My travel outfit of the day included a slouchy, comfortable knit cardigan and my favourite pair of skinny jeans. I added an infinity scarf to cover the tank top I haven't washed in a week and a printed silk scarf to cover my hair I haven't washed in an almost similar amount of time.
When I'm travelling not by airplane, my strategy is to wear as much as I can so that I don't have to pack them in my suitcase. Wear your bulkiest shoes (in my case, my stiff riding boots that don't fit in any bag) and as many layers as you can. You'll be comfortable, warm, and save on storage space!
Cardigan- My mother's
Grey tank- H&M
Jeans- American Eagle
Silk scarf- Vintage
Boots- Enzo Angiolini (Nordstroms)