Unless otherwise specified, all sizes in this post are listed in women’s.
1. A wrap dress here to help you serve up boho-chic looks whenever your heart desires. One reviewer summed it up best by saying, "this is like getting away with wearing a comfy robe in public and looking like a million bucks while doing it."
Promising review: "Holy moly just buy the dress! I rolled my eyes so many times reading the reviews that said exactly that, but I’ll be darned if they weren’t all 100% right! This is like getting away with wearing a comfy robe in public and looking like a million bucks while doing it. No exaggeration, I got nine compliments the first time I wore it out, and I only went to the dentist and a sandwich shop. Again, I cannot recommend this dress enough. I’ll be getting another in a different color." —Sassyfrasv
Get it from Amazon for $32.99+ (available in sizes S–XXL and 24 styles).
2. A cute dress WITH POCKETS made from soft, stretchy, and breathable fabric to present you with an ultra-comfy, all-season classic that you can easily dress up or down for any occasion!
Promising review: "Love these dresses. So comfortable and seasonless. I have the black and navy ( short sleeve). I love how easy they are to dress up or down, and will purchase other colors. I wear a 12/sometimes 14 for my larger bust. I was stru whether to order L/XL, but the L had ample room. It is a comfy T shirt fabric, which in a darker color was not too thick or thin. I don’t think I would go with a pastel or white, for fear of it being see through." —R.S.
Get it from Amazon for $18.19+ (available in sizes XS–2XL and 22 colors).
3. A loose-fitting V-neck T-shirt dress with tortoiseshell buttons perfect for those warm days when you just wanna throw something comfy on quickly without harming your reputation as a style icon. This breezy number will help you stay cool and fashionable — it comes in a variety of neutral colors *and* fun patterns to ensure that you can find something that flawlessly fits your aesthetic.
Promising reviews: "I LOVE this dress!!! I honestly wasn’t expecting much for the price, but I’m actually ordering more colors. I wanted something cute but also cool for these extremely hot summer days and this is perfect! It’s a bit loose, but that’s what I wanted." —Sarah
"This might be one of my favorite dresses I’ve ever purchased on Amazon! It’s so comfy and flowy without looking like a nightgown. Really cute." —S. Perkins
Get it from Amazon for $24.63+ (available in sizes S–XL and in 23 colors).
4. A soft and comfortable deep-V dress here for when you wanna start serving up summer looks to put winter out of sight and out of mind.
Promising review: "I loved this dress. It was thick, good quality, comfortable, and fit as expected. I’ve already worn it twice and will wear it much more this summer. Wrinkles come out really easily with steamer." —Tyler woodruff
Get it from Amazon for $33.99 (available in sizes XS–XXL and 38 prints).
5. A suuuper stretchy and comfy ruched tank dress you can easily adjust to different lengths for a perfect fit that'll make you love catching your reflection in shop windows.
6. A stylish *and* comfy batwing-sleeve dress perfect for when you need to get dressed up, but still wanna feel like you're at home under your softest blanket.
Promising review: "Super cute, comfortable dress. Not too thick, but still warm. Comes with a little snap button and thread you can sew on the front chest area, in case you need to be sure nothing comes popping out!" —jessica
Get it from Amazon for $33.99+ (available in sizes S–XL and in 15 colors).
7. A super cute mini dress that's as soft and breathable as a cool set of spring/summer bedsheets while serving up a fashionable, boho-inspired look.
Promising review: "Comfy summer dress. Great look for casual wear or spring BBQ. Best fit! The material feels like you have a light sheet on. I love it and will order more." —MaLinda Ross
Get it from Amazon for $22.99+ (available in sizes 0X–4X and in 10 colors).
8. An amazingly lightweight and pastel T-shirt dress (with pockets!!) here to help you ring in spring with style and comfort.
My Violet is a woman-owned fashion brand based in California, and they call this their "comfiest dress yet!!"
Get it from My Violet for $52 (available in sizes XS–4X).
9. A flowy maxi complete with adorable pom-poms on the tie straps to make you feel like the belle of the ball while you bask in how lightweight and comfortable it is.
Promising review: "Such a cute and comfy dress! It has a fun flow to the bottom of it and the ties for straps add an extra dose of fabulous." —Kelsey Krucker
Get it from Amazon for $24.99 (available in sizes XS–XL and 18 prints).
10. A soft and comfy apron-style dress you can throw on over the laziest outfit to instantly take your look from drab to fab.
D&L Awesome Living is a Vancouver, Canada–based Etsy shop with tons of cute accessories and comfy apron dresses.
Promising review: “Really beautiful apron. It's flattering to wear, the colour is gorgeous, and the material is soft and comfortable.” —kayjmacdonald
Get it from D&L Awesome Living on Etsy for $23.01 (available in one size and four colors).
11. A sleeveless T-shirt dress ideal for those days when it's way too hot out for sleeves.
12. An organic corduroy dress that comes in black, rose pink, and a variety of other colors to give your outfits an extra dose of cool. The corduroy is velvety soft and allows for a little stretch to ensure maximum comfort. Plus, it has chest pockets!
Lucy and Yak is a UK-based small business that makes outerwear and other apparel that's ethically sourced and well made.
Promising review: "My favourite item to wear — it's so comfy and looks so good on — I love wearing this with a collared top and my Docs." —Emily Coster
Get the black dress and pink rose dress from Lucy & Yak for $54 (available in UK sizes 6–32 and 6–26 with a size chart on the website if you need help determining your correct size).
13. An incredibly soft matching set — it'll serve up major vay-cay vibes strong enough to make it feel like winter never even happened.
Promising review: "This set is SO ADORABLE and SO COMFORTABLE! I can't tell you how many times I've ordered something cute from Amazon that comes and it's absolutely horrific. This one is just perfect I am amazed. The material is great and looks gorgeous. I'm so excited to wear it and I wish it came in 50 different colors, I'd get them all :) Very happy with this purchase." —Brit
Get it from Amazon for $32.99+ (available in sizes XS–XL and 13 colors).
14. A floral romper dress with shorts that'll make you wanna frolic in the flowers all day long, because it's comfy, versatile, and stunning — and that's worth celebrating.
15. A denim dress with frayed hems that comes in some really nice colors and is easy to dress up or down with heels, sneaks, leggings, and more for a comfy *and* chic look that'll make you reach for it in your closet every chance you get.
Promising review: "I am very happy with this dress. Since the weather changed and it’s warmer, this dress is perfect to wear because the cloth feels really comfy and light." —Maricela Rubi
Get it from Amazon for $36.99+ (available in sizes S–2XL and five colors).
16. A lace mini dress ideal for everything from happy hour to relaxing beach days. Plus, it has a tie back and adjustable straps to ensure that it comfortably fits exactly the way you want it to!
FYI, this dress is included in Prime Wardrobe so you can give it a trial run if you're a member!
Promising review: "Love this dress. It's super cute and comfortable, and can pass for casual or a bit more dressy depending on accessories." — Amy Baker
Get it from Amazon for $36.99+ (available in sizes S–XL and in 33 colors).
17. A light and airy maxi dress with an elastic waistband for ultimate comfort and peekaboo cutouts for ultimate style to make you feel like a fashionista, whether you're dressing for something casual or on the fancier side.
KIN by Kristine is a small, Black woman–owned fashion destination created by Kristine Thompson. She started TrendyCurvy.com in September 2013 and launched her fashion label to help women confidently embrace their curves.
Promising review: "OMG! I LOOOOVE MY DRESS!!!❤️ The material is comfortable, sexy, great for summer and winter wear, need I go on...? Thank you! After going through a divorce I was depressed and I did not dress up anymore, but now that I am finding my way back, I am shopping again. This dress was one of my first purchases and I FEEL BEAUTIFUL AGAIN!🌹" —Zelinda Owens
Get it from KIN by Kristine for $49.95 (originally $83.95; available in women's plus-sizes 14–26).
18. A silky soft T-shirt dress that one reviewer said was so comfy, it felt like wearing nothing at all. Plus, it comes in a variety of patterns and colors so you can get one to fit your every mood.
Promising review: "Ordered another one! I fell in love with this dress the moment I slipped it on. It’s incredibly comfortable, washes well and is my go-to for comfort. You can dress it up with some accessories or wear around the house. Ordered another one in a different color." —Lynette Bell
Get it from Amazon $24.99 (available is sizes S–XXL and 41 colors).
19. A silk dress you can easily dress up or down while secretly feeling like you're hanging out in your comfiest loungewear.
Quince is a small, woman-owned brand dedicated to making quality, luxury clothing at an affordable price. They make great sleepwear, bedding, outerwear, jewelry, accessories, and more.
Promising review: "One of my favorite pieces from Quince. The silky texture is super soft and comfy, and the shape is so versatile — I can wear it formally with a blazer and a belt, casually with a pair of boots, or as a cozy pajama at home. I've ordered all three colors — which says a lot!" —Hersey L.
Get it from Quince for $59.90 (available in women's sizes XS–XL and three colors).
20. A super comfy maxi dress with two slits so you can feel as ~cool~ as you look even when the temperatures are rising.
Promising review: "I wanted a comfy dress but still wanted to look cute as well. This definitely fits both descriptions. The dress has pockets. I am 5'8" and got the XL. Fits true to size (12–14) and length is good. I have worn with the front tied as well and get compliments each time I wear. The fabric is not see-through and held up well in the wash. It can be dressed up but I choose to wear it casually." —BargainBecky
Get it from Amazon for $31.99+ (available in sizes XS–XXL and 41 colors/prints).
21. A loose and flowy summer tunic dress for when you wanna wear a cute outfit, but you also wanna feel as relaxed and comfy as possible.
Promising review: "This dress is a fabulous quality for the price. It’s fun, flowy and super comfy! PLUS, this pattern is a great pop of color mix. It’s been my go-to and I’ve gotten a ton of compliments when I’ve worn it. Don’t miss out, get one before they’re gone!!" —Kindle Customer
Get it from Amazon for $27.68 (available in sizes S–XXL and 40 colors).
22. An easy-breezy V-neck dress complete with stylish bell sleeves that comes in a variety of different colors and patterns so you can find one that your eyes will love while the rest of your body rejoices over how comfy it is.
Promising review: "This dress is the perfect blend of comfort and class. It is dressy enough for a wedding or formal event, while also casual enough to wear to the office. The fit is comfy and gives you room to breathe. If you like your dresses to flow this is the dress for you! Plus so many fun colors." —J. Dornoff
Get it from Amazon for $31.97+ (available in sizes XS–XXL and in 45 colors/styles).
23. A laid back and cool yellow floral maxi dress designed with both style and comfort in mind. No wonder Baacal says it's their most-requested maxi dress!
Baacal is a small fashion biz with a focus on apparel available in sizes 10–22. Their fabrics are fab quality and sustainably-sourced, plus their designs are ultra versatile.
Get it from Baacal for $369 (available in four sizes).
24. And finally, a versatile T-shirt dress with a tulip-style hem to take your casual and dressy looks to the next level. Plus, you'll be so comfortable, you'll forget that you aren't wearing your favorite lazy tee.
Promising review: "This dress is phenomenal. Not see through at all (I did buy black, though), and it is lined. It’s also extremely comfortable. I plan to dress it both up and down either for work or casual outings. I’ll admit I was skeptical, but I definitely won’t be returning this dress. And as many have stated it looks much more expensive than what it goes for." —KG
Get it from Amazon for $24.99+ (available in sizes S–XL and 15 colors/prints).