7 Convenient and Comfortable Travel Outfits (2024)

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The holiday season is in full swing, and the most wonderful time of the year is paired with what might be the biggest headache of all: holiday travel. While you can't control the potential flight delays, cramped seats, and unruly passengers you may encounter, you can plan the best possible travel outfit to tackle the journey. Here, we've rounded up a few of our favorite travel outfit ideas, along with links where you can shop the look.

Choose a Comfortable Staple

Let's be honest: comfort is the number one priority when planning a travel outfit. But just because something is comfortable doesn't mean it's not fashionable. Choose one chic staple item that serves as your go-to when planning for a flight, like this navy jumpsuit that we'd happily wear on a non-travel day. Pair it with your favorite sandals (if you're heading to a warm destination, that is) and voila: travel outfit complete.

Pair a Dress With Practical Shoes

A dress is a perfect option for travelers who want to look a bit more put together during their flight. But heels are really a tough sell for a day that consists of running through the airport, getting shuffled through security, and squeezing into an airplane seat. Opt for a pair of chic sneakers instead, like these designs by Tory Burch, that pair fabulously with a dress but are still practical and comfortable.

Optimize Coziness With a Coordinated Sweatsuit

A long-haul flight is exactly the right time to dust off that coordinated sweatsuit you promised to never wear in public. And if you're going to wear a sweatsuit during a busy travel day, make it a chic and cozy cashmere and silk getup like this Something Navy ensemble.

Layers on Layers

If you're traveling with a sweater or coat to a colder destination, the best way to transport them anywhere is simply by wearing them on the flight. Your bulkiest sweater or warmest winter coat will no doubt take up space in your suitcase, so eliminate that issue all together by layering them on during your journey. That means you might be sweating through the terminal, but remember: your coat will double as a blanket once you're on the plane.

Jeans and Cute Flats Will Never Fail

Why not rely on a classic combination on a travel day? Comfortable jeans and a cute pair of flats will never fail as a travel outfit staple. Opt for jeans that are high-waisted and cropped to maximize comfort, and pick a pair of flats you'll wear non-stop once you arrive at your destination.

Leggings Will Not Disappoint

The great debate on athleisure-as-real-clothing may linger on, but there's one point we can all agree on: leggings are the most comfortable bottoms to fly in. Try a standard pair of black leggings with a cozy sweater or jacket, like the green one here, with sneakers for your next travel day. You won't regret it.

Bringing Accessories? Try Wearing Them All

The best way to travel with hats, sunglasses, scarves, and any other accessories you're bringing on a trip is simply by wearing them. Yes, that means you'll be way overdressed for the flight, but truthfully: wouldn't you rather your smaller accessories actually arrive at your destination than get lost as TSA inevitably searches through your bags?