How are you getting from Milwaukee to New York? That's kind of a big jump for one day.
If you are passing near Southeast Michigan you should hit the Henry Ford Museum/Greendfield Village.
https://www.thehenryford.org/
Taking the auto ferry between Manitowoc Wisconsin and Ludington Michigan would put you on the right track.
http://www.ssbadger.com/
You could even cut through Canada and add another country to your trip. It's pretty common practice around here.
K