There are
299 mi
from Waterloo, IA to Sheboygan, WI
That's the driving distance. It would take 5 hours 58 mins to go from Waterloo, Iowa to Sheboygan, Wisconsin.
The flight distance (direct flight from Waterloo, IA to Sheboygan, WI) is 249.04 mi.
299 mi = 481.03 kms