[the urban politician]

For Chicago:

Leaving aside the town where I reside (Libertyville), my choice would be Oak Park, IL.

I’m guessing a lot of Chicago forumers would say Evanston (my number 2 choice), but Evanston is too ritzy, North Shore-y to me, and the skyline just seems generic.

Oak Park feels more grainy, has more charm to me, more comfortable and has the right amount of luxury without seeming snooty. Plus it’s building a lot of skyscrapers.

I would live there if I had to live in another suburb.