There are
2,952 mi
from Bridgeport, CT to Milwaukie, OR
That's the driving distance. It would take 2 days 4 hours to go from Bridgeport, Connecticut to Milwaukie, Oregon.
The flight distance (direct flight from Bridgeport, CT to Milwaukie, OR) is 2,463.50 mi.
2,952 mi = 3.22 kms