My typical point of entry when I go to Chicago is via Midway airport, then I take a CTA train to the Loop.
I make it a point to sit on the left side of the Orange Line train. I think the sights are more interesting on that side plus you can see the heart of downtown grow bigger by the minute.
Things start to get interesting between Roosevelt and the first clockwise turn into the Loop. It’s possible to look right into the windows of buildings that are just feet away from the tracks.
There’s a scene in the Blues Brothers where Jake goes to Elwood’s place in a rooming house that’s right next to the L track. I always thought that was a Hollywood trick but I was stunned to find out in person that buildings and trains are so close to each other in a few places.
On my last trip to Chicago, I thought I might see something interesting through the windows at Columbia College or at the big HI Chicago Hostel.
Instead, I was regaled with an enormous mural of a moose blowing a gum bubble with perfectly accented picnic tables.
Something so unexpected was a real win to see and even better to capture with my camera.
About the author: I am Stephen Kennedy, an experienced photographer specializing in creating environmental on-location portraits and corporate photo libraries for blue chip companies.