There are
1,163 mi
from Kissimmee, FL to Milford, CT
That's the driving distance. It would take 22 hours 16 mins to go from Kissimmee, Florida to Milford, Connecticut.
The flight distance (direct flight from Kissimmee, FL to Milford, CT) is 1,010.48 mi.
1,163 mi = 1,872.03 kms