There are
968 mi
from Waukegan, IL to Hilton Head Island, SC
That's the driving distance. It would take 18 hours 46 mins to go from Waukegan, Illinois to Hilton Head Island, South Carolina.
The flight distance (direct flight from Waukegan, IL to Hilton Head Island, SC) is 801.49 mi.
968 mi = 1,557.47 kms