There are
945 mi
from Waterbury, CT to Owensboro, KY
That's the driving distance. It would take 17 hours 52 mins to go from Waterbury, Connecticut to Owensboro, Kentucky.
The flight distance (direct flight from Waterbury, CT to Owensboro, KY) is 791.12 mi.
945 mi = 1,520.17 kms