There are
1,187 mi
from Waterbury, CT to Kissimmee, FL
That's the driving distance. It would take 22 hours 49 mins to go from Waterbury, Connecticut to Kissimmee, Florida.
The flight distance (direct flight from Waterbury, CT to Kissimmee, FL) is 1,030.36 mi.
1,187 mi = 1.61 kms