If you choose a commercial flight option Timberline in MT.hood, OR will be open. I am not sure of the amount of terrain that they will have open, but it should be a somewhat short flight for you. I am going to be there early May, I hope conditions will be somewhat good.
I visited Mt. Hood during 1999's Summer, and it was pathetic: about 300 meters of snow open for two hours in early mornings
Thanks for the detailed answer.