Trip insurance seems counter to gambling; but yesterday for the first time ever, I did so for next month's trip purchased with miles on Delta. I was undecided if I even wanted to go, having returned from 7 nights just 3 weeks ago, so I thought it would be good to have the miles returned if cancelling. (The $27 insurance seemed a lot cheaper than the $150 Delta charges unless you're Platinum or Diamond Medallion.) Only after reading the fine print afterwards did I realize that the insurance covers reimbursement for just about everything EXCEPT cancelling on a whim! Fortunately, I was able to cancel the insurance this morning, so unless I change my mind before midnight, I'll be going … or pay Delta $150 to put the miles back. (I'm usually not this wishy-washy, but nothing in my life over the past year has been "usual.") So now that that's over, I'm wondering if anyone knows of or can recommend travel insurance where you can cancel and get reimbursed (miles or dollars) for ANY reason. And yes, that's a good reason to fly Southwest, but I have lots of miles on Delta, so it made sense to spend some this time.