Summer is the season for cut-outs—especially if you feel really hot during this time of year. This super soft, lightweight dress with a has a cut-out on the middle of the dress and a slit at the side of the leg for an airy, comfortable fit. Ahem, this would be a perfect outfit for a beach vacay, just sayin’!

10
this strapless floral dress

Meiweileya Floral Strapless Dress

Floral Strapless Dress
Credit: Amazon

Dare I say I may have just found the perfect summer wedding guest dress? The pastel florals and matching scarf make this floor-length, strapless dress look like pure magic. But let’s be real, it’s the under-$25 price tag that has me fully sold.

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Women Sleeveless V Neck Bodycon Mini Dress
Now 10% Off
Credit: Amazon

Butter yellow is having a moment in fashion, and it brings out the best in this ruffled mini in all the right ways. Pair it with thong heels, a slicked-back updo, and your go-to lip gloss combo, and you've got a summer look that’s easy yet elevated.

Oh, this? Just the floral mini dress of my dreams. Dress it down with sandals or do it up with some platform heels—either way, get ready for everyone asking where you found this beauty every time you take it out on the town.

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13
this strapless maxi

LILLUSORY Bodycon Dress

Bodycon Dress
Credit: Amazon

In my opinion, a classic, strapless dress is a closet staple. Style tip: You can even throw on a tee or a sweatshirt over it to make it appear as a two-piece set. It can do it all!

Yep, I’ll definitely be wearing this on a boat somewhere along the southern coast of Italy this summer. Add some gold jewelry and a raffia bag, and suddenly it’s giving White Lotus in the chicest way.

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The combination of florals and a pop of color defines a summer dress. Wear this dreamy halter number casually with some sandals or dressed up with a pair of strappy heels. Accessories like hoop earrings, a floppy hat, or a rattan bag will add to the fresh look.

Frankly, no summer wardrobe is complete without a billowing white dress. This floral option, with a stretchy high waist and ruffled straps, is giving me major afternoon picnic vibes.

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17
this soft athletic dress

VATEAMI Cutout Elastic Mini Dress

Cutout Elastic Mini Dress
Credit: Amazon

Perfect for outdoor pickleball days or anyone who loves the sporty-chic look, this airy mini is incredibly easy to move in. The elastic at the top of the skirt and the bottom of the top ensures a stretchy, comfortable fit. And the cut-out at the mid-section, plus the V-neck, allows for ample airflow.

18
this sleek A-line maxi dress

PRETTYGARDEN Women's Smocked Maxi Dress

Women's Smocked Maxi Dress
Credit: Amazon

I've been obsessed with the long, A-line silhouette that's been making its way through the fashion scene. And this beauty from Amazon checks all the boxes. The flowy skirt! The smocked top that's super stretchy! And the icing on the cake? Two side pockets. I will be getting one in every colorway available, thank you very much.

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Plus Siz Ruffle Short Sleeve Dress
Credit: Amazon

A pink babydoll dress with ruffled sleeves just makes sense for the summer season, you know?

20
this puff sleeve mini dress

hibshaby Women's Floral Print Mini Dress

Women's Floral Print Mini Dress
Now 20% Off
Credit: Amazon

You can’t convince me this doesn’t look like a high-end designer dress. The best part? This stunning mini is under $40 and will instantly become your most-worn summer dress. Like, come on, the sleeves and the long bow at the center actually have me weak in the knees because they're so good.

Headshot of Megan Uy
Megan Uy
Associate Shopping Editor

Megan Uy is an associate shopping editor at Cosmopolitan, where she searches for the best products in all things fashion, home, beauty, sex, gifts, and more, so you don’t have to. When she’s not writing for the site, she’s whipping up some cool and trendy content for the fashion section of the print magazine. She’s been with the brand since 2019 (when she was an itty-bitty editorial fellow), and she's also written for Delish, House Beautiful, and People. Follow her on Instagram to get some BTS of the editor life and chaotic NYC content. Also, feel free to hit her up if you ever wanna discuss the madness that is TikTok

Headshot of Hannah Oh
Hannah Oh
Shopping Editor

Hannah is the Shopping Editor at Cosmopolitan, covering all things from chic home decor to trendy fashion finds, TikTok products that are actually worth your $$$, and the perfect gift to buy for your boyfriend's mom. She previously wrote for Seventeen and CR Fashion Book. Follow her on Instagram for hot takes on red carpet fashion and pictures of her office outfits that nobody asked for. 

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