There are
544 mi
from Chesapeake, VA to Canandaigua, NY
That's the driving distance. It would take 11 hours 20 mins to go from Chesapeake, Virginia to Canandaigua, New York.
The flight distance (direct flight from Chesapeake, VA to Canandaigua, NY) is 426.07 mi.
544 mi = 874.69 kms