There are
2,241 mi
from Waukegan, IL to Medford, OR
That's the driving distance. It would take 1 day 15 hours to go from Waukegan, Illinois to Medford, Oregon.
The flight distance (direct flight from Waukegan, IL to Medford, OR) is 1,776.06 mi.
2,241 mi = 3.22 kms