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Best Comfortable Dresses | 2020

The 47 Most Comfortable Dresses of 2020 Are So Great, You'll Trash All Your Leggings

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Your closet always has room for a comfortable dress. From maxis to midis, there are some great picks online that are so wearable, you'll forget all about sweatpants. To save you time, we rounded up our favourite options to wear around the house. You don't have to sacrifice style when you're looking for comfort, and these dresses prove it.

There's no better feeling than finding a dress so good, you're counting down the days until it's delivered. This shopping guide has the very best dresses you need, so take a seat and sift through them all. You deserve it! Bye-bye, leggings.

Image Source: louandgrey.com

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

ASOS T-Shirt Dress

Honestly, this ASOS T-Shirt Dress ($24) is so comfortable you could sleep in it.

Image Source: asos.com
ASOS T-Shirt Dress
$24
from asos.com
Buy Now

Madewell Tomboy Pocket Tee Dress

We adore this cute Madewell Tomboy Pocket Tee Dress ($45, originally $63).

Image Source: madewell.com
Madewell Tomboy Pocket Tee Dress
$45
from madewell.com
Buy Now

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

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Heart Signal Convertible Mini Dress

This Heart Signal Convertible Mini Dress ($78) can also become a skirt.

Image Source: freepeople.com
Heart Signal Convertible Mini Dress
$78
from freepeople.com
Buy Now

ASOS Oversized T-Shirt Dress

This ASOS Oversized T-Shirt Dress ($32) is selling out crazy-fast.

Image Source: asos.com
ASOS Oversized T-Shirt Dress
$32
from asos.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

Aerie Knit Tie Dress

This Aerie Knit Tie Dress ($28, originally $40) is so soft.

Image Source: ae.com
Aerie Knit Tie Dress
$28
from ae.com
Buy Now

Free People Love Buzz Dress

The loose fit of this Free People Love Buzz Dress ($128) makes it a winner.

Image Source: freepeople.com
Free People Love Buzz Dress
$128
from freepeople.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

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

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

Amazon Essentials Tank Maxi Dress

You can't go wrong with this classic Amazon Essentials Tank Maxi Dress ($16-$26).

Image Source: amazon.com
Amazon Essentials Tank Maxi Dress
$16
from amazon.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

Lou & Grey Signaturesoft Mini Wrap Dress

Not only is this Lou & Grey Signaturesoft Mini Wrap Dress ($70) flattering, it also feels incredible.

Image Source: louandgrey.com
Lou & Grey Signaturesoft Mini Wrap Dress
$70
from louandgrey.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

H&M+ Modal-Blend Jersey Dress

This H&M+ Modal-Blend Jersey Dress ($18) is so comfy.

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

Karma Dress

The detail on this Karma Dress ($98) is so pretty.

Image Source: freepeople.com
Karma Dress
$98
from freepeople.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

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

Zella Get Outside Dress

This Zella Get Outside Dress ($69) is newly released today.

Image Source: shop.nordstrom.com
Zella Get Outside Dress
$69
from shop.nordstrom.com
Buy Now

Shore to Shore Set

This Shore to Shore Set ($128) actually comes with a cropped sweatshirt.

Image Source: freepeople.com
Shore to Shore Set
$128
from freepeople.com
Buy Now

H&M Ankle-Length Jersey Dress

This H&M Ankle-Length Jersey Dress ($20) has a loose fit.

Image Source: www2.hm.com
H&M Ankle-Length Jersey Dress
$20
from www2.hm.com
Buy Now

Intimately Forever Yours Smocked Slip

The colours on this Intimately Forever Yours Smocked Slip ($108) sold us.

Image Source: freepeople.com
Intimately Forever Yours Smocked Slip
$108
from freepeople.com
Buy Now

Amazon Essentials Short-Sleeve Maxi Dress

This Amazon Essentials Short-Sleeve Maxi Dress ($17) comes in all sorts of colours.

Image Source: amazon.com
Amazon Essentials Short-Sleeve Maxi Dress
$17
from amazon.com
Buy Now

Eva Shirt Dress

You can also get this Eva Shirt Dress ($148) in blue.

Image Source: freepeople.com
Eva Shirt Dress
$148
from freepeople.com
Buy Now

Heart Signal Convertible Mini Dress

You can never go wrong owning this Heart Signal Convertible Mini Dress ($78).

Image Source: freepeople.com
Heart Signal Convertible Mini Dress
$78
from freepeople.com
Buy Now

Grecerelle Casual Loose Dress

This Grecerelle Casual Loose Dress ($20) is a bestseller.

Image Source: amazon.com
Grecerelle Casual Loose Dress
$20
from amazon.com
Buy Now

Kenya Dress

This Kenya Dress ($168) is effortlessly flowy.

Image Source: freepeople.com
Kenya Dress
$168
from freepeople.com
Buy Now

Modcloth Gotta Look the Party Maxi Dress

Get this Modcloth Gotta Look the Party Maxi Dress ($99) before it sells out.

Image Source: modcloth.com
Modcloth Gotta Look the Party Maxi Dress
$99
from modcloth.com
Buy Now

Havana Tee Maxi Dress

We appreciate that this Havana Tee Maxi Dress ($98) has pockets.

Image Source: freepeople.com
Havana Tee Maxi Dress
$98
from freepeople.com
Buy Now

Eloquii Ribbed Tank Maxi Dress

This Eloquii Ribbed Tank Maxi Dress ($90) is so comfortable, trust us.

Image Source: eloquii.com
Eloquii Ribbed Tank Maxi Dress
$90
from eloquii.com
Buy Now

Stevie Dress

Not only is this Stevie Dress ($198) a rainbow dream, the silhouette is also easy to chill in.

Image Source: freepeople.com
Stevie Dress
$198
from freepeople.com
Buy Now

Eloquii Maxi Wrap Dress

This Eloquii Maxi Wrap Dress ($100) is both comfy and flattering.

Image Source: eloquii.com
Eloquii Maxi Wrap Dress
$100
from eloquii.com
Buy Now

Missguided Basic T-Shirt Maxi Dress

This Missguided Basic T-Shirt Maxi Dress ($17, originally $34) is on sale.

Image Source: missguidedus.com
Missguided Basic T-Shirt Maxi Dress
$17
from missguidedus.com
Buy Now

Parisse Maxi Dress

This Parisse Maxi Dress ($108) is gorgeous.

Image Source: freepeople.com
Parisse Maxi Dress
$108
from freepeople.com
Buy Now

Lovers + Friends Langley Mini Dress

This Lovers + Friends Langley Mini Dress ($148) is a fun purchase.

Image Source: revolve.com
Lovers + Friends Langley Mini Dress
$148
from revolve.com
Buy Now

Boohoo Cap-Sleeve Maxi Dress

This Boohoo Cap-Sleeve Maxi Dress ($11, originally $28) is an awesome deal.

Image Source: us.boohoo.com
Boohoo Cap-Sleeve Maxi Dress
$11
from us.boohoo.com
Buy Now

Nike Sportswear Dress

For an athleisure look, we're into this Nike Sportswear Dress ($75).

Image Source: nike.com
Nike Sportswear Dress
$75
from nike.com
Buy Now

FP One Adella Maxi Slip

This bestselling FP One Adella Maxi Slip ($128) comes in so many colour choices.

Image Source: freepeople.com
FP One Adella Maxi Slip
$128
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

Carissa Tee Dress

We love the coral shade of this Carissa Tee Dress ($98).

Image Source: freepeople.com
Carissa Tee Dress
$98
from freepeople.com
Buy Now

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