There are
2,436 mi
from San Mateo, CA to Richmond, KY
That's the driving distance. It would take 1 day 18 hours to go from San Mateo, California to Richmond, Kentucky.
The flight distance (direct flight from San Mateo, CA to Richmond, KY) is 2,065.77 mi.
2,436 mi = 3,920.58 kms