There are
391 mi
from Chesapeake, VA to Massapequa Park, NY
That's the driving distance. It would take 8 hours 32 mins to go from Chesapeake, Virginia to Massapequa Park, New York.
The flight distance (direct flight from Chesapeake, VA to Massapequa Park, NY) is 310.40 mi.
391 mi = 629.93 kms