Must-Have Casual Summer Dresses Under $50
Warm weather and sunshine mean it’s time to break out all of those casual summer dresses that you can sport with sneakers or wedges!
But if you’re anything like me, your summer style changes on an annual basis so finding affordable pieces that you can change out each year is KEY.
From long casual dresses to cute casual sundresses, I’ve scoured Amazon to find the cutest, most affordable, and highest-rated summer dresses to jumpstart your warm-weather wardrobe.
Note: This blog about casual summer dresses contains affiliate links so I will earn a small commission if you purchase through them.
Try-On Summer Dresses For FREE
One of the perks of being an Amazon Prime member is that they now offer a new service that allows you to try on clothes before you purchase them.
Yep, with Amazon’s Try Before You Buy program, you can have clothes and accessories sent to your home FOR FREE to try on without having to pay a dime.
How it works: You can shop their catalog and select up to 6 pieces to be shipped to you for free. You then have 7 days to try them on and ship back anything you don’t want. You get charged for anything you decide to keep.
It’s so easy and many of the casual summer dresses listed below are included in the program!
50+ Casual Summer Dresses
Whether you’re looking for something to wear while running errands, attending a bridal shower, or vineyard-hopping with friends, this list of casual summer dresses has something for everyone!
Any dresses that are available in the Try Before You Buy program will be indicated below!
Button-Down, A-Line Midi Dress
Let’s kick this thing off with this highly-rated dress that customers are raving about. This causal sundress is available in tons of colors and runs from sizes S-XL.
This style is available in the Prime Try Before You Buy program.
Classic T-Shirt Dress
This casual summer dress is super versatile and can be worn for a lunch date, errands, a backyard BBQ and more! This dress is available in tons of different colors and patterns and runs from sizes XS-3XL.
This style is available in the Prime Try Before You Buy program.
Shop this t-shirt dress here >>
V-Neck Floral Picnic Dress
I am obsessed with this dress for a summer date night, picnic in the park, wine-tasting with the girls, etc. This dress is available in lots of different patterns and runs from sizes S-2XL.
Shop this floral dress here >>
Short Sleeve Floral Ruffle Dress
How freaking cute is the ruffle detailing on this style? This is the perfect casual summer dress and is perfect for any occasion! This dress is available in multiple color options and runs from sizes S-2XL.
Polka Dot Swing Dress
This looks like the perfect comfy dress for the mom or woman on the go! Plus, this casual summer dress has phenomenal reviews! This dress is available in a couple of other colors and runs from sizes S-XL.
A Casual Surplice Dress
Another super simple and casual summer dress for the win! This could be dressed up or down and the price point is spot on. This dress is available in multiple color options and runs from sizes XS-2XL.
This style is available in the Prime Try Before You Buy program.
Casual Swing Dress with Pockets
This highly rated dress is a must-have for any summer wardrobe! This dress is available in multiple color and pattern options and runs from sizes XS-3XL.
Maxi Summer Dress
What’s a summer wardrobe without a few long casual dresses, amiright!? Not to mention, it looks crazy comfy! This dress is available in multiple color and pattern options and runs from sizes XS-2XL.
This style is available in the Prime Try Before You Buy program.
Boho Swing Midi Dress
Can we just take a moment to appreciate how freaking cute this dress is? I love the color, the buttons, the length — it’s perfection. This casual sundress is available in TONS of color and pattern options and runs from sizes S-3XL.
Plus Size Cold-Shoulder Swing Dress
I am a sucker for a cold-shoulder and this dress just looks so simple and casual for summer. This dress is available in a variety of color and pattern options and runs from sizes 14-26W.
Cami Maxi Dress with Pockets
If you guys follow a lot of Instagram influencers, you might recognize this gem! At over 16k reviews, it’s well-loved for a reason. This long casual dress is available in a huge variety of colors and patterns and runs from sizes XS-2XL.
Short-Sleeve Scoop Neck Swing Dress
Another classic t-shirt dress is a must-have for your summer closet. Run, don’t walk. This dress is available in multiple color and pattern options and runs from sizes XS-2XL.
This style is available in the Prime Try Before You Buy program.
Flowy Short-Sleeve Midi Dress
Just looking at this makes me want to grab an iced coffee and stroll around some cute shops on a sunny day. This dress is available in a variety of colors and runs from sizes S-XL.
This style is available in the Prime Try Before You Buy program.
Long Sleeve Boho Swing Dress
This is the literal perfect summer dress that can be worn well into the cooler months. Plus with 4 stars and over 45k reviews, it’s a no-brainer. This dress is available in tons of different colors and patterns and runs from sizes S-2XL.
Tassel Tunic T-Shirt Dress
A fun twist on a classic style. I’m obsessed with the tassel details on this casual summer t-shirt dress! This dress runs from sizes XS-2XL.
This style is available in the Prime Try Before You Buy program.
Shop this t-shirt dress here >>
Short Sleeve Striped Midi Dress
This casual summer dress is perfectly comfy for a day of errands, a bridal shower, or a picnic by the lake! This dress is available in multiple colors and runs from sizes S-XL.
Boho Wrap Maxi Dress
Two words: FREAKING. GORGEOUS. This dress is available in a few different pattern options and runs from sizes S-XL.
Patterned Flared Swing Dress
Can we just talk about how cute this banana print is!? This short casual sundress is super fun, affordable, and very highly rated. This dress is available in a variety of patterns and runs from sizes S-2XL.
This style is available in the Prime Try Before You Buy program.
Plus Size Jersey T-Shirt Dress
A classic summer t-shirt dress that’s a must-have for any summer closet. This dress is available in a variety of colors and runs from sizes 1X-7X.
Jersey Sleeveless Midi Dress
Looking for a casual summer dress that basically feels like PJ’s? This jersey midi is exactly what you need. This dress is available in a variety of colors and runs from sizes XS-2XL.
This style is available in the Prime Try Before You Buy program.
Boho Button-Up Maxi Dress
This button-up maxi is a fun boho addition to your summer style. It’s also very well-rated at 4.5 stars and over 15k reviews! This dress is available in a variety of patterns and runs from sizes S-2XL.
High-Low Loose Swing Dress
This empire-waist swing dress is designed to hide your belly and even has hidden pockets. Talk about comfy and practical! This dress is available in a variety of colors and runs from sizes S-2XL.
This style is available in the Prime Try Before You Buy program.
Casual Floral Midi Dress
I am slightly obsessed with this cinched waist floral dress because of its versatility! It could be worn for a fun day date with the girls, a baby/bridal shower, a night out on the town, etc! This dress is available in a variety of patterns and colors and runs from sizes S-XL.
Striped, Short-Sleeve Midi Dress
Another winner with pockets! The shape of this dress and the tie waist allow for it to be a super-flattering style! This dress is available in a variety of colors and runs from sizes S-XL.
This style is available in the Prime Try Before You Buy program.
Button Down Skater Dress with Pockets
This midi-length dress is modest and feminine and I love the button and pocket detailing. This dress is available in a variety of colors and runs from sizes S-2XL.
Spaghetti Strap Floral Maxi Dress
This sexy summer maxi dress is the perfect look for a beach vacation! This dress is available in a variety of patterns and runs from sizes 4-10.
Casual Short Sleeve Pencil Dress
This is the perfect work-from-home outfit and is very well-rated by customers. This dress is available in a variety of colors and patterns and runs from sizes XS-XL.
This style is available in the Prime Try Before You Buy program.
Short Sleeve Casual Midi Dress
This floral dress can be dressed down for a picnic or dressed up for a date night! It’s available in a variety of patterns and runs from sizes XS-2XL and different sleeve lengths.
This style is available in the Prime Try Before You Buy program.
Boho Polka Dot Midi Dress
How picture-perfect is this casual summer dress? The polka dots, flutter sleeves, and button-up detailing are so cute and flattering. This dress is available in a variety of colors and runs from sizes S-XL.
This style is available in the Prime Try Before You Buy program.
Casual Sleeveless Romper
A casual summer romper that is a must-have for your wardrobe! It’s comfy, versatile, and the pockets make it super practical! This romper is available in multiple color options and runs from sizes S-XL.
Sleeveless Swing Dress
This sleeveless swing dress can be worn for every occasion and is super well-rated. This dress is available in a variety of colors and runs from sizes S-XL.
This style is available in the Prime Try Before You Buy program.
Tie Front Floral Dress
Okay, this might be my personal favorite, because seriously you guys, how stinkin’ cute is this!? This sundress is available in a variety of colors and patterns and runs from sizes S-XL.
This style is available in the Prime Try Before You Buy program.
Off-the-Shoulder Maxi Dress
You may recognize this off-shoulder maxi dress because it is worn by basically every Instagram influencer. It has a phenomenal rating and TONS of reviews.
This dress is available in a variety of colors and patterns and runs from sizes XS-XL.
Ruffled Button-Down Dress
I don’t even really wear dresses, but I need this one immediately. It’s so cute! I love the boxy fit and ruffle detail at the hem. This dress is available in a variety of colors, is available in short sleeves, sleeveless, and long sleeve, and runs from sizes S-XL.
This style is available in the Prime Try Before You Buy program.
V Neck Romper
This is the perfect summer romper that can be worn for a casual picnic or dressier bridal shower.
This romper comes in a variety of colors and in sizes S-XL.
Boho Strapless Maxi Dress
This strapless dress will easily become your new favorite casual summer dress! This style is available in a variety of colors and prints and in sizes S-XL.
This style is available in the Prime Try Before You Buy program.
Bodycon T-Shirt Dress
Dress it up with heels or make it casual with sneakers. Either way, it’s super cute! This style comes in a huge variety of colors and in sizes S-XL.
This style is available in the Prime Try Before You Buy program.
Boho Floral Wrap Dress
This floral wrap dress is one of my absolute favorites! From the flutter sleeves to the wrap-style skirt, it’s a must-have for summer! This style is available in a variety of colors and in sizes S-XL.
This style is available in the Prime Try Before You Buy program.
Floral Wide Leg Romper
This floral romper is perfect if you’re looking for something that’s sweet yet sexy. This style is available in a variety of colors and sizes S-XXL.
Twist Knot T-Shirt Dress
A classic knotted t-shirt dress is perfect for those casual days when you just need to run errands or chase kids around. This dress comes in a variety of colors and in sizes S-2XL.
This style is available in the Prime Try Before You Buy program.
Ruched Bodycon Dress
This is a classic casual summer dress that will perfectly transition from day to night. This style comes in tons of different colors and in sizes S-XL.
This style is available in the Prime Try Before You Buy program.
Self-Tie Romper
This romper is cute and chic and perfect for a summer date night or daytime event! This style comes in tons of different colors and prints and is available in sizes XS-XL.
Button-Down Swing Dress
This swing dress is perfectly fun and feminine and comes in tons of different colors and in sizes S-XL.
This style is available in the Prime Try Before You Buy program.
Balloon Sleeve Midi Dress
Looking for something cute, casual, and comfy for summer!? This midi dress comes highly rated and is available in TONS of colors and in sizes S-2XL.
This style is available in the Prime Try Before You Buy program.
Off Shoulder Boho Dress
This off-the-shoulder dress will fulfill your boho dreams and is perfect for a casual date or outdoor party. This style is available in tons of colors and prints and in sizes XS-3XL Plus.
Beach Tank Bodycon Dress
This casual sleeveless dress can easily be transitioned from day to night with the right accessories. This style comes in a variety of colors and in sizes S-2XL.
Floral Flutter Sleeve Dress
If you’re looking for something fun and boho, this flutter dress is the perfect look! This style comes in tons of colors and in sizes XS-XL.
Boho Square Neck Maxi Dress
You’ll be turning heads in this gorgeous yet simple summer maxi dress. This style comes in a variety of colors and in sizes S-2XL.
This style is available in the Prime Try Before You Buy program.
Ruffle Mini Skater Dress
This floral print summer dress is literally perfect for any occasion! From a casual lunch date to an outdoor wedding, it’s the perfect transition piece. This style is available in a variety of colors and in sizes S-XL.
This style is available in the Prime Try Before You Buy program.
Button-Down Polka Dot Dress
I’m mildly obsessed with this polka dot sundress! This style is available in sizes S-XL.
What’s Your Summer Dress Style?
Flirty, casual, boho, modest — what’s your summer style? I definitely lean toward the casual look in summer. I love t-shirts, jeans, and super simple swing dresses.
In the comments below, let me know what your summer style is and what types of casual summer dresses you lean toward!
