Other Credit Card Programs - When should I buy using TYP: mid Dec Trip

1) I am traveling from SJC to DEN on Dec 17 and rtn on Dec 18 Fri.
Should I buy it tomorrow using TYP or wait some more time?

A few weeks ago, there was no Frontier flight from DEN to SFO at 9:10pm, F90165 - I waited and it is now available - otherwise I would have gone to SFO instead!

If the price is down, I shall take United, my favorite.

2) Last Wed to Fri, it was snowstorm in CO. If such things happen in Dec, what will happen to my tkt?

3) Should I get a travel insurance to protect my air tkt?

Any other tips?

Thanks

Using ThankYou Points does not affect this decision, buy when you can afford the ticket. ThankYou Network does not issue airline "award" tickets. In the event of irregular operations the airline will treat you the same as any other customer, you will be travelling on a purchased ticket paid for by ThankYou Network through Expedia.