There are
944 mi
from Waukesha, WI to Bridgeport, CT
That's the driving distance. It would take 17 hours 59 mins to go from Waukesha, Wisconsin to Bridgeport, Connecticut.
The flight distance (direct flight from Waukesha, WI to Bridgeport, CT) is 780.01 mi.
944 mi = 1,519.44 kms