There are
2,968 mi
from Cupertino, CA to Poughkeepsie, NY
That's the driving distance. It would take 2 days 4 hours to go from Cupertino, California to Poughkeepsie, New York.
The flight distance (direct flight from Cupertino, CA to Poughkeepsie, NY) is 2,548.95 mi.
2,968 mi = 4,776.25 kms