There are
1,895 mi
from Upland, CA to Winona, MN
That's the driving distance. It would take 1 day 9 hours to go from Upland, California to Winona, Minnesota.
The flight distance (direct flight from Upland, CA to Winona, MN) is 1,546.24 mi.
1,895 mi = 3,050.41 kms