There are
2,983 mi
from Pleasanton, CA to Chesapeake, VA
That's the driving distance. It would take 2 days 4 hours to go from Pleasanton, California to Chesapeake, Virginia.
The flight distance (direct flight from Pleasanton, CA to Chesapeake, VA) is 2,483.96 mi.
2,983 mi = 4,801.32 kms