Layers, Layers, Layers
Air travel is often an assemblage of various disparate micro-climates, from the sweat-inducing sunny tarmac to the arctic air-conditioned cabin during flight. So fight discomfort with plenty of layers. I like to wear a washable cotton scarf that's a large enough to double as a wrap when it's particularly chilly. Pashminas, shawls, wraps, cardigans, sweatshirts, vests, and light jackets are perfect. You can even fold or roll soft items, like cotton jackets, and use them as makeshift pillows during flight. Plus, the more layers you pile on your body, the less you need to pack in your luggage. Roll items and stuff them in your carry-on bag or under the seat in front of you if you're too warm. A foldable, reusable bag like Baggu, which takes up almost no suitcase space and can even be scrunched up and stuffed into a pocket, is useful for toting extra apparel that you've taken off. Layers that help you regulate temperature while flying also come in very handy when traveling through various (actual) climates.
Support or Compression Legwear
Many doctors recommend that pregnant women wear support or compression stockings or socks in flight. But compression legwear is also a good choice for those with pre-existing medical conditions, travelers taking long-haul flights, and anyone who flies often. The socks or stockings, which promote blood circulation, help prevent swelling of the legs, and help guard against deep vein thrombosis (DVT), work by putting pressure on leg muscles and increasing blood flow. You can find them at many pharmacies and drug stores, and they're often available from travel-supplies stores like Magellan's.
Comfortable, Simple Shoes
It's best to wear extremely comfortable, mostly flat shoes on the plane-think of your poor feet after hours or even days of sitting, standing, and walking en route to your destination. You'll also want to select shoes that are easy to slip on and off when passing through airport security. My favorite shoes to wear on a plane are Keds Skimmers for women, which offer sneaker-grade comfort but look more like cute ballet flats. Additionally, I recommend CitySlips (for women), Toms (for men and women), and higher-end Tieks (for women). Tieks also offers a line of vegan shoes.
Clothes with Lots of Pockets
With all kinds of airline baggage fees dropping like hot bricks, clothes that do double duty as wearable carry-on bags are de rigueur. We love the Scottevest Travel Vest (available for men or women). And there are myriad other travel jackets out there that feature an explosion of pockets, like the Ultimate Travel Jacket from Orvis or the (admittedly dorky-looking) Voyager Vest, which appears to be exactly the same as a fishing vest. But it gets the job done, if you can pull off the angler look.
As we mentioned before, DVT is a danger on flights, where travelers stuck in cramped seats for long periods of time are at greater risk for developing blood clots. To reduce the risk of getting DVT, the University of Washington Medical Center recommends avoiding 'tight clothing, nylons, or socks (especially the type that are too tight at the top and/or leave marks on your skin) that might restrict blood flow through veins.' So leave your skinny jeans at home and opt for less restrictive garments like A-line skirts, loose-fitting dresses, or more relaxed straight-or wide-leg pants. TravelSmith's Aero Microfleece Pants (for men) feel and fit like sweats, but won't make you look like a hospital escapee.
Don't throw fashion totally out the window. When it comes to dressing for a flight, much of our advice focuses on function. But dressing with a bit of style-while keeping conscious of comfort, of course-could help you get a free upgrade. An anonymous source told Goop, "On a Virgin flight back to Heathrow, I spotted one of the staff's monitors that read, 'Look for well-dressed people to upgrade.' The staff then began looking around for well-dressed people to upgrade. I'm not saying this will happen every time, but if you are looking to get upgraded, it helps to look smart." Throw a flowy, fashion-forward dress on over your compression socks and flash the airline staff a smile.
Rethink What You Wear On the Plane! - Travel Tip
Airplane/Traveling Hair, Makeup, Outfit! +My Carry on essentials