Hunter S.
Yelp
Located in old village, a few miles out of the loop/tourist district, this is not the typical museum stop in Chicago. I wouldn't call it a must see, but if you want to know more about Chicago, it's history, neighborhoods, population, and how it became the city it is today, this would be a great start to your Chicago trip.
The main reason I came here is to see the Lincoln death bed. There is also a section on Lincoln's Chicago. There is a prominent, poignant section on the Chicago fire. It tells the history, the rebuilding, and the long term effects on the city, but most impressively the exhibit displays artifacts from the fire: knickknacks, decor, melted buckets of nails, a burned hymnal, even cookies that burned so hot and fast that they turned to charcoal cookies.
There was also a section on polish Chicago, which was so large and detailed that you'd really have to have an interest in the subject.
There were sections on advancement of transport (trains, rail) as well as business (Sears, Montgomery Ward, Oscar Mayer etc). They covered several historical disasters in Chicago.
They had a small superficial exhibit on race and civil rights, though it was whitewashed and weak.
The Chicago blues section was pitiful and put together as an afterthought.
Some displays were oversimplified and almost geared toward kids. There is an actual interactive kids section. If you want to know more about Chicago, this is the place to start. Admission is 19 bucks.