It’s pretty amazing looking at the world from the perspective of the top of the world. You can clearly see it makes more sense to go from NYC to Japan by way of Canada and Siberia as opposed to going across the U.S. Mainland and the Pacific.
We loose perspective when we look at a flat map. That big curved line we see on standard map is just too difficult for our minds to process. Often we tend to think east-west when the shortest route on a sphere just may be over the top, which is not well represented on a standard map.
And since you brought it up:
Last year I flew HKG-ORD: