There are
1,170 mi
from Waterloo, IA to Middletown, CT
That's the driving distance. It would take 21 hours 53 mins to go from Waterloo, Iowa to Middletown, Connecticut.
The flight distance (direct flight from Waterloo, IA to Middletown, CT) is 1,010.46 mi.
1,170 mi = 1,883.57 kms