There are
2,162 mi
from Waukegan, IL to Pleasanton, CA
That's the driving distance. It would take 1 day 13 hours to go from Waukegan, Illinois to Pleasanton, California.
The flight distance (direct flight from Waukegan, IL to Pleasanton, CA) is 1,817.35 mi.
2,162 mi = 3.22 kms