The closest airport is in Redmond, about 15 miles from Bend, and there are regular direct flights from Portland, Seattle, San Francisco, Denver, Phoenix, and Salt Lake City. Or, choose to fly into Portland, where you will likely find cheaper flights on bigger planes, and then make a road trip of it. Depending on Stumptown's traffic, you can be in Bend in a little over three hours. But fair warning: curvy mountain roads can wreak havoc on those who suffer from motion sickness. Also wildfires are a very big problem when the heat waves hit and sometimes that can close roads or create massive traffic jams.