India, July 28 -- When it comes to flying, I've done it all: long, 30-hour travel days, hoping for some semblance of sleep on red eyes, boarding at midnight, boarding at 6 a.m., economy with about 1 inch of legroom, and business class with all the amenities.

If there's one thing I've learned from logging all those air miles, it's that not all flights are created equal, and neither are the travel outfits you wear on them. A red-eye calls for cozy, sleep-ready layers, while a tropical landing begs for breezy, resort-ready pieces you can step off the plane and into vacation in. That's why I've rounded up my favorite go-to airplane outfits, each tailored to a different travel scenario, and all of them stylish, practical, and available on Am...