There are
1,955 mi
from Upland, CA to Madisonville, KY
That's the driving distance. It would take 1 day 10 hours to go from Upland, California to Madisonville, Kentucky.
The flight distance (direct flight from Upland, CA to Madisonville, KY) is 1,698.77 mi.
1,955 mi = 1.61 kms