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37 Fun Dresses That Are Comfy While Still Looking Put-Together

If there’s one item of clothing that’s been falsely maligned over the years, it has to be the dress. For some bizarre reason, it’s gained a reputation for being fussy, uncomfortable, or generally just too… dressy. But this simply isn’t the case. The right dress can be the most comfortable, effortless item of clothing you own – all while elevating you above the territory of slobby dressing. As an added bonus, a dress is essentially a readymade outfit, so it’s ideal for creating a look in a hurry.

Not convinced? Never fear – we’re here to make the case. We’ve selected 37 dresses that fit the comfy yet classy brief perfectly. The best part? They’re all super easy to order from Amazon – and we’ve ensured they’re all well-reviewed and highly rated, so you can be sure there’s not a dud among them. Whether you’re a dress-skeptic or a convert to the world, there’s bound to be something on this list to tempt you…

Editorial Note: We review everything independently. If you make a purchase through our links, we may earn a commission.
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This Dress Looks Like a Top and Skirt

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If you’re a beginner in the dress world, this casual yet stylish number has the look of a full outfit, with the ease of just one item.
The reviews say: “Such a perfect dress! The length is so nice and the style is so flattering! Definitely a new staple in my closet!”

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This Ruched Dress Prevents Clinging

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If you fear a bodycon item, this double-layered dress may assuage your phobia by gently skimming over your torso.
The reviews say: “This dress looks FANTASTIC! I love that it can be dressed up with accessories or looks good on its own for a casual night out, a day at the beach, etc. I ordered the sleeveless navy and short sleeve steel blue and they are both great.”

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This Tunic Dress is Beautifully Floaty

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A loose, lightweight dress is perfect for concealing a food baby – but the shorter length stops the dress from looking shapeless.
The reviews say: “I can’t say enough good things about this dress. The length is great and fit is great! I probably could have done a small but didn’t want it to be too short for work. Perfect dress to dress up with wedges or heels or dress down with booties or sandals.”

This Cozy Sweater Dress has Pockets

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For the approaching fall and winter seasons, there’s nothing better than a sweater that can basically be an outfit in itself!
The reviews say: “I love this dress. It’s so big and chunky and cozy but also super sexy!!! The pockets are amazing and the material isn’t itchy at all. It looks great paired with tall boots, but I’m sure you could rock some leggings and ankle boots and it would look just as amazing. Totally worth the price, it is baggy for sure but I anticipated that when I ordered one size up so I could get the length I wanted. I want one in EVERY COLOR. Another Amazon win!”

This Cute Dress is Surprisingly Sexy

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This little peekabo in the chest makes a rather conservative dress a little more feminine and flirty.
The reviews say: “I love the color, love the fit and length. Very pleased with this buy. Good value for the money.”

This Maxi Dress comes in Tons of Patterns

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A maxi dress allows you to look dressed up while still feeling unrestricted and unrestrained by your clothing.
The reviews say: “I am already looking for spring trends and I love this dress! It is so vibrant and the material is of great quality. I also love the fact that you can wear this dress to date night or to lunch! It is very versatile.”

This Patterned Dress has Flattering Sleeves

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This affordable dress has lovely details including a tie waist and a flouncy ruffle around the hem.
The reviews say: “I love this dress! Flirty and fun fits like a charm and I got a lot of compliments on it.”

This Maxi Dress Gives Hippie Vibes

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Float through life in this floral number that’s suitable for both day and nighttime.
The reviews say: “Beautiful dress. I washed it first to get rid of the wrinkles. The fitting is perfect. I kinda like how it flows all the way down to the floor. It looks elegant that way. I love it!”

This Dress is Fashion Editor Approved

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The fitted bodice combined with the slightly longer flowing skirt means this simple and cute dress will suit everyone.
The reviews say: “This dress is so cute, and every time I leave the house in it, I am flooded with compliments. Also lightweight, machine washable, perfect.”

This Dress is Basically an Elevated T-Shirt

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If you’re a total t-shirt addict, consider this your gateway into a world of beautiful dresses.
The reviews say: “The fabric is awesome!!! So soft and light, but can be worn in public without fear of it being see-through. It’s super comfy and perfect for just wearing around the house when you want to lounge. It’s also nice to be able to go outside to take the dog out and not worry about the neighbors.”

This Dress has a Cottagecore Feel

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Embrace your inner prairie girl in this sweet dress, which combines a cute buttoned bodice with adorable puff sleeves.
The reviews say: “Love this dress got a second one in green. So comfortable, lite weight, perfect for hot weather, fit nicely. Will get a third one. Just perfect summer dress.”

This Dress is Super Stretchy

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The elasticated waist on this dress gives you total freedom of movement while still showing off your figure.
The reviews say: “Obsessed doesn’t even begin to describe how I feel about this dress! I loved this so much that I bought it in white too. Love that you can wear it off the shoulder or on the shoulder. Not see through at all.”

This Classic Dress is a Wardrobe Staple

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If you’re ever stuck for what to wear, you can’t go wrong with a spaghetti strap midi. The straps are adjustable, too.
The reviews say: “I love this dress and am tempted to buy more colors! Was wanting some feminine, midi summer dresses for an upcoming cruise vacation and these are perfect for that and the price is just so good. And it has pockets!”

This Dress Channels Y2K Vibes

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Dresses like this are all over TikTok right now – and this one is incredibly affordable!
The reviews say: “Super cute and trendy, perfect for y2k looks. Nice quality!”

This Dress is Minimal Done Right

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The tiered shape of this dress gives beautiful movement and will encourage you to twirl around!
The reviews say: “This is a great maxi-length sweater dress. The knit is lightweight and very soft. The tank style is accented by tiers. Pretty much any shape or size can look good in this dress!”

This Flowy Dress Gives a Princessy Look

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Dress like a beautiful cake in this multi-layered, flouncy, pastel number. It also shows off your shoulders in a stunning way.
The reviews say: “This dress is SO CUTE! It is the perfect summer dress for special events. It is light & airy. I was worried the ruffles would make me look larger than I am but it is surprisingly so flattering!”

This Simple Dress Goes with Everything

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​Not only does this make a beautiful standalone piece, but it’s great for layering with t-shirts, long sleeves, jackets, and knitwear throughout the changing seasons.
The reviews say: “Great casual summer dress for around home. It could be worn out to dinner with a chemise underneath, a cute belt, and sandals. Easy to wash in the machine.”

This Dress Comes With Sexy Side Slits

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Not only do the slits in this maxi dress allow for a bit of leg to peek out, but they can also help with you moving around.
The reviews say: “I love the color of this dress! The length of this dress is perfect especially for wearing with sandals and necklaces. Also, this pocket is a surprise. This bohemian dress is so beautiful, cool, and comfortable, in a flowy fabric and flattering cut. Very fashionable. So cool on hot summer days.”

This Dress is Floaty and Freeing

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If you ever find yourself feeling restricted by your clothes, consider this loose and movable dress. The shade range is stunning, too.
The reviews say: “This dress was so cute and got so many compliments on vacation! Really comfortable and the part I loved most was that the buttons aren’t real so you’re not seeing inside your dress like most real button things.”

This Dress has a Trendy Polka Dot Print

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There’s simply nothing about this dress that isn’t adorable – from the print to the bow at the waist, to the delightfully frilly skirt.
The reviews say: “I LOVE this dress! The second it was delivered I tried it on. This dress fits so nicely and makes me feel so pretty! As a tall curvy girl, it can be tough to find cute wrap dresses so I LOVE this!”

This Dress has a Flattering Tie-Waist Detail

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You can customize the shape of this dress by cinching the waist as tightly as you’d like – and those pockets don’t hurt, either.
The reviews say: “This dress is amazing! The shape of it is so flattering to my body, and it’s great material! Much softer than I expected. The best part, it has pockets! 100% recommend.”

This Dress is Sexy and Stretchy

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You can look both flirty and understated at the same time with this cut-out dress, which is a beautiful longer length.
The reviews say: “This was exactly what I thought it would be. It didn’t feel cheap and it fits well.”

This Dress has a Subtle Textural Pattern

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If you want to dip your toe into the world of patterns, but don’t feel brave enough for a loud or bold print, the subtle dots on this dress are ideal.
The reviews say: ” This dress was exactly what I expected. I got so many compliments. Perfect for any occasion.”

This Dress is Great for Flashing your Shoulders

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If you’re not quite confident to go fully sleeveless, this dress shows your shoulders while concealing any potential problem areas.
The reviews say: “Material is really soft, stretchy and good quality. It’s not see-through at all. I love the cold shoulder sleeve details and the side pockets are so cool. I normally have a hard time walking in maxi dresses that are straight fit, this maxi dress has side slits on both sides which makes it so comfortable to move around. You can dress it both up and down.. wear a pair of cute wedges, flats, or your favorite sneakers with this one; you’re gonna look fab. Adding a belt will definitely make this dress more stylish and flattering …overall I am very pleased with this dress. Super cute.”

This Formal Dress is Ideal for the Office

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This dress has a hugely flattering silhouette, and comes in a range of shades from neutral to bright!
The reviews say: “This was our first time purchasing clothes from Amazon. It will NOT be our last! Thanks to this beautifully made dress. The price was so reasonable, I couldn’t pass it up. Not only that, it made my daughter’s dance induction that much more special. She stood out. It’s classy. The material is nice.”

This Floaty Dress Has a Cute Open Back

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For a super feminine look, this dress pairs ruffles with puff sleeves and a retro ditsy floral pattern.
The reviews say: “I LOVE this dress! I purchased it to wear to a bridal shower. It’s very comfortable and looks so cute! It reminds me of something from a boutique. I literally got so many compliments on it and I can’t wait to wear it again!”

This Simple Dress is Extremely Versatile

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Having a good quality body con dress in your wardrobe will come in clutch in times of need. From the beach to the shops to the club, it’s always a safe bet.
The reviews say: “This is a super cute, fitted dress. It is lightweight ribbed tank-style that will be perfect for warmer spring and summer months.”

The Sweater Dress is Adorably Scruffy

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Not only does this make an adorable mini dress, but you can also wear it over leggings or bike shorts for a sportier look.
The reviews say: “I love this tunic! It’s so versatile – it can be worn off the shoulder, knotted, tucked in. This color is great for fall, I’ll be wearing it a lot in the upcoming season.”

This Bandeau Dress Can go From Day to Night

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It’s rare to find a dress that’s as suitable for the beach as it is for the bar, but this versatile guy has managed it.
The reviews say: “I bought it for a winter cruise and LOVE it. Lots of compliments and the pockets are amazing.”

This Stripy Dress is Cute and Practical

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Not only does this dress have an enormous central pocket, but it also has a hood!
The reviews say: “Love, love, love it. I will be getting more colors. I’m more of a tomboy but my husband loves when I throw on a skirt so this dress is a great compromise. Throw on some Converse and I’m good to go!”

This Modest Dress Comes in Gorgeous Florals

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Not only do you have many options for prints, but this dress also comes with a plain upper section for extra contrast.
The reviews say: “Love this dress! So cute and fits just right. The fabric is soft and comfortable. Will definitely be buying another dress like this in a different print!”

This Silky Dress is Surprisingly Elegant

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Most of these slinky, shiny dress styles are super pricey – but this bargainous option will leave you with change from $20.
The reviews say: “Loved this dress for a last-minute wedding guest outfit! Was dying to wear something in an emerald green color and this was so affordable I took the chance and it worked out great. This was great for the price and the color is super gorgeous! Got so many compliments!”

This Cap-Sleeved Option is Super Cute

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This A-line dress is such a fun shape, and the ruffled shoulders add an element of fun!
The reviews say: “Very beautiful dress that is not see-through. Medium material with bright red color. Awesome flutter sleeves to hide if your arms are chunky. Good for the summer.”

This Fringed Dress is Flapper Gorgeousness

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Once you put on this intricately beaded dress, you won’t be able to resist twisting and twirling to show it off.
The description says: “You can match any shoes to show your beauty and uniqueness.”

This Shirt Dress is Grungy yet Glamourous

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For anyone who fears looking too dress-up, this shirt proves that dresses can be cool and casual, too.
The reviews say: “Let’s just say that I am in love with this dress & will be ordering more colors. It is a very pretty dress in my opinion. The pockets are perfect!”

This Dress Will Help you Master Colorblocking

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By contrasting the shade of the bodice with the color of the sleeves and skirt, the dress looks minimal but still offers a hint of interest.
The description says: “This summer women’s long beach dress is made of high-quality polyester material, which is breathable, light, elegant, soft, and elastic. All these sundresses are suitable for all women.”

This Denim Dress is Perfect for Jeans Addicts

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If you can’t bear to give up denim but need to wear a dress, think of this cool shirt option as the ideal compromise.
The reviews say: “This is a really nice weight light denim dress/shirt. I love the frayed edges, it’s a great boho look.” I