There are
2,995 mi
from Chesapeake, VA to San Mateo, CA
That's the driving distance. It would take 2 days 5 hours to go from Chesapeake, Virginia to San Mateo, California.
The flight distance (direct flight from Chesapeake, VA to San Mateo, CA) is 2,509.56 mi.
2,995 mi = 3.22 kms