University of Chicago pulls a robust intellectual community (81 Nobel Laureates), but there is also a deep intellectual history around the arts and music that transcends the work of the university - something that I'm not sure I can say for a place like Cambridge.
The Art Institute has many of the paintings you might have seen in middle school history books, which is telling in of itself - and while everyone remembers Chicago's jazz, few know that it also invented house music (and a variety of other genres). It's home to many a political movement. It has unparalleled and extremely diverse architecture. The tech scene is doing great - and if any place will upset racial diversity in tech, it will certainly be this city.
People feel like they have a general sense of good will towards their neighbors, without losing the quick pace only a big city will offer you.
Most importantly and to your point - there is a respect for intellectual exchange no matter the discipline - Tech? Economics? Art? Policy? Medicine? Michelin-starred cuisine? I can't think of a field that you can't pursue with confidence in Chicago.
A completely trivial aside - one of the biggest complaints I hear from expats of the Bay Area is a lack of great Mexican food in Boston/Europe/etc. Thanks to a neighborhood called "Little Mexico" (which really does feel like being transported to the Mission), Chicago may be the furthest east you can go while still being able to find authentic Mexican food.