The Cutest Casual Dresses to Wear This Summer—And How to Style Them

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I’m a very strong believer that casual dresses make the perfect summer uniform. They’re easy to throw on (only one piece vs. multiple), they’re comfortable, and they keep you cool on those extra hot days. Not to mention that a lot of the time, they’re super affordable too. 

My closet is overflowing with T-shirt dresses, midi dresses, and breezy sundresses, but sometimes, I find myself struggling to decide how to style them. I usually want to keep it pretty casual, but it’s easy to feel overdressed when you’re wearing a dress.

Because of that, I decided to make it my mission to find the cutest casual dresses on the internet—broken down by T-shirt dresses, midi tank dresses, mini dresses, flowy dresses, and knit dresses—so that we could figure out how to style them together.

Check out the cutest casual dresses to add to your cart right now, plus how to style them:

 

1. A T-shirt dress

dress / sandals / belt bag / sunglasses / claw clip

T-shirt dresses deserve a spot in all of our closets purely because of how versatile they are. They are so easy to throw on and go, no matter what you might be up to that day. While you could always go for the obvious and throw on some white sneakers and your favorite tote bag, an athlesiure look is a fun way to switch things up. 

 

More of our favorite T-shirt dresses

A New Day

Sleeveless Hem Knit Dress

10+ colors available; comes in regular and plus sizes

A New Day

Elbow Sleeve Knit T-Shirt Dress

10 colors available; comes in regular and plus sizes

H&M

Tennis Dress

3 colors available

Old Navy

Loose Vintage Garment-Dyed T-Shirt Shift Dress

4 colors available; also comes in plus

2. A midi tank dress

dress / sandals / tote / sunglasses / necklace

dress / sandals / tote / sunglasses / hoops

I like to think of a midi tank dress as the cool older sister of a classic t-shirt dress. It’s a little bit more trendy, but still can be very casual and comfortable to wear. These are perfect for a summer day of activities and errands, so keep it comfortable with a pair of slip-on sandals and your go-to tote bag. 

 

More of our favorite midi tank dresses

H&M

Sleeveless Jersey Dress

3 colors available

Abercrombie & Fitch

Scuba Knit Midi Dress

6 colors available

A New Day

Slim Fit Sleeveless Knit Dress

6 colors available; comes in regular and plus sizes

Madewell

Ribbed Tank Scoop Midi Dress

Take $25 off your Madewell order of $125 with the code TheEverygirl through July 31!

3. A mini dress

dress / sneakers / bag / hoops / clip

While it may seem bold to put on a mini dress, I promise that there are options out there that will still make you look and feel confident and comfortable. Since these types of dresses can easily lean on the dressier side, opt for sneakers and classic accessories to keep it casual. 

 

More of our favorite mini dresses

Abercrombie & Fitch

Traveler Mini Dress

8 colors available

A New Day

Flutter Short Sleeve Tiered Dress

10 colors available; comes in regular and plus sizes

4. A flowy dress

dress / tote / sandals / earrings / hair scarf

dress / sandals / necklace / earrings / headband

Is there anything better than a loose flowy dress during the unbearably hot summer months? I think not. Paired with strappy sandals and fun hair accessories, a flowy dress will make you feel like you’re just hanging out on an island—which is exactly the vibe I’m striving for this summer. 

 

More of our favorite flowy dresses

A New Day

Sleeveless Dress

8 colors available; comes in regular and plus sizes

Madewell

Square-Neck Tiered Midi Dress

Take $25 off your Madewell order of $125 with the code TheEverygirl through July 31!

Banana Republic

Frill-Sleeve Gauze Tiered Midi Dress

4 colors available

5. A knit dress

dress / sneakers / bag / sunglasses / hoops

 

dress / sandals / bag / necklace / sunglasses

While knit dresses might be the newest addition to our casual summer dress repertoire, they definitely deserve a spot in our closets. A knit dress is the perfect way to achieve that effortless cool girl look, while still being comfortable enough for a hot summer day. Pair one with sneakers and ’90s-inspired accessories for a trendier look, or opt for classic with crossband sandals and gold sunnies.

 

More of our favorite knit dresses

Old Navy

Sleeveless Cross-Back Rib-Knit Midi Shift Dress

3 colors available; also available in plus