There are
798 mi
from Chesapeake, VA to Auburndale, FL
That's the driving distance. It would take 15 hours 4 mins to go from Chesapeake, Virginia to Auburndale, Florida.
The flight distance (direct flight from Chesapeake, VA to Auburndale, FL) is 681.23 mi.
798 mi = 1,284.43 kms