Let’s confine the parameters to the continental United States. Pick a point towards the middle such that the point can get no further from the border. Then, draw a circle around the point such that it can be no larger without crossing a border. I don’t know what the radius would be in miles, but i’ll just use a nice round number and call it 500 miles. The distance from the most northern point to the most southern point would be 1000 miles. East to west would be 1000 miles. In fact, every point would be equal distance to its opposite.
Now, let’s say the entire area of the circle was paved and flat and we ran a car race where we both averaged 100 MPH. We would essentially tie every time we raced. What’s most important here is that it wouldn’t matter what direction we raced. We always tie.
Now, you decide to take to the skies while I remain below. We run 360 races (one for each degree of the circle). In fact, it’s like running 180 courses twice—one one way and one the other way. No matter what, we always average 100MPH.*
But, we don’t tie anymore with one exception. You beat me each and every time except for the one time we tie. If I want to run the race again (and not lose) where do I start, and where do I finish? Essentially, what direction do I go? Which of the 180 tracks do I choose and which way do I run it?
It sounds like you are asking, "if you jump straight into the air, how for to the West will you land". Right? You are asking how far the planet moves beneath you in a given amount of time while airborne, versus being in contact with the ground? It also sounds like you are trying to compare two ground-racers.. but why would either beat the other when they are both traveling the same distance on the ground? The question doesn't really make sense to me.
That is just not how it works. Gravity affects the air just as much as the ground beneath it. The air is just a less-dense part of the planet, in a manner of thinking. Just like the water in the oceans.... The air moves with the ground as the planet rotates. Other forces affect the motion of air (wind from weather) which is caused by uneven heating of the surface of the Earth.... The ground itself does not move at different speeds relative to any other piece of ground (they do not move relative to each other, otherwise our planet would have ripped itself in half long ago)