Popsugar Fashion Summer Fashion Most Comfortable Dresses 2019 The 20 Comfiest Dresses on the Internet Will Make You Forget About Pants This Summer 16 May 2019 by Macy Cate Williams Image Source: Free People As POPSUGAR editors, we independently select and write about stuff we love and think you'll like too. If you buy a product we have recommended, we may receive affiliate commission, which in turn supports our work. Whether I'm sitting at my office desk or doing some major travelling, the staple I always rely on is a comfortable dress. It's one of those pieces I can wear with sneakers or heels, plus I never feel restricted in it. Of everything in my closet, that's the item you'll see the most. In fact, my jeans 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 travelling, 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 Summer. Related: 24 New White Dresses Guaranteed to Be Summertime Staples, They're That Wearable Lou & Grey Striped Softserve Slub Maxi Dress Image Source: louandgrey.com Once you put on this Lou & Grey Striped Softserve Slub Maxi Dress ($80), you won't want to wear anything else. Lou & Grey Striped Softserve Slub Maxi Dress $80 from louandgrey.com Buy Now Angashion Midi Dress Image Source: amazon.com This Angashion Midi Dress ($21) comes in dozens of different colours and has hundreds of great reviews. Angashion Midi Dress $21 from amazon.com Buy Now Free People Peaches Midi Dress Image Source: freepeople.com The A-line cut of this Free People Peaches Midi Dress ($168) makes it comfy. Free People Peaches Midi Dress $168 from freepeople.com Buy Now Boden Freya Shirtdress Image Source: shop.nordstrom.com This Boden Freya Shirtdress ($130) is great for work. Boden Freya Shirtdress $130 from shop.nordstrom.com Buy Now UO Positano Tie-Shoulder Midi Dress Image Source: urbanoutfitters.com We love that this UO Positano Tie-Shoulder Midi Dress ($59, originally $79) has pockets. UO Positano Tie-Shoulder Midi Dress $59 from urbanoutfitters.com Buy Now Reformation Lora Sleeveless Midi Dress Image Source: shop.nordstrom.com The elastic waist on this Reformation Lora Sleeveless Midi Dress ($248) is nice and stretchy. Reformation Lora Sleeveless Midi Dress $248 from shop.nordstrom.com Buy Now Germinate Maxi T-Shirt Dress Image Source: Amazon There are so many ways to style this Germinate Maxi T-Shirt Dress ($14). Germinate Maxi T-Shirt Dress $14 from amazon.com Buy Now Mira Mikati Striped Sleeveless Dress Image Source: amazon.com This cheerful, vibrant Mira Mikati Striped Sleeveless Dress ($415) is beautiful. Mira Mikati Striped Sleeveless Dress $415 from amazon.com Buy Now Yingkis Polka Dot Dress Image Source: amazon.com This Yingkis Polka Dot Dress ($23) also comes in black or green. Yingkis Polka Dot Dress $23 from amazon.com Buy Now Free People Celestial Skies Midi Dress Image Source: freepeople.com The loose fit of this Free People Celestial Skies Midi Dress ($168) makes it so easy to wear. Free People Celestial Skies Midi Dress $168 from freepeople.com Buy Now Astr the Label Florentina Floral Print Maxi Dress Image Source: amazon.com If you're attending a wedding, this Astr the Label Florentina Floral Print Maxi Dress ($83) would be a great option. Astr the Label Florentina Floral Print Maxi Dress $83 from amazon.com Buy Now Sundress Cleo Dress Image Source: amazon.com This Sundress Cleo Dress ($152) is great for travel because it's so comfy. Sundress Cleo Dress $152 from amazon.com Buy Now Zesica Floral Wrap Maxi Dress Image Source: amazon.com This Zesica Floral Wrap Maxi Dress ($25-$31) is an Amazon bestseller. Seventy percent of customers give it a perfect five stars. Zesica Floral Wrap Maxi Dress $25 from amazon.com Buy Now Mara Hoffman Ingrid Short-Sleeve Wrap Midi Dress Image Source: amazon.com Customers have commented that they love the pockets on this Mara Hoffman Ingrid Short-Sleeve Wrap Midi Dress ($293). Mara Hoffman Ingrid Short-Sleeve Wrap Midi Dress $293 from amazon.com Buy Now Jack Sunshine of My Life Maxi Dress Image Source: amazon.com This Jack Sunshine of My Life Maxi Dress ($71) has a perfect five-star rating. Jack Sunshine of My Life Maxi Dress $71 from amazon.com Buy Now Chelsea28 Ruffle Sleeve Cotton Maxi Dress Image Source: shop.nordstrom.com This Chelsea28 Ruffle Sleeve Cotton Maxi Dress ($119) can be styled so many different ways. Chelsea28 Ruffle Sleeve Cotton Maxi Dress $119 from shop.nordstrom.com Buy Now Reformation Lou Midi Dress Image Source: shop.nordstrom.com This lightweight Reformation Lou Midi Dress ($71, originally $118) can be folded without any wrinkles. It also has pockets! Reformation Lou Midi Dress $71 from shop.nordstrom.com Buy Now Loft Tiered Eyelet Dress Image Source: loft.com This Loft Tiered Eyelet Dress ($115, originally $118) is currently on sale for an additional 40 percent off. Loft Tiered Eyelet Dress $115 from loft.com Buy Now Gal Meets Glam Collection Daniela Circular A-Line Dress Image Source: shop.nordstrom.com The cotton fabric of this Gal Meets Glam Collection Daniela Circular A-Line Dress ($107, originally $178) will never wrinkle in your bag. Gal Meets Glam Collection Daniela Circular A-Line Dress $107 from shop.nordstrom.com Buy Now Something Navy Easy Knit Midi Dress Image Source: shop.nordstrom.com This comfy Something Navy Easy Knit Midi Dress ($34, originally $69) is perfect for travel. It folds up small, so it's ideal for a suitcase. Something Navy Easy Knit Midi Dress $34 from shop.nordstrom.com Buy Now Summer FashionShoppingDresses