Adler Planetarium Shots
The Adler Planetarium in Chicago is a magnificent spot for Chicago skyline shots during sunrise overlooking Lake Michigan, or sunset. Aside from using the skyline or Lake Michigan as a backdrop, there is a lot of really cool architecture, stairs, and even a reflective window.
The only drawback is making sure there are no events at Soldier Field, as they will shut down parking up to the Planetarium.
See below for pics.