There are
3,001 mi
from San Mateo, CA to Chesapeake, VA
That's the driving distance. It would take 2 days 5 hours to go from San Mateo, California to Chesapeake, Virginia.
The flight distance (direct flight from San Mateo, CA to Chesapeake, VA) is 2,509.56 mi.
3,001 mi = 4.83 kms