These Travel Dresses Are as Comfy as Sweatpants (2024)

Available Sizes: XXS to 3X

Roll up this high-low hem maxi and toss it in your bag—it's lightweight, soft, and wrinkle-proof so you don't have to worry about malfunctions on the go. A relaxed silhouette makes this dress a no-brainer—and there are pockets.

Colors: Black, rose wood, olive, and navy

Available Sizes: XXS to 3X

It's called the vacation shirtdress for a reason. The easy, breezy style is easy to throw on, comfortable to wear for hours on end, and looks great in pictures, to boot. If stripes aren't your style, it also comes in pretty solids like navy, black, and white.

Colors: Blue stripe and pink stripe

Available Sizes: XXS to 2X

Whether you choose the petite or plus-size style, you can't go wrong with Madewell's flattering sundress. A smocked, fitted bodice is balanced thanks to a billowing midi skirt that you'll look forward to wearing from the airport to vacation dinners.

Colors: Black and pistachio

Available Sizes: XXS to 4X

From sightseeing to happy hour, this sunny, travel-ready dress will keep you comfortable wherever you go. The breezy fit keeps things relaxed, while short sleeves and a below-the-knee hemline keep you covered.

Colors: Yellow floral, black, blue and white stripe, pink, navy, and green vine print

Available Sizes: XS to 2X

Venturing to a hot and humid destination? You'll want this tank dress with cooling properties, anti-sweat technology, and UPF protection. Also available in plus-size and maxi-length options.

Colors: Black

Available Sizes: XS to 3X

With short sleeves, a tailored waistline, and midi hemline, Ann Taylor's double knit flare dress is flattering on a range of body types. Available in an extended range of sizes from petite to tall, wear it on the plane with sleek sneakers and then out to dinner with comfortable heels or strappy sandals.

Colors: Black

Available Sizes: 00 to 18

Crafted from 100 percent organic cotton poplin for maximum lightness, Quince's bright maxi is a holiday dream dress. A long hemline and short sleeves offer coverage while tiered layers and functional pockets add thoughtful details.

Colors: Vermillion red, light blue, navy, and black

Available Sizes: XS to XL

Kick off your holiday with a Riviera-inspired striped linen sundress. A fitted bodice acts as an ideal foundation for an in-flight sweater or denim jacket, while the below-the-knee hemline offers just the right amount of coverage.

Colors: Blue and white stripe

Available Sizes: XS to 4X

Made from a wrinkle-resistant fabric, this flattering fit-and-flare travel dress is ideal for planes, trains, automobiles, and everything in between. While the below-the-knee hemline offers just enough coverage, it's also a great layering piece. It also comes in petite and plus sizes.

Colors: Navy and black

Available Sizes: 2 to 24

A breezy cotton shirtdress is a good idea when you want to feel comfortable and look polished. With a cinched waist and roomy cuffed sleeves, this beauty from J.Crew is as good as it gets.

Colors: Blue and white stripe, white, black, and green

Available Sizes: XS to 2X

Opt for pretty in pink with Chico's travel-ready maxi dress. It's made from a wrinkle-resistant fabric that looks fresh in transit or just out of your suitcase. Not only is it universally flattering, but elbow-length sleeves and a longer hemline keep you extra comfy. If pink's not for you, there's a shorter-sleeve version in black and green.

Colors: Fresh plum pink

Available Sizes: XS to 2X

With traveling right in its name, this dress is made with a relaxed fit and pullover style, perfect for vacation and travel. A V-neckline and short bell sleeves enhance the flattering silhouette.

Colors: Moss meadow

Available Sizes: XS to M

Nail casual cool in this comfy long-sleeved shirtdress, which also works equally well over a swimsuit. It's an Amazon gem that won't take too much room in your bag and won't break the bank.

Colors: Apricot, olive green, black, black plaid, light blue, gray, denim, purple, navy, pink, red, rose, white, white stripe, and royal blue

Available Sizes: S to 2X

Stripes are a summer staple, and this lightweight button-up dress is sure to get tons of wear time. Short sleeves and a below-the-knee hemline balance the V-neckline.

Colors: Green and blue stripe

Available Sizes: S to XL