crc95 is right about Chicago. My father used to live there and I visited often. He lived out in a suburb and we often took public transportation into town. The city itself is great. Highly recommend the Museum of Science & Industry. The Chicago Symphony is my favorite orchestra. The lake front area is spectacular and he's right about the architecture. The public transportation system has been well known for years and years.

They also have a terrific ice cream shop!! Chicago is a super city. I'm surprised you had a mediocre experience there. Get a couple good guide books and check them out before you go next time. Also check the Tribune when you get there. Not only is it a great newspaper, it gives a lot of information about what's happening in the city.

Just don't go in winter!!