Alaska
My first thought was Hawaii but Alaska might actually be closer than Hawaii.
If you consider Russia an Asian country then Russia is the Asian country nearest Alaska. China would be the next closest Asian country. And if you consider Japan, a country not on the Asian continent, Japan might be closer than China is to Alaska
Alaska is Northwest of Chicago. Conversely, Chicago is southeast of Alaska.
Greendland
Alaska.
California
No direct flights from Alaska to Japan.
Alaska is 4 hrs behind Chicago
Hawaii moves about 3 inches closer to Alaska each year
Chicago is closer to Texas because Philadelphia is farther to the east than Chicago is.
Alaska is closer to Washington.