There are
2,141 mi
from Orland Park, IL to San Mateo, CA
That's the driving distance. It would take 1 day 12 hours to go from Orland Park, Illinois to San Mateo, California.
The flight distance (direct flight from Orland Park, IL to San Mateo, CA) is 1,844.17 mi.
2,141 mi = 3,444.90 kms