There are
2,147 mi
from San Leandro, CA to Winnetka, IL
That's the driving distance. It would take 1 day 13 hours to go from San Leandro, California to Winnetka, Illinois.
The flight distance (direct flight from San Leandro, CA to Winnetka, IL) is 1,836.27 mi.
2,147 mi = 3.22 kms