1. The Substantial Gaucho.
Free of fussy pleats and flimsy fabric, the fall version of the gaucho is the perfect plane pant for a couple reasons. First, it's cozy without being restricting (it's super easy to curl up in these). Second, it looks as polished as work trousers thanks to clean lines and substantial fabric.
2. The Casual Gown.
Made of jersey, soft cottons, or viscose, the casual gown works for weekend wear, but isn't so easy-going you'd ever wear it to the beach. Good for cold-to-hot or hot-to-cold travel, this dress also feels as cozy as your robe.
3. Silk-Blend Top.
Though it seems light and airy, silk is actually one of the warmest materials, which makes it perfect for chilly cabins. But, a 100% silk shirt wrinkles as soon as you sit down, so you should look for a silk-poly blend, which tend to look crisper, longer. Choose a print if you're especially worried about wrinkling.
4. The Technical Trouser.
A suiting pant that's got a little bit of stretch in it is going to be able to move and stretch as you move and stretch, without ending up criss-crossed in wrinkles. The trick is to find a pair with a touch of Lycra and synthetic fibers.

With a slim fit, a substantial hood, and materials not typically found in high school locker rooms, the fashion hoodie is appropriate for everyday wear, and still looks put-together as long as you're not pairing it with sweats.
5. The Overall.
Slightly oversized, and non-pinchy in every way, overalls combine the ease of a jumpsuit with the other-sort-of-ease of a pant.