LuluLemon Steady State Pants - Basically a high quality sweat pant without the bunched up ankle - Super Comfortable
Loose button down over a T-Shirt (not undershirt) - Allows me to take off a layer if its warm
Kizik Slip on trainers. - hands free on/off -Airport security is so inconsistent, regardless of flying class, some US or international airports require shoes off. (CDG I'm looking at you!)

I think I have the perfect outfit for me at the moment, but I am always looking for better options