There are
2,685 mi
from Chesapeake, VA to Upland, CA
That's the driving distance. It would take 1 day 23 hours to go from Chesapeake, Virginia to Upland, California.
The flight distance (direct flight from Chesapeake, VA to Upland, CA) is 2,317.73 mi.
2,685 mi = 4,320.82 kms