There are
1,959 mi
from Gresham, OR to Waunakee, WI
That's the driving distance. It would take 1 day 10 hours to go from Gresham, Oregon to Waunakee, Wisconsin.
The flight distance (direct flight from Gresham, OR to Waunakee, WI) is 1,625.55 mi.
1,959 mi = 3,153.18 kms