Gold Coast, Streeterville, River north, and West Loop anreas downtown would all fit the bill.  Any place by the airport will be an island with limited options.

I stay in Schaumburg near the mall or on the miracle Mile down town where there are many shops

I would avoid Rosemont or anywhere near O'Hare it appears the Cook County Sheriff's Department is doing a new Vice enforcement in those areas and I've been arresting a lot of people and using copies of their texts as proof of intent it's an ugly business during a lot of marriages.