5 Frequent Flier-loved Airplane Outfits at Amazon

I’ve been traveling my entire life, and after 30 years of catching flights, I’ve learned a thing or two about dressing properly for the plane. Comfort should always come first when building an airport outfit, and that means that certain fabrics—like starchy denim and stuffy rayon—are not an option. But prioritizing comfort shouldn’t have to come at the expense of fashion, and it turns out Amazon has hundreds of travel clothesshoes, and accessories on sale that can help you build a stylish, functional plane ensemble.

I’ve pored over hundreds of Amazon travel pieces to curate five flight-friendly airplane outfits, all suited for different kinds of fall trips. From a polished tote for the business class flier to a camp-ready fit for the outdoor enthusiast, these five ensembles are ready for your next adventure—starting at just $13.

For the Long-haul Flight

Exhausting, hours-long flights can do a number on your spirit, but the right essentials can help you keep your cool. To avoid tired, swollen feet, swap your ankle socks out for these Charmking compression sockswhich promote good blood circulation in the air. Show your feet some additional love with The Casual Clogs from Rothy’s. These luxe, internet-beloved shoes have stretchy, breathable knit uppers and contoured, cushioned footbeds that’ll cradle your soles from takeoff to touchdown.

If you know, you know—few travel woes are worse than having to wear jeans on an international long-haul flight. You deserve to look and feel your best on these cross-country trips, and this chic matching set delivers on both fronts. Featuring a relaxed V-neck sweater top and a pair of slightly flared, relaxed knit pants, this elevated combo is easy to dress up or down with the right accessories. Five-star reviewers are calling it “a perfect travel day outfit,” and we’re inclined to agree.

A reliable pair of noise-canceling earbuds is also worth its weight in gold on long-haul flights. These Apple AirPod Pro 2 earbudson sale for $170, have earned over 30,000 five-star ratings from shoppers for their comfort, sound quality, and, of course, noise-cancelling capability. One customer who purchased a pair for his wife beamed, “We recently took a flight, and the noise cancellation feature was a game-changer. It helped her get some much-needed sleep during the journey.”

For the Red-eye Flight

Every second of sleep counts on an overnight flight—especially if you plan on jumping into a full day’s worth of activities upon arrival. Don’t leave your shut-eye up to chance; instead, pack a light-blocking sleep eye mask, like this one from Mzoo. After multiple rounds of testing, this mask earned the T+L Trusted title of Best Memory Foam Sleep Maskthanks to its padded and molded eye cups that are comfortable to wear for hours on end. While you’re at it, go ahead and add this cozy two-in-one blanket and travel pillow to your cart, since cold temperatures can make it more difficult to fall asleep and stay asleep.

Since you’ll be landing in the early morning, you’ll want to wear an outfit that you can feel polished in right off the plane. This matching tracksuit from Prettygarden is up for the task. It’s made with a “buttery soft” fleece fabric, yet has an elevated appearance that’s appropriate for touring your final destination. One five-star reviewer put it best: “This feels like wearing pajamas but looks put together.”

The right pair of shoes can put some extra pep in your step at baggage claim. These Skechers Hands Free Slip-ins get my vote; they’ve got elastic, no-tie shoelaces that allow you to slip them on and off in a flash, plus a cushioned heel pillow that holds your foot in place while preventing blisters. And according to reviewers, they’re comfortable right out of the box. “I didn’t really (need to) break them in,” wrote one shopper who’s sported them at the gym and the office. “They felt good to go from the start.”

For the Business Traveler

While nylon backpacks and duffel bags are fine personal bag choices for vacations and getaways, business trips call for something more elevated—enter the Coach Willow Tote 38a buttery leather work bag that’s worthy of a first-class upgrade. On rare sale for 16 percent off, this stunner comes with multiple zippered pockets, including a main compartment large enough for a 13-inch laptop, as well as a crossbody strap and four protective feet at the bottom to protect the bag from scuffs.

Comfort should be a priority no matter what kind of trip you’re on, and these Ewedoos Wide-leg Work Pants are just as comfy as they are office-appropriate. Rather than non-stretch cotton or twill, these slacks are made with a stretchy, wrinkle-resistant spandex-blend material that “packs well,” according to Amazon shoppers.

Roomy and relaxed, these pants would look fabulous with a fitted, mock-neck sweater top, such as this breathable, short-sleeved option. Shoes with a fun pattern—like these leopard print, pointed-toe ballet flats—pull the final look together and add some personality to this otherwise neutral outfit.

For the Comfort-over-everything Traveler

In the pursuit of maximum comfort, nothing beats an oversized sweatsuit, and I’m obsessed with this option from Automet. Available in 18 different colors, this combo includes a perfectly oversized hoodie and a pair of relaxed jogger sweatpants, complete with two side pockets and an adjustable drawstring waistband.

When it comes to stress-free flights, accessibility and comfort are equally important—and a sling bag can make it easy to grab your most important travel essentials. I love this featherweight, quilted style from Vera Bradley. It’s large enough to hold travel documents, tech accessories, and snacks, and it has an adjustable crossbody strap. Amazon shoppers are singing its praises, with one five-star reviewer raving that it’s just as stylish—but way roomier—than their Lululemon Belt Bag.

For those chasing comfort, I recommend swapping bulky over-ear headphones for a Bluetooth headband that won’t dig into your skin. My boyfriend and I both own and swear by this one from Musicozy. The stretchy material distributes pressure evenly, and the battery lasts an impressively long time. Once you’re in the air, step into these Athmile slippers for an extra dose of coziness. These foldable slippers take up minimal space in a carry-on and have grippy rubber soles to protect your feet from the airplane bathroom floor.

For the Outdoor Adventurer

If you booked an outdoor adventure this season, I recommend an airport ensemble that can seamlessly transition from plane to campsite. I own and love these Toomet Cargo Pants and have worn them on plenty of hikes and flights. They’re super lightweight, easy to move around in, and have six roomy pockets, which have proven useful for discreetly stashing my toiletries during airplane bathroom trips.

Half-zip fleece pullovers are my cozy, throw-on-and-go layer of choice for outdoor trips, and this style from Columbia pairs perfectly with the aforementioned cargo hiking pants. As for the shoes, you can’t go wrong with a pair of camp clogs. I’m excited to see that these Chaco clogs are on sale; on top of cushioned EVA midsoles and a fuzzy fleece-lined interior, they feature durable ripstop nylon uppers and rugged outsoles that can handle any kind of terrain.

To save packing space, I’m going with a roomy, water-resistant hiking pack for my personal item. There are hundreds of discounted packs to choose from during this sales event, but The North Face’s Router backpack caught my attention. This durable travel bag is flush with organizational pockets and functional details and is constructed with a water-repellent material that’ll keep your gear dry on the trails.

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