Yes, even us little guys make the country a little smaller even though we poke along at 125 mph.
Beats driving any day of the week. And with the smaller planes, you get to see parts of the country that commercial airlines never go to.
Yes you are right, I live near Jackson MS and once I flew from 73 degrees to 28 degrees in Owensbory KY. Flight was only 3 hours and I forgot about the temp changes, and wore shorts!
Kinda of amazing how things “just works” with a quality organization like Angel flights 
As you probably can see, a lot of careful coordination is needed between legs. It’s not like they have the resources of airlines, only volunteers, which is a true credit to the person volunteering.
Don’t forget to tell the folks behind, they can track you on this website if the pilot uses the IFR rules. If the pilot elects VFR, then flight tracking is not available.
Just ask the pilot before leaving and give your folks that want to track you a call before leaving. All you need is the “tail number” of the airplane (painted on the sides of almost all airplanes) and then in this website put the tail nail number beginning with the letter N. I.E N1943L will bring up my airplane and past flights.
They just may enjoy following you on your journey across this great US of A.
Allen