These Travel Dresses Are as Comfy as Sweatpants (2024)

Table of Contents
Best Budget Travel Dress Best White Travel Dress Best Striped Travel Dress Best Maxi Travel Dress Best Organic Cotton Travel Dress Best Plus-Size Travel Dress Best Travel Dress for Hot Weather Best Petite Travel Dress Best Striped Dress Amazon Essentials Midi A-Line Dress Amazon Essentials Midi A-Line Dress By Anthropologie The Kallie Flowy Maxi Dress By Anthropologie The Kallie Flowy Maxi Dress Caslon Stripe Cotton Gauze Shirtdress in Ivory Cloud Caslon Stripe Cotton Gauze Shirtdress in Ivory Cloud Athleta Presidio Traveler Maxi Dress Athleta Presidio Traveler Maxi Dress Quince 100 Percent Organic Cotton Tiered Maxi Dress Quince 100 Percent Organic Cotton Tiered Maxi Dress Madewell 100 Percent Cotton Melody Smocked Midi Dress Madewell 100 Percent Cotton Melody Smocked Midi Dress Talbot's Easy Travel Fit & Flare Dress Talbot's Easy Travel Fit & Flare Dress Columbia Freezer Tank Dress Columbia Freezer Tank Dress Ann Taylor Double Knit Midi Flare Dress Ann Taylor Double Knit Midi Flare Dress Old Navy Fit & Flare Linen-Blend Midi Dress Old Navy Fit & Flare Linen-Blend Midi Dress Sopliagon Cotton and Linen Shirtdress Sopliagon Cotton and Linen Shirtdress J.Crew Elena Shirtdress in Striped Cotton Poplin J.Crew Elena Shirtdress in Striped Cotton Poplin Chico's Travelers Side Slit Maxi Dress Chico's Travelers Side Slit Maxi Dress O'Neill Reid Light Blue Multi-Stripe Button-Up Midi Dress O'Neill Reid Light Blue Multi-Stripe Button-Up Midi Dress Billabong Jet Set Dress Billabong Jet Set Dress FAQs References
These Travel Dresses Are as Comfy as Sweatpants (1)

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No matter the season, there's always time to daydream about your next vacation. Maybe you have your sights set on planning a girls' weekend? Or perhaps a much-needed escape with the kids or a beach stay to get some peace and quiet with your significant other?

Whatever you're thinking, warm-weather destinations call for a few staples: a swimsuit, a cover-up, flip-flops, and sunglasses top the list. Another nice-to-have? A travel dress that goes the distance. Travel dresses are versatile pieces of clothing that instantly complete your getaway capsule. They're comfortable, multifunctional, one-and-done travel pieces that will withstand long days of adventuring.

Our Top Picks:

The most packable styles are those made of wrinkle-resistant fabrics, but you'll also want to keep an eye out for breathable materials that keep you cool when you’re on the go. Relaxed fits and modest silhouettes are easy to wear on the plane (anyone else like to curl up in their seat and binge on mini pretzels?), while versatile T-shirt styles and flowy maxis are road-trip-ready. And how can we forget pockets?! Never more convenient, they’re perfect to hold your ticket to the museum, stash your sunglasses, or even carry some hand sanitizer.

When you're exploring on your feet all day, pair your dress with super-comfy, minimalist sneakers before swapping them with walkable wedges for a night out—consider your packing woes solved. To bid you bon voyage, we found the most comfortable women's travel dresses that will get you jet-set prepped in no time.

1

Best Budget Travel Dress

Amazon Essentials Midi A-Line Dress

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1

Best Budget Travel Dress

Amazon Essentials Midi A-Line Dress

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

2

Best White Travel Dress

By Anthropologie The Kallie Flowy Maxi Dress

These Travel Dresses Are as Comfy as Sweatpants (14)

2

Best White Travel Dress

By Anthropologie The Kallie Flowy Maxi Dress

Ideal for both beach breaks and lounging at the hotel or home, this dreamy gauze pullover will definitely become a go-to. Petites and plus sizes, rejoice—it comes in an extended range of sizes (and colors!).

Colors: White, black, sage, red, blue green, and mauve

Available Sizes: XXS to 3X

3

Best Striped Travel Dress

Caslon Stripe Cotton Gauze Shirtdress in Ivory Cloud

These Travel Dresses Are as Comfy as Sweatpants (15)

3

Best Striped Travel Dress

Caslon Stripe Cotton Gauze Shirtdress in Ivory Cloud

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

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4

Best Maxi Travel Dress

Athleta Presidio Traveler Maxi Dress

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4

Best Maxi Travel Dress

Athleta Presidio Traveler Maxi Dress

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

5

Best Organic Cotton Travel Dress

Quince 100 Percent Organic Cotton Tiered Maxi Dress

These Travel Dresses Are as Comfy as Sweatpants (17)

5

Best Organic Cotton Travel Dress

Quince 100 Percent Organic Cotton Tiered Maxi Dress

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

6

Best Plus-Size Travel Dress

Madewell 100 Percent Cotton Melody Smocked Midi Dress

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6

Best Plus-Size Travel Dress

Madewell 100 Percent Cotton Melody Smocked Midi Dress

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

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7

Talbot's Easy Travel Fit & Flare Dress

These Travel Dresses Are as Comfy as Sweatpants (19)

7

Talbot's Easy Travel Fit & Flare Dress

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

8

Best Travel Dress for Hot Weather

Columbia Freezer Tank Dress

These Travel Dresses Are as Comfy as Sweatpants (20)

8

Best Travel Dress for Hot Weather

Columbia Freezer Tank Dress

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

9

Best Petite Travel Dress

Ann Taylor Double Knit Midi Flare Dress

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9

Best Petite Travel Dress

Ann Taylor Double Knit Midi Flare Dress

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

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10

Best Striped Dress

Old Navy Fit & Flare Linen-Blend Midi Dress

These Travel Dresses Are as Comfy as Sweatpants (22)

10

Best Striped Dress

Old Navy Fit & Flare Linen-Blend Midi Dress

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

11

Best Travel Dress on Amazon

Sopliagon Cotton and Linen Shirtdress

These Travel Dresses Are as Comfy as Sweatpants (23)

11

Best Travel Dress on Amazon

Sopliagon Cotton and Linen Shirtdress

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

12

Best Shirtdress

J.Crew Elena Shirtdress in Striped Cotton Poplin

These Travel Dresses Are as Comfy as Sweatpants (24)

12

Best Shirtdress

J.Crew Elena Shirtdress in Striped Cotton Poplin

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

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13

Chico's Travelers Side Slit Maxi Dress

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13

Chico's Travelers Side Slit Maxi Dress

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

14

O'Neill Reid Light Blue Multi-Stripe Button-Up Midi Dress

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14

O'Neill Reid Light Blue Multi-Stripe Button-Up Midi Dress

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

15

Billabong Jet Set Dress

These Travel Dresses Are as Comfy as Sweatpants (27)

15

Billabong Jet Set Dress

Now 21% Off

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

These Travel Dresses Are as Comfy as Sweatpants (28)

Sara Klausing

Sara Klausing covers all things fashion and style for Oprah Daily. Follow her on Instagram.

These Travel Dresses Are as Comfy as Sweatpants (29)

Paula Lee

Freelance Fashion Editor

Paula Lee is a freelance Fashion Editor. Off duty, she can be found day-tripping around the tri-state area, hanging around farm animals, or browsing the library stacks.

These Travel Dresses Are as Comfy as Sweatpants (2024)

FAQs

Are sweatpants good for travel? ›

While you can't predict flight delays, traffic to the airport, or lost baggage, one of the few things that are in your control is your travel wardrobe — and you can always rely on a pair of comfy sweatpants to keep you cozy while you're on the move. For many travelers, that go-to pair is the Pact Airplane Joggers.

What are the best clothes for traveling? ›

Generally soft, stretchy, and loose-fitting clothing is best for travel, as it'll keep you comfy and won't feel restrictive on long flights or drives. Some people may also opt for compressive clothing, like leggings or compression socks, which helps promote circulation on long travel days.

Are sweatpants comfortable? ›

Warmth: Made of thicker fabric, sweatpants usually offer a lot of warmth during the winter months. Because they fit more loosely, the air trapped inside will warm from your body heat, and that will help keep you warm too. Comfort: The word 'sweatpant' might just be a synonym for comfort.

What are the best pants to wear on an airplane? ›

No one wants to sit through a seven-hour flight in constricting jeans or too-tight shoes — soft, stretchy, and stylish clothing is the way to go. Athleisure sets, loose-fitting pants and tops, and slip-on shoes all make for comfy and convenient plane outfits.

Why wear sweatpants on a plane? ›

When it comes to comfort, as previously mentioned, many air travelers make the decision to wear sweat pants and a comfortable top. In addition to being comfortable, you will find, in most cases, that these types of clothes are the best for airport security, especially when entering airport screening checkpoints.

What is the most comfortable outfit to wear on a plane? ›

Pieces made of finely woven knits that feel as soft as a cloud, compression fabrics that prevent swelling, and buttery cashmere travel blankets that you can cocoon yourself in are among the ones we recommend for overnight or otherwise lengthy flights.

What is the best outfit to wear to the airport? ›

It's an imperfect science: Dressing too formally can leave you uncomfortable for hours, while going too casual can feel embarrassing. The secret? Mixing high-low staples like sweatpants, cute sweaters, white sneakers, and T-shirts into pulled-together (and extremely comfy) outfits.

Is it OK to wear sweatpants every day? ›

If you can't bring yourself to wear anything than sweatpants and old t-shirts even when you know they're not appropriate, then yes. If you dress nicely and your lifestyle allows for wearing sweatpants almost all the time no.

Should sweatpants be tight or baggy? ›

The leg fit should be tapered but a little looser around the crotch and thighs. It's best to go for an elasticated waistband and leg openings. Sweatpants should be comfy. Make sure they're not too tight.

What is the most comfortable material for sweatpants? ›

Cotton – Cotton is a natural fiber that is commonly used in the construction of sweatpants and joggers. It is soft, breathable, and absorbs moisture, making it an excellent choice for casual wear. Cotton is also durable and easy to care for, which makes it a popular choice for everyday clothing.

How do I look classy on a plane? ›

Designers Share Their Top Long-haul Style Tips
  1. Dress in black and white. “Monochromatic tones are an effortless way to look your best. ...
  2. Choose wrinkle-resistant fabrics. ...
  3. Stick to a uniform. ...
  4. Pack a different outfit for the plane. ...
  5. Dress in cashmere. ...
  6. Carry a stylish bag. ...
  7. Take mini hair products.

What to wear on a long flight woman? ›

Wear Breathable Tops

Choose a breathable and lightweight top that will keep you cool and comfortable during your flight. Cotton or linen tops are great options, as they are breathable and won't cause you to overheat. Avoid tight-fitting tops, as they can restrict your movement and cause discomfort.

Is it better to wear leggings or jeans on a plane? ›

Although a pair of comfy leggings is the go-to for many when flying, aviation expert Christine Negroni advises against it, just in case there's an emergency onboard the flight. She told The Sun: "You might have to escape through a cabin fire or there could be a separate fire on the ground once you leave the aircraft.

Is it okay to wear sweatpants on a flight? ›

Sweatpants are comfortable and perfect for long flights. Make sure your sweatpants are clean and presentable. Pair your sweatpants with a nice top or jacket for a stylish look. Avoid wearing sweatpants that are too baggy or have holes.

Should I wear sweatpants on a long flight? ›

Sweatpants can be a great choice for a long flight because they are loose-fitting and made of soft, stretchy material. They allow for easy movement and provide comfort during the journey. However, it's important to consider the temperature on the plane and the dress code of your destination.

Is it okay to wear sweatpants to airport? ›

In general, there are no specific restrictions on wearing sweatpants at the airport. However, it is important to consider security screening procedures. Sweatpants with excessive pockets, zippers, or buttons may require additional screening, which could cause delays or inconvenience.

Can you wear sweatpants or jeans on a plane? ›

Wearing jeans helps save luggage space and can be as comfortable as sweats if they are well-worn.

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