There are
3,564 mi
from Anchorage, AK to Winnetka, IL
That's the driving distance. It would take 3 days to go from Anchorage, Alaska to Winnetka, Illinois.
The flight distance (direct flight from Anchorage, AK to Winnetka, IL) is 2,834.19 mi.
3,564 mi = 5,736.44 kms