I know a big tourist attraction in Chicago is Navy Pier, and it is a nice place to go in the summer when you can take a long walk along the pier. However, in the winter, there's not much to it. I'm kind of surprised they don't have more upscale stores - the closest they have to an upscale store is Build-A-Bear (which is a cute place!). I know there is talk about redoing lots of the pier so it's a little more interactive, which I look forward to. If you have young kids, it would be great - the children's museum, Build-A-Bear, McDonalds - but for adults they should definitely increase the activities and shopping.