There are
2,165 mi
from Medford, OR to Waunakee, WI
That's the driving distance. It would take 1 day 14 hours to go from Medford, Oregon to Waunakee, Wisconsin.
The flight distance (direct flight from Medford, OR to Waunakee, WI) is 1,685.13 mi.
2,165 mi = 3,484.08 kms