There are
2,255 mi
from San Mateo, CA to Greencastle, IN
That's the driving distance. It would take 1 day 15 hours to go from San Mateo, California to Greencastle, Indiana.
The flight distance (direct flight from San Mateo, CA to Greencastle, IN) is 1,907.70 mi.
2,255 mi = 3.22 kms