There are
2,009 mi
from The Dalles, OR to Waukegan, IL
That's the driving distance. It would take 1 day 11 hours to go from The Dalles, Oregon to Waukegan, Illinois.
The flight distance (direct flight from The Dalles, OR to Waukegan, IL) is 1,660.14 mi.
2,009 mi = 3,232.50 kms