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Best Comfortable Midi Dresses | 2020

29 Midi Dresses So Comfy, Your Sweatpants and Leggings Will Be Strangers to You

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We created your ultimate guide to the comfiest midi dresses for the season. We searched through every corner of the internet to bring you the very best options that are cute and casual. Whether you're lounging on your sofa or going for a long walk, there is definitely something for everyone.

Take a look at our must haves, and treat yourself to something new. These pieces are great for customers who are all about smartly designed pieces you want to wear over and over again. Pretty releases like these won't stick around for long, so it's time to get your shop on.

Image Source: thereformation.com

H&M Tank-Top Dress

This classic H&M Tank-Top Dress ($15) comes in several colours.

Image Source: www2.hm.com
H&M Tank-Top Dress
$15
from www2.hm.com
Buy Now

Aerie Satin Slip Dress

This Aerie Satin Slip Dress ($30, originally $50) feels so nice on your skin.

Image Source: ae.com
Aerie Satin Slip Dress
$30
from ae.com
Buy Now

H&M Crinkled Cotton Dress

The loose fit of this H&M Crinkled Cotton Dress ($25) is perfect for lounging around.

Image Source: www2.hm.com
H&M Crinkled Cotton Dress
$25
from www2.hm.com
Buy Now

FP Beach Once Upon a Sea Midi Dress

We love that this FP Beach Once Upon a Sea Midi Dress ($60) has pockets.

Image Source: freepeople.com
FP Beach Once Upon a Sea Midi Dress
$60
from freepeople.com
Buy Now

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H&M+ Jersey Dress

This H&M+ Jersey Dress ($18) will never go out of style.

Image Source: www2.hm.com
H&M+ Jersey Dress
$18
from www2.hm.com
Buy Now

Celestial Skies Midi Dress

This Celestial Skies Midi Dress ($168) is so stylish.

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

H&M Modal-Blend Jersey Dress

This H&M Modal-Blend Jersey Dress ($18) feels like a t-shirt.

Image Source: www2.hm.com
H&M Modal-Blend Jersey Dress
$18
from www2.hm.com
Buy Now

H&M Ruffle-Trimmed Dress

This lightweight H&M Ruffle-Trimmed Dress ($20) is great for summer.

Image Source: www2.hm.com
H&M Ruffle-Trimmed Dress
$20
from www2.hm.com
Buy Now

Reformation Cruise Dress

This gorgeous Reformation Cruise Dress ($218) also comes in red.

Image Source: thereformation.com
Reformation Cruise Dress
$218
from thereformation.com
Buy Now

Francesca Tiered Midi Dress

For a burst of colour, get this Francesca Tiered Midi Dress ($158).

Image Source: anthropologie.com
Francesca Tiered Midi Dress
$158
from anthropologie.com
Buy Now

All Day Long Midi T-Shirt Dress

This All Day Long Midi T-Shirt Dress ($50) is one of our faves.

Image Source: freepeople.com
All Day Long Midi T-Shirt Dress
$50
from freepeople.com
Buy Now

Aerie Gauze Midi Slip Dress

You can also get this Aerie Gauze Midi Slip Dress ($22, originally $45) in black.

Image Source: ae.com
Aerie Gauze Midi Slip Dress
$22
from ae.com
Buy Now

Stradivarius Smock Dress

How cute is this Stradivarius Smock Dress ($30)?

Image Source: asos.com
Stradivarius Smock Dress
$30
from asos.com
Buy Now

Fit & Flare Printed Button-Front Midi Dress

This Fit & Flare Printed Button-Front Midi Dress ($20, originally $45) would look cute with sneakers.

Image Source: oldnavy.gap.com
Fit & Flare Printed Button-Front Midi Dress
$20
from oldnavy.gap.com
Buy Now

Summersalt Everywhere Dress

This Summersalt Everywhere Dress ($49, originally $65) has awesome customer reviews.

Image Source: summersalt.com
Summersalt Everywhere Dress
$49
from summersalt.com
Buy Now

Lou & Grey Brushed Midi Pocket Dress

We love the mint shade of this Lou & Grey Brushed Midi Pocket Dress ($80).

Image Source: louandgrey.com
Lou & Grey Brushed Midi Pocket Dress
$80
from louandgrey.com
Buy Now

Old Navy Sleeveless V-Neck Maxi Shift Dress

This Old Navy Sleeveless V-Neck Maxi Shift Dress ($12, originally $35) is thin, soft, and can easily be worn over a t-shirt to change up the look.

Image Source: oldnavy.gap.com
Old Navy Sleeveless V-Neck Maxi Shift Dress
$12
from oldnavy.gap.com
Buy Now

FP Beach Reel Love Midi Dress

This bright FP Beach Reel Love Midi Dress ($78) also comes in white and pink.

Image Source: freepeople.com
FP Beach Reel Love Midi Dress
$78
from freepeople.com
Buy Now

Lou & Grey Signaturesoft Jersey Twist Midi Dress

This Lou & Grey Signaturesoft Jersey Twist Midi Dress ($80) is the softest dress you'll ever own — seriously.

Image Source: louandgrey.com
Lou & Grey Signaturesoft Jersey Twist Midi Dress
$80
from louandgrey.com
Buy Now

Lou & Grey Shimmer Stripe Strappy Babydoll Dress

This Lou & Grey Shimmer Stripe Strappy Babydoll Dress ($90) is too pretty to resist.

Image Source: louandgrey.com
Lou & Grey Shimmer Stripe Strappy Babydoll Dress
$90
from louandgrey.com
Buy Now

Old Navy Tie-Belt Maxi Tee Dress

This Old Navy Tie-Belt Maxi Tee Dress ($20, originally $35) features an on-trend print, but is super soft and casual to wear.

Image Source: oldnavy.gap.com
Old Navy Tie-Belt Maxi Tee Dress
$20
from oldnavy.gap.com
Buy Now

Madewell Tie-Sleeve Tiered Midi Dress

This Madewell Tie-Sleeve Tiered Midi Dress ($100, originally $138) was just released today.

Image Source: madewell.com
Madewell Tie-Sleeve Tiered Midi Dress
$100
from madewell.com
Buy Now

Lett de Gaulle Rib Midi Dress

Swap out sweatpants for this Lett de Gaulle Rib Midi Dress ($118).

Image Source: verishop.com
Lett de Gaulle Rib Midi Dress
$118
from verishop.com
Buy Now

FP Beach One Love Sweater Midi Dress

This FP Beach One Love Sweater Midi Dress ($78) is a comfortable choice.

Image Source: freepeople.com
FP Beach One Love Sweater Midi Dress
$78
from freepeople.com
Buy Now

FP Beach Voyager Midi Dress

Stay cosy in this FP Beach Voyager Midi Dress ($78).

Image Source: freepeople.com
FP Beach Voyager Midi Dress
$78
from freepeople.com
Buy Now

ASOS T-Shirt Maxi Dress

This ASOS T-Shirt Maxi Dress ($35) will be your new go-to.

Image Source: asos.com
ASOS T-Shirt Maxi Dress
$35
from asos.com
Buy Now

Chevron Slip Dress

Wear this Chevron Slip Dress ($158) with sandals.

Image Source: anthropologie.com
Chevron Slip Dress
$158
from anthropologie.com
Buy Now

H&M Linen-Blend Dress

You can get this H&M Linen-Blend Dress ($35) in black or white as well.

Image Source: www2.hm.com
H&M Linen-Blend Dress
$35
from www2.hm.com
Buy Now

H&M Embroidered Dress

The floral details on this H&M Embroidered Dress ($50) are lovely.

Image Source: www2.hm.com
H&M Embroidered Dress
$50
from www2.hm.com
Buy Now

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