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Best Comfortable Maxi Dresses | 2020

22 Maxi Dresses So Comfortable, You'll Toss Your Sweatpants Out the Window

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Whether I'm sitting on my sofa or taking a long walk, the staple I always rely on is a comfortable maxi dress. It's one of those pieces I can wear with sneakers or slippers, plus I never feel restricted in it. Of everything in my closet, that's the item you'll see the most. In fact, my sweatpants 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 just hanging around, 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 season.

Image Source: freepeople.com

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

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

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

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
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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

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

Nike Sportswear Dress

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

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

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

Parisse Maxi Dress

This Parisse Maxi Dress ($108) is gorgeous.

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

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 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

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

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

Kenya Dress

This Kenya Dress ($168) is effortlessly flowy.

Image Source: freepeople.com
Kenya Dress
$168
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

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

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

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

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

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

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