I live in Chicago and just bought a house in Michigan, so this seemed interesting.
A couple things though: 1) it’s not 15000, it’s 5000 a year, if you get Michigan drivers license, move to Michigan permanently, and work for a non Michigan company. 2) it’s only a few zip codes, which, while those town are really nice, are further from Chicago than most people want to drive regularly. We had our limit to an hour, which gets you to New Buffalo/Union Pier, which is not on the list.
Overall, 5k a year isn’t worth my time.