There are
1,159 mi
from Waterbury, CT to Longwood, FL
That's the driving distance. It would take 22 hours 13 mins to go from Waterbury, Connecticut to Longwood, Florida.
The flight distance (direct flight from Waterbury, CT to Longwood, FL) is 1,002.88 mi.
1,159 mi = 1,865.74 kms