STAY AWAY FROM MICHIGAN.
I love this state. It is beautiful. There are lakes and forests and all kinds of things to do outside of your house all year round. The mix of urban and rural living is wonderful. The people are hard working blue collar folks who put this country on the road. If you can drink a beer and grill a brat you are going to fit in fine.
Thing is, our economy is in the crapper, and the state government is in the crapper too. Not a great economic environment to be moving into.
Chicago is an amazing city. The gaming community is solid, there are some good stores, you are close to a nostalgic trip to Lake Geneva, and MANY cons are within driving range (I consider Gen Con within driving range to give you an idea). I lived there for 7 years, and if it weren't for the job that's taking me to San Diego, I'd probably be moving back from Michigan to Chicago just for the environment.
Plus Da Bears are in Chicago.