Update Consent

Most Comfortable Dresses 2019

The 20 Comfiest Dresses on the Internet Will Make You Forget About Pants This Summer

As POPSUGAR editors, we independently select and write about stuff we love and think you'll like too. If you buy a product we have recommended, we may receive affiliate commission, which in turn supports our work.

Whether I'm sitting at my office desk or doing some major travelling, the staple I always rely on is a comfortable dress. It's one of those pieces I can wear with sneakers or heels, plus I never feel restricted in it. Of everything in my closet, that's the item you'll see the most. In fact, my jeans are starting to collect dust on my shelves because I much prefer the freedom of a dress.

If you're searching for a comfy piece you can wear for work, weekends, and travelling, let me be your guide. As a shopping editor, it's my job to uncover the designs customers are raving about. Read on to learn what's worth your investment and buy something new for this Summer.

Image Source: Free People

Lou & Grey Striped Softserve Slub Maxi Dress

Once you put on this Lou & Grey Striped Softserve Slub Maxi Dress ($80), you won't want to wear anything else.

Image Source: louandgrey.com
Lou & Grey Striped Softserve Slub Maxi Dress
$80
from louandgrey.com
Buy Now

Angashion Midi Dress

This Angashion Midi Dress ($21) comes in dozens of different colours and has hundreds of great reviews.

Image Source: amazon.com
Angashion Midi Dress
$21
from amazon.com
Buy Now

Free People Peaches Midi Dress

The A-line cut of this Free People Peaches Midi Dress ($168) makes it comfy.

Image Source: freepeople.com
Free People Peaches Midi Dress
$168
from freepeople.com
Buy Now

Boden Freya Shirtdress

This Boden Freya Shirtdress ($130) is great for work.

Image Source: shop.nordstrom.com
Boden Freya Shirtdress
$130
from shop.nordstrom.com
Buy Now

Watch This!

Pop Quiz

Watch the Cast of Fear Street Play a Creepy Game of Horror Movie "Would You Rather"

UO Positano Tie-Shoulder Midi Dress

We love that this UO Positano Tie-Shoulder Midi Dress ($59, originally $79) has pockets.

Image Source: urbanoutfitters.com
UO Positano Tie-Shoulder Midi Dress
$59
from urbanoutfitters.com
Buy Now

Reformation Lora Sleeveless Midi Dress

The elastic waist on this Reformation Lora Sleeveless Midi Dress ($248) is nice and stretchy.

Image Source: shop.nordstrom.com
Reformation Lora Sleeveless Midi Dress
$248
from shop.nordstrom.com
Buy Now

Germinate Maxi T-Shirt Dress

There are so many ways to style this Germinate Maxi T-Shirt Dress ($14).

Image Source: Amazon
Germinate Maxi T-Shirt Dress
$14
from amazon.com
Buy Now

Mira Mikati Striped Sleeveless Dress

This cheerful, vibrant Mira Mikati Striped Sleeveless Dress ($415) is beautiful.

Image Source: amazon.com
Mira Mikati Striped Sleeveless Dress
$415
from amazon.com
Buy Now

Yingkis Polka Dot Dress

This Yingkis Polka Dot Dress ($23) also comes in black or green.

Image Source: amazon.com
Yingkis Polka Dot Dress
$23
from amazon.com
Buy Now

Free People Celestial Skies Midi Dress

The loose fit of this Free People Celestial Skies Midi Dress ($168) makes it so easy to wear.

Image Source: freepeople.com
Free People Celestial Skies Midi Dress
$168
from freepeople.com
Buy Now

Astr the Label Florentina Floral Print Maxi Dress

If you're attending a wedding, this Astr the Label Florentina Floral Print Maxi Dress ($83) would be a great option.

Image Source: amazon.com
Astr the Label Florentina Floral Print Maxi Dress
$83
from amazon.com
Buy Now

Sundress Cleo Dress

This Sundress Cleo Dress ($152) is great for travel because it's so comfy.

Image Source: amazon.com
Sundress Cleo Dress
$152
from amazon.com
Buy Now

Zesica Floral Wrap Maxi Dress

This Zesica Floral Wrap Maxi Dress ($25-$31) is an Amazon bestseller. Seventy percent of customers give it a perfect five stars.

Image Source: amazon.com
Zesica Floral Wrap Maxi Dress
$25
from amazon.com
Buy Now

Mara Hoffman Ingrid Short-Sleeve Wrap Midi Dress

Customers have commented that they love the pockets on this Mara Hoffman Ingrid Short-Sleeve Wrap Midi Dress ($293).

Image Source: amazon.com
Mara Hoffman Ingrid Short-Sleeve Wrap Midi Dress
$293
from amazon.com
Buy Now

Jack Sunshine of My Life Maxi Dress

This Jack Sunshine of My Life Maxi Dress ($71) has a perfect five-star rating.

Image Source: amazon.com
Jack Sunshine of My Life Maxi Dress
$71
from amazon.com
Buy Now

Chelsea28 Ruffle Sleeve Cotton Maxi Dress

This Chelsea28 Ruffle Sleeve Cotton Maxi Dress ($119) can be styled so many different ways.

Image Source: shop.nordstrom.com
Chelsea28 Ruffle Sleeve Cotton Maxi Dress
$119
from shop.nordstrom.com
Buy Now

Reformation Lou Midi Dress

This lightweight Reformation Lou Midi Dress ($71, originally $118) can be folded without any wrinkles. It also has pockets!

Image Source: shop.nordstrom.com
Reformation Lou Midi Dress
$71
from shop.nordstrom.com
Buy Now

Loft Tiered Eyelet Dress

This Loft Tiered Eyelet Dress ($115, originally $118) is currently on sale for an additional 40 percent off.

Image Source: loft.com
Loft Tiered Eyelet Dress
$115
from loft.com
Buy Now

Gal Meets Glam Collection Daniela Circular A-Line Dress

The cotton fabric of this Gal Meets Glam Collection Daniela Circular A-Line Dress ($107, originally $178) will never wrinkle in your bag.

Image Source: shop.nordstrom.com
Gal Meets Glam Collection Daniela Circular A-Line Dress
$107
from shop.nordstrom.com
Buy Now

Something Navy Easy Knit Midi Dress

This comfy Something Navy Easy Knit Midi Dress ($34, originally $69) is perfect for travel. It folds up small, so it's ideal for a suitcase.

Image Source: shop.nordstrom.com
Something Navy Easy Knit Midi Dress
$34
from shop.nordstrom.com
Buy Now

Want More?

POPSUGAR Would Like To Send You Push Notifications.