How to Make the Cutest Outfits Possible With Your Comfiest Clothes

Depending on where your plane ride takes you, you may need to be prepared for a meeting or an event right after baggage claim. Invest in an oversize wool blazer that's comfy, but allows room for layering underneath and stay away from traveling in a heel. If you need to look sophisticated, a flat leather boot will do, and you can always wear a wax-coated legging or a trouser that doesn't wrinkle when sweats aren't appropriate.