Milwaukee
Lakefront art museum (Calatrava building), Harley Museum, beer culture
Chicago's day trips include Wisconsin's lakes, Indiana Dunes, and a quick Amtrak to Milwaukee.
Lakefront art museum (Calatrava building), Harley Museum, beer culture
Lake Michigan dunes + beach within sight of Chicago skyline
Sandstone canyons + waterfalls — Illinois's best hiking
1840s mining town frozen in time — Ulysses S. Grant's house
Resort town with mansions on the lake — boat tour to see them