8 Comfortable Yet Stylish Outfits to Wear While Traveling

Travel can be an uncomfortable experience, but it doesn’t have to be! Often times you’re squished into a tight seat, the temperature is either too hot or too cold, and it’s hard to relax until you get to your final destination.

One way that can be remedied is to dress in a way that’ll help you relax and get as cozy as possible. Sitting in a car for a road trip or on a plane for an oversees flight can certainly be difficult, but if you have an outfit that fits and looks stylish, you’ll be all the more comfortable!

Here are a few outfit ideas to consider for your next trip to ensure that you’re comfortable in whatever travel situation you find yourself in.

Refined Cozy

Instead of putting on sweatpants, leggings or pajamas, opt for a fashionable tracksuit. Many brands make cute joggers with matching bomber jackets. Pair this duo with some all-white athletic shoes and your surrounding passengers will envy your comfort and style!

From Cool to Warm

When traveling a long distance, chances are that the climate between destinations with vary. Plus, planes are kept cool to avoid anyone from overheating and getting sweaty (and consequently smelly). Traveling to NYC during the winter almost guarantees the need for some warmer-than-normal attire. Even the most comfortable sedans and SUVS don’t allow for ideal temperature control.

To avoid being cold throughout your travel, wrap a flannel around your waist, wear a detailed short-sleeved shirt, and top with a zip-up fleece jacket. This allows you to carry multiple layers without filling up the minimal space in your carry on.

Warm and Classy

Dresses are one of the most comfortable clothing options when traveling, plus you’re guaranteed to look stylish. Sweater dresses are all the rage in 2019, and they are easy to pair with other accessories. If you’re headed to town right when you get to your destination, this is a perfect outfit choice. Grab your favorite handbag and dress up the look with a pair of high-fashion earrings and you’re ready to go!

Celebrity Inspired

Celebrities are well rehearsed in the world of travel. Because of this, it’s easy to turn to them for comfortable and stylish travel outfit inspiration. One of the most common looks you’ll see among start in airports is a short wedge shoe, designer jeans, detailed belt, and simple t-shirt. Not only is this outfit comfortable for travel, but it also allows for easy accessorizing. Add a hat, cute handbag, and some trendy jewelry to round out this look!



Put the “leisure” into “athleisure” with this comfortable outfit that’s perfect to travel in. Throw on a pair of high-quality yoga pants and a soft, breathable crewneck sweatshirt. Pair this with your favorite Vans and you’re ready to travel! You’ll be able to squeeze into tight seat and not feel uncomfortable, plus you’ll be warm and ready for a power nap.


From Day to Night

A simple black dress is one of the most versatile items you can own. With your favorite flannel around your waist, you’re guaranteed warmth, plus you’ll be ready to go out to the bar, club, or favorite restaurant when you arrive!

This day-to-night look is an opportunity to look and feel great. You can also use a variety of different scarves or necklaces to dress it up, as well as various cardigans or sweaters, depending on the weather.

Straight to the Office

While it’s not ideal, it’s sometimes necessary to travel in business attire. If you’re headed straight to the office, consider these outfit ideas first. White or black ankle-length dress pants are always appropriate for business attire, plus they allow for flexibility with the rest of the outfit. Pair them with a button-down, collared shirt and some cozy slip-on shoes, like ballet slippers or flats. It’s the perfect type of shoe to pop on and off easily while traveling, plus you won’t blister your heels. You can also put on a trench coat or a stylish silk scarf to pull the outfit together in its entirety.

What Not to Wear: Pajamas

There are plenty of options for comfortable travel outfits. While fashion might not be first on your list of priorities, that doesn’t mean you shouldn’t get dressed at all. Wearing pajamas in public is not a good option, especially when there are so many other ways to be comfortable yet stylish when traveling. If all else fails, fall back on the “Athleisure” option. It’s not pajamas, but it’s still comfortable and an acceptable travel outfit.

No matter what you wear, your priority when traveling should be to get as comfortable as possible while still looking presentable. Hopefully some of these outfit choices can help you find a combination of clothes that’ll help you fit in a car, plane, or train with the most comfort. There are likely a lot of ways you can mix and match your clothes to find the combination that works best for you.


Photo credits: Vogue Magazine, The Daily Mail, Glamour, Celebsfirst


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