Askov Finlayson x BAD Bags #3 Duffel - $100
Checking luggage is a crap shoot as it is. Checking luggage in November/December? Asking for a migraine. This thing is not only carry on-friendly, but made of 1,000-denier CORDURA — so while it looks like brushed cotton, it is coated with urethane and DWR, making it wear-and-tear-and-water-resistant.
Or even distracted. Physically, you have to be at the airport. Mentally? Take yourself miles and miles away.