I always struggle with this a bit. I fly 5 to 6 times a year. I want to be comfortable but still look put together and not sloppy. I want shoes that are easy to get on and off, will keep my feet warm in flight and are comfortable to walk in. I want colors that will hide any drips or dribbles just in case. I usually end up in khakis, black chinos or nice jeans with a knit top and light jacket. I'll add a sweater in cooler temps. I wear a pair of Clark shoes for comfort. Not a fashion queen by any means but enough to feel passable. I am always surprised by the flip flops, sundresses, short shorts, 3 inch heels etc. More power to 'em, I'd be miserable. Do you have a go-to outfit for travel?