There are
2,977 mi
from San Jose, CA to Chesapeake, VA
That's the driving distance. It would take 2 days 4 hours to go from San Jose, California to Chesapeake, Virginia.
The flight distance (direct flight from San Jose, CA to Chesapeake, VA) is 2,490.11 mi.
2,977 mi = 4,791.10 kms