You Asked, We Answered: 40 Cute, Casual Dresses for Women Size 14 and Up

When it comes to inclusive sizing for clothing, the fashion industry has struggled to keep up. While some brands are making it their mission to change the industry’s approach to sizing, for the average-sized American woman, it still can be a struggle to find cute, high-quality, casual plus-size dresses at major retailers. But luckily for us (and for curvy women everywhere), Who What Wear editors love keeping up with the best plus-size brands. Whether you’re looking for a high-end luxury piece, a swimsuit, or, in this case, a casual dress, your options shouldn’t be limited by size. With that in mind, we’ve rounded up 40 casual plus-size dresses at every price point that you can shop right now. 

Under $50

Leather is a must-try for fall, and this dress (which is available in sizes 14 to 30) is the perfect way to test the trend.

Floral prints for fall can be groundbreaking when they range from size XS to XXXL.

The perfect knit dress also happens to be available in sizes XS to XXL.

Nothing beats an affordable dress that looks expensive (and it’s even better when it comes in 0X to 3X). 

Everyone needs a jersey dress they can throw on for low-key days, and this one also happens to come in sizes 1X to 7X.

We love a good poplin dress, especially when it comes in sizes 12 to 24.

As it's available in sizes 12 to 22, who wouldn’t want to wear this gingham dress?

Casual sweater dresses are necessary for working from home, and this one happens to come in sizes 0X-4X.

No one should struggle to find the perfect body-con dress, which is why we were so excited to discover this one that comes in sizes 10 to 30.

Under $100

Searching for a chic everyday turtleneck dress? This style from Universal Standard is available in sizes 00 to 40.

Cutouts will be popular this fall, and luckily for us, there’s a version of this trend that comes in sizes 0 to 4XL.

We love this dress—not only because it comes in sizes 14 to 24 but also because of its wow factor.

In need of an elegant off-the-shoulder dress? This one is perfect (and it’s available in sizes 14 to 28).

Consider this proof that fun, casual dresses can look great in any size. This style is available in XS to 4X.

Denim is the ultimate low-key fabric, so why not opt for a chambray dress? (This version from Draper James ranges from sizes 0 to 24.)

Finally, the search for a flirty floral dress that will fit is over. We love this design, which is available in sizes 1X to 3X.

This black button-down dress is a staple piece and ranges in size from 10 to 18.

Chocolate brown is poised to be one of the biggest color trends this fall, so why not test it out in dress form? The fact that it comes in sizes 14 to 24 makes it an all the more delicious trend. 

A versatile T-shirt dress is an essential in any capsule wardrobe. This style happens to come in sizes 00 to 40.

Under $250

Are you looking for a knit maxi dress? Look no further than this one from Anthropologie that's available in sizes 1X to 3X.

Found: a wrap dress you can wear for seasons to come! Sizes range from 1X to 3X. 

A tunic is a classic casual dress, and this menswear-inspired detail takes the look up a notch and comes in sizes 14 to 28.

We love a cardigan moment, especially when it doubles as a dress! This cute and cozy style is available in sizes 14 to 26.

This faux-leather shirt dress is so fire and comes in sizes 12 to 22.

Do you want to support an up-and-coming Black-owned brand? Then, bookmark Kai Collective. This dress (available for preorder) is perfect, and it happens to be available in sizes XS to XXXL.

Who said black dresses had to be boring? This one has a classic square neck and comes in sizes 14 to 24, which makes it quite special if you ask us.

In case you’re not aware, Hanifa is the Black-owned brand that took Twitter by storm this year with its invisible-model fashion show. Not only is this brand innovative in how it shows its collections, but its dresses also range in size from XXS to 2XL.

We love a high-split moment. But what makes this dress even more enticing is the fact it’s from a Black-owned brand and comes in sizes 10 to 28.

Meet the cutest tiered dress. (Sizes range from XS to 3XL.)


The best pieces are both sustainable and size inclusive, and this midi dress (available in sizes XS to 5X) fits the bill.

Meet the crisp, casual cream button-down dress of your dreams (available in sizes 12 to 26).

In need of a utility-inspired dress that can be dressed up or down? This style is perfect and comes in sizes 14 to 20.

Searching for something that strikes a balance between casual and effortlessly chic? This polka-dot dress (which is available in sizes 12 to 20) is a perfect fit. 

Our editors love the brand Miaou! Did you know that it creates beautiful dresses in size XL?

Um, how stunning are these puff sleeves? This Mara Hoffman style is available in sizes XXS to 3X.

A wrap dress is an essential part of any wardrobe. We love this leopard-print style, which comes in sizes 14 to 24.


A casual classic if ever there was one. If you wear a size between 1X and 3X, we recommend adding this style to your cart ASAP.

If this style doesn’t prove that cute, casual dresses can come in all sizes (this one is available in sizes XS to 3X), well, it’s back to the drawing board.