So for super-sonic flight, that path might be modified to be off-shore enough to keep sonic boom over the ocean, but follow the East coast closely enough that an airport capable of accommodating the plane for an emergency landing is always within a reasonable distance. (Bonus points for being able to fuel up and take off again.) It isn't simply a problem in spherical geometry.
The only places in between with enough space to get up to supersonic and subsequently drop out in time for population are a few chunks of Nevada, Utah, New Mexico, and Colorado. Look at a night time satellite picture of the US to see how infeasible flying over most of the eastern US is.
I grew up in fly-over land, and military training flights based out of the Dakotas used to go overhead; we would get the occasional boom.
(Also, once in a while doing my farm-kid chores driving a noisy piece of machinery across a hay field I would get buzzed by a jet sneaking up from behind me flying at a very low altitude. It was always startling because I never heard them coming over the noise of the tractor. I'm sure I made a pretty good surrogate for an enemy tank...)
Do you know a good way to check, for a particular flight route, how much of it would be eligible for supersonic flights?