Welcome to Chicago! You will likely get lots of referrals for Prentice Hospital downtown, since they deliver over 12,000 babies per year there. Lots of people I know have good experiences there. However, having delivered both there and at The University of Illinois Medical Center (UIC) I have to say that I thought the care was much better at UIC. They don't have large screen televisions in the rooms like Prentice, but I really appreciated the individual care that I got, especially in the context of helping me have the birth experience that I wanted. They followed my birth plan TO THE LETTER with no questions asked. (For me, this included being able to catch my own baby). I felt well supported and did not feel like I was pushed to accept any unnecessary medical interventions (which frequently happens at Prentice - ask anyone).
If you are a normal healthy woman, I would highly suggest going through the Midwives group at UIC. Charity Cooper, Kathleen Harmon, and Lyn Schaye are the three that I like best. If you are high risk or become high risk, these midwives work with OB/GYNs as a back-up and will refer you or co-manage your care as necessary. There are many reasons to choose a midwife, and if you check one of my previous posts describes the differences between midwives and OB/GYNs, which I won't go into here.
Congratulations on your maybe pregnancy and best of luck.