Milwaukee’s original Hiawatha departs Chicago By Angela Cotey | October 29, 2013 | Last updated on January 5, 2021 Email Newsletter Get the newest photos, videos, stories, and more from Trains.com brands. Sign-up for email today! Get Updates Class A 4-4-2 No. 2 hauls the Milwaukee Road’s newly launched Hiawatha up the hill and around the curve out of Chicago Union Station in mid-1935. Alexander Maxwell photo Comments+ You must login to submit a comment