When flying into the mountains, I always try for early flights. If a flight gets cancelled or delayed, you still have time in the day to get on another flight.
I always check in on-line to secure good seats, and I have my boarding passes sent to my iPhone to scan at the gate.
To avoid baggage weight fees, you can always try the guys on the curb and hand them $20 to make it happen.
I fly in and out of Aspen all the time, but if it’s shut down due to weather, I'll zip over to Eagle County Airport near Vail or even Grand Junction.
Get the direct phone number of the check-in counter at various airports so you don't have to wait for an operator in India to help.
The bottom line when traveling into ski country is to be flexible. If you absolutely have to be somewhere at a certain time, build some wiggle room into your trip in case Mother Nature throws you a curve ball.