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40 Chic Outfits With Loose-Fitting Silhouettes That Look Good On Everyone

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by Claire Epting

In my opinion, comfort and style shouldn’t be at odds with one another — they should work together. Drapey fabrics and relaxed silhouettes look good on everyone, and they keep you feeling comfy all day long. It’s a win-win. These chic, loose-fitting clothes are worthy additions to your wardrobe, and they’re all available on Amazon.

Whether you’re drawn to slouchy overalls with tons of layering potential or pretty ruffled blouses with puff sleeves, there’s something on this list for every taste. What’s even better is that nearly all these flowy, stylish outfits have the potential to be dressed up or down, effortlessly transitioning from day to night. These clothing pieces will take you everywhere from backyard hangouts to cocktail parties, allowing you to look your best while feeling totally at ease.

1This Sweet Patterned Midi Dress With Romantic Puff Sleeves

With a tiered design that flows from the shoulders down to the midi-length hem, this romantic dress will have you dreaming of picnics and garden parties. It’s adorned with a pair of delicate puff sleeves, giving off a charming vibe. Choose from a wide array of subtle patterns, from leopard print to polka dots.

  • Available sizes: Small — X-Large
  • Available colors and patterns: 15

2A Gorgeous Shirt Dress That Doubles As A Swim Cover-Up

Toss this beautiful floral shirt dress over your swimsuit for an instantly chic look. Great for layering, the dress can be worn either buttoned up or open and loose over a tank top and jean shorts. The soft, lightweight fabric billows around your body for an ultra-comfy fit. There’s also an all-white option if you want to keep it simple.

  • Available sizes: X-Small — XX-Large
  • Available colors and patterns: 3

3The Swingy Short-Sleeve Dress You Can Wear Anywhere

This scoop-neck dress from Amazon Essentials can be worn just about anywhere, from the grocery store to an outing with friends. Made of a soft, drapey jersey material, the dress can be styled casually with sneakers and a sweater or more formally with heels and a necklace. There are several colors and prints to choose from, including classic black and coral pink.

  • Available sizes: X-Small — XX-Large
  • Available colors and patterns: 21

4This Subtly Elegant A-Line Dress With A Tie-Waist

Featuring a button-front closure and a subtle tie-waist, this midi dress is an elegant wardrobe essential you’ll reach for on the regular. Perfect for casual coffee dates as well as semi-formal cocktail parties, the half-sleeve dress even has a pair of pockets for stashing your small essentials, like your keys or phone.

  • Available sizes: X-Small — XX-Large
  • Available colors and patterns: 8

5A V-Neck Midi Dress With A Free-Spirited Print

Covered in a unique floral print, this midi dress has a totally free-spirited vibe. The elbow-length bell sleeves and plunging V-neckline add a groovy touch. Add a pair of sandals and statement earrings for a memorable look that can be worn to the beach, a music festival, or a backyard hangout with friends.

  • Available sizes: X-Small — XX-Large
  • Available colors and patterns: 10

6The Maxi Dress With A Boat Neckline & Batwing Sleeves

Be the picture of sophistication in this long, flowing maxi dress with batwing sleeves and a boat neckline. Available in several solid colors as well as cool tie-dye prints, the dress can be styled with sandals or with heels. It’s a great blank canvas for your accessories, as well — add some statement earrings or a necklace for a chic look.

  • Available sizes: X-Small — 3X-Large
  • Available colors and patterns: 13

7This Flowy, Printed Dress With Long Bell Sleeves

Release your inner flower child by tossing on this printed dress with some stacking rings and a chic wide-brim hat. That’s just one way you can style it, but there are so many others. Designed with long, flowy bell sleeves and a boxy cut, the loose-fitting dress is perfect for wearing to the beach, concerts, and backyard barbecues.

  • Available sizes: X-Large— 4X-Large
  • Available colors and patterns: 8

8A Midi Dress That’s Simple Yet Chic

Sometimes, you don’t need the bells and whistles — a simple dress such as this one is the way to go. Designed with short sleeves, a round neckline, and convenient side pockets, the flowy dress hangs off your body in a relaxed way. Choose from neutral shades like charcoal gray and white, or go bold with Kelly green or royal blue.

  • Available sizes: X-Large— 5X-Large
  • Available colors: 19

9This Unique Off-The-Shoulder Dress That Comes In Bold Prints

Covered in a vintage-inspired geometric print, this unique dress is perfect for all your warm-weather outings — from music festivals to beach hangouts. It’s designed with two spaghetti straps that allow the loose sleeves to hang off the shoulders. A boxy cut creates a relaxed fit throughout, from the straight neckline down to the above-the-knee hem.

  • Available sizes: X-Small — XX-Large
  • Available colors and patterns: 20

10An Adorable Floral Dress With Ruffled Sleeves

With an above-the-knee hem and rounded neckline, this mini dress makes for a lovely warm-weather outfit. It has slight pleating at the waist, as well as a charming ruffle detail at the sleeves. There are several delightful floral prints to choose from in a variety of vibrant hues.

  • Available sizes: Large Plus — 5X-Large Plus
  • Available colors and patterns: 13

11This Classic Surplice Dress You Can Wear Any Which Way

Made of a soft jersey material, this surplice dress can be styled so many different ways. With a V-neckline and a flowy fit, the dress lends itself to a casual vibe with sneakers just as well as a formal look with heels. “Love the dress! The fabric is cool and flows well,” one reviewer commented.

  • Available sizes: X-Small — 6X-Large
  • Available colors and patterns: 17

12The Boatneck Dress That’s Oh-So Comfortable

With three-quarter-length sleeves and a chic boat neckline, this flowy dress is ultra-soft and comfortable. With a few accessories, it transitions from a casual daytime outfit to evening wear. “Super comfy and perfect for lounging around or running errands,” wrote one reviewer. Simply throw on your favorite ballet flats for an effortlessly chic look.

  • Available sizes: X-Small — 6X-Large
  • Available colors and patterns: 8

13This Soft Maxi Dress That Comes In Every Color Of The Rainbow

Whether you love to rock cool blues and greens or bold reds and oranges, there’s a maxi dress to suit your color preference. Made from soft, flowing jersey, the short-sleeve garment gathers at the midsection before flowing down to the ankle-length hem. Plus, it’s so comfy, you might never want to take it off.

  • Available sizes: X-Small — 6X-Large
  • Available colors and patterns: 19

14A Scoop-Neck Tank Dress You Can Wear Year-Round

When the weather gets warm and balmy, you’ll want to put on this swingy tank dress. It’s made of a lightweight material that drapes around your body, with a knee-length hem and rounded neckline. On those colder days, simply add a denim jacket, tights, and a scarf for a cozy look.

  • Available sizes: X-Large — 6X-Large
  • Available colors and patterns: 5

15This Lightweight Tank Dress That Comes In Fun Prints

Perfect for a wide range of activities — from errand-running to coffee dates — this airy tank dress will quickly earn a spot in your regular outfit rotation. In addition to neutral solid colors, it also comes in a handful of unique prints, from red tulips to tropical palm leaves.

  • Available sizes: X-Small — XX-Large
  • Available colors and patterns: 18

16Some Comfy Overalls That Are Perfect For Layering

Designed with a slightly slouchy fit throughout the torso and legs, these cropped overalls are ideal for layering with a slim-fit tee or tank top. The straps attach to the square neckline with a pair of rustic wooden buttons, and a set of adorable front pockets ties the whole look together.

  • Available sizes: X-Small — 3X-Large
  • Available colors: 17

17A Chic Sleeveless Jumpsuit With A Wide-Leg Cut

On those days where you don’t feel like matching your top to your bottoms, there’s this tank jumpsuit. Designed with wide-cut legs and a slightly loose fit throughout the torso, the one-piece is incredibly comfortable — but can also look dressy with the right accessories. Choose from solid hues, tie-dye patterns, and leopard prints.

  • Available sizes: Small — XX-Large
  • Available colors and patterns: 12

18Another Jumpsuit With A Plunging V-Neckline

Like the pick above, this jumpsuit has a loose, flowy fit throughout the bodice and wide legs. However, this one stands apart with its delicate spaghetti straps, deep V-neckline, and open sides. Add a solid-colored bandeau or tee underneath. This jumpsuit looks great with sandals, sneakers, heels — you name it.

  • Available sizes: Small — 3X-Large
  • Available colors and patterns: 25

19This One-Shoulder Top With A Charming Bow Detail

The bow-tie detail elevates this flowy one-shoulder blouse, turning it into a unique wardrobe piece. Pair it with skinny jeans or leggings for a stylish look that’s perfectly suited for happy hours and bridal showers. It comes in nearly every color imaginable, so you can pick out your signature hue.

  • Available sizes: Small — XX-Large
  • Available colors: 38

20A Casual Blouse With A Cute Ruffled Hem

Striking the perfect balance between cute and casual, this crew-neck blouse is perfect for wearing over leggings, jeans, and shorts. It gathers beneath the bust, creating a ruffled hem that’s shorter in the front and longer in the back. “Really adorable, perfect thickness- thin and breezy without being sheer at all,” one reviewer raved.

  • Available sizes: X-Small — XX-Large
  • Available colors and patterns: 38

21A Crew-Neck Tee With A Rounded Hem

With a slightly looser fit than your average crew-neck tee, this tunic from Daily Ritual is a fantastic wardrobe basic. With a long shirttail hem, the top can be layered over jeans, leggings, shorts, and skirts — pretty much anything in your closet. There are several solid and patterned options to choose from, in case you want to stock up on a few different styles.

  • Available sizes: X-Small — XX-Large
  • Available colors and patterns: 32

22This Button-Down Shirt That Can Be Dressy Or Casual

With a slightly loose fit, this button-down shirt can be worn over a crop top and shorts — or it can be styled with slacks or a pencil skirt. The bright pink, green, and orange hues have a Y2K feel, while the black, cream, and brown colors lend themselves to a more dressed-up look.

  • Available sizes: Small — XX-Large
  • Available colors: 16

23The Airy Blouse With Delicate Smocking

Covered in a sweet Swiss dot pattern, this whimsical blouse looks divine with a pair of skinny jeans or leggings. It has a ruffled collar with smocking right above the bust, complete with fluttery, short sleeves. There are also sleeveless options, perfect for warmer weather. A keyhole detail at the back of the neck adds an extra bit of style.

  • Available sizes: Small — XX-Large
  • Available colors: 13

24A Babydoll Blouse In A Chic Leopard Print

One part sweet and one part sassy, this puff-sleeve blouse is made from a soft fabric with a chic leopard print pattern. Available in colors such as brown, gray, and even blue, the babydoll-style top looks marvelous with jeans and a leather jacket. “So cute and absolutely gorgeous!” gushed one reviewer.

  • Available sizes: Small — X-Large
  • Available colors and patterns: 8

25The Loose-Fitting Jumpsuit That Was Made For Lounging

Loungewear has never been more stylish — or comfortable. Designed with spaghetti straps, convenient side pockets, and a baggy fit throughout, this jumpsuit is effortlessly stylish. Wear it to your lunch date, on an airplane, or while simply lounging at home. There are several colors and patterns to choose from, as well as a short-sleeve option.

  • Available sizes: Small — 4X-Large
  • Available colors and patterns: 45

26This Easygoing Jumpsuit That Comes In Dozens Of Colors & Prints

If you like variety, then you have to check out this sleeveless jumpsuit that’s available in dozens of color and pattern choices. Ranging from stripes to florals to leopard prints, there are so many styles to choose from. The flowy garment has spaghetti straps and a V-neckline, with a loose fit down to the ankle-length hem. There’s also a dress option for those who prefer a skirt instead of pant legs.

  • Available sizes: Small — 3X-Large
  • Available colors and patterns: 51

27Another Sleeveless Jumpsuit You’ll Get Tons Of Use Out Of

Suitable for casual hangouts as well as nights out on the town, this versatile jumpsuit looks great when styled with accessories or just worn on its own. With a relaxed fit throughout the bodice and leg, the jumpsuit is incredibly flowy and comfortable. Wear it with a leather belt and wide-brim hat for a laid-back, chic look.

  • Available sizes: Small — 4X-Large
  • Available colors and patterns: 27

28A Free-Flowing Tank With A Stylish V-Back

This otherwise simple tank top is elevated by its double spaghetti straps, which meet in the back to form a chic V shape. Made from a lightweight, flowy fabric, the tank top allows for plenty of airflow — perfect for warmer days. Add a pair of leggings, jeans, or shorts for a chic-without-trying look.

  • Available sizes: X-Small — XX-Large
  • Available colors and patterns: 13

29This Breezy Button-Down Shirt With Nautical Stripes

Slightly oversized and featuring nautical stripes, this button-down shirt has a breezy, beachy look. Wear it over a swimsuit, tucked into jeans, or with denim cutoffs — the options are endless. “This is a beautiful blouse, quality and color are exceptional,” one happy reviewer wrote. At such a wallet-friendly price, this shirt deserves a spot in your warm-weather wardrobe.

  • Available sizes: Small — XX-Large
  • Available colors and patterns: 30

30A Loose-Hanging Tank Top With A Ruffled Bottom

Tiers of cascading fabric create the ruffled hem on this flowy tank top, giving it a laid-back look and feel. It has a crew neckline and a slightly longer hem that hits your upper thigh. Available in several jewel tones, the tank pairs nicely with all sorts of bottoms, from ripped jeans to leggings to shorts.

  • Available sizes: Small — XX-Large
  • Available colors: 11

31This Floaty Ruffle-Sleeve Blouse With A Swiss Dot Pattern

Slightly sheer and loose-fitting, this airy blouse floats around your body with ease. Designed with delicate flutter sleeves and a sweet keyhole detail in the back, this top looks ah-mazing with shorts, leggings, jeans, and more. A subtle Swiss dot pattern across the fabric adds an extra touch of intrigue.

  • Available sizes: Small — XX-Large
  • Available colors: 12

32A Western-Inspired Top With A Gorgeous Crocheted Front

With a slightly Western vibe, this shirt has a unique crocheted detail along the chest and shoulders. The top has a relaxed fit, with a lightly puffed sleeve that falls right past the elbow. Add a pair of cutoffs and cowboy boots for a casual yet chic ensemble, or add jeans and heels for a more dressed-up outfit.

  • Available sizes: Small — XX-Large
  • Available colors: 9

33This Angelic Babydoll Top With A Lace Texture

Gathered right above the bust, this bell-sleeve babydoll blouse billows out to a below-the-waist hem. Tuck it into your jeans or wear it loose — either way, you’ll look positively angelic. The soft material has a delicate lace pattern, incorporating some texture into your wardrobe. “This top is so comfortable and the sleeves are so stunning. This top can be worn just about anywhere,” one reviewer raved.

  • Available sizes: Small — XX-Large
  • Available colors: 22

34The Elevated Basic Tank You’ll Want In Every Color

With a slightly longer shirttail hem, this swingy tank top goes with so many things in your closet. Choose from versatile solid hues as well as bold patterns, including eye-catching florals and groovy tie-dyes. You can dress it up or dress it down, giving you tons of outfit possibilities.

  • Available sizes: Small — 6X-Large
  • Available colors and patterns: 42

35These High-Waisted Pants That Move With You

With a wide-leg cut and a sky-high waistband, these flowy pants create lots of movement as you walk and dance. Perfect for pairing with a crop top, tank, or T-shirt, the bottoms come in a wide range of solid colors and vintage-inspired patterns. “They are so cool and casual yet you can dress them up with wedges or heels,” one reviewer wrote.

  • Available sizes: X-Small — XX-Large
  • Available colors and patterns: 18

36Some Pleated Palazzo Pants That Are As Comfy As Pajamas

Made of a soft, pleated fabric, these palazzo pants are as close as you can get to wearing pajamas in public — while still looking stylish, of course. They have a drawstring waist and an ultra-wide leg, creating a comfy, moves-with-you fit. Choose from a rich mustard yellow, deep burgundy, or even a bright aqua blue.

  • Available sizes: Small — X-Large
  • Available colors: 21

37These Tie-Waist Pants With Stylish Front Splits

With a linen-like texture, these billowy pants secure at the waist with a tie-closure. They flow around your legs, opening at the front with a pair of splits. Add a crop top, blouse, or tank top for an instantly chic look that goes from day to night. Besides solid colors, there are also striped versions available.

  • Available sizes: 0 —10
  • Available colors and patterns: 11

38A Vintage-Inspired Maxi Dress With An Embroidered Front

This embroidered maxi dress has a total ‘70s vibe, thanks to the folk-inspired embroidery along the front and sides. With a V-neck and splits on the side, the airy garment makes a perfect beach cover-up or casual sundress. Add a wide-brim hat and sandals, or go completely barefoot — no one’s judging.

  • Available sizes: One size
  • Available colors and patterns: 8

39This Chic Duster With A Beachy Feel

Available in a wide range of unique, summery prints, this vintage-inspired duster makes a great swimsuit cover-up, but you can also wear it over a tank top and jeans for a casual yet stylish look. The garment hangs loosely off your shoulders with wide sleeves, so you can easily take it off and go for a dip in the pool.

  • Available sizes: X-Small — XX-Large
  • Available colors and patterns: 26

40A Button-Down Shirt Dress With Cute Front Pockets

Looking for a combo dress and swimsuit cover-up that has plenty of style? Check out this button-down dress made of a breezy, lightweight fabric. A pair of adorable front pockets provides the perfect spot for your small essentials, like your phone, lip balm, and wallet. “Absolutely love this oversized dress. It is sheer and made for a beach coverup but I wear it as a dress all the time,” wrote one reviewer.

  • Available sizes: One size
  • Available colors: 13