A few fun, touristy things to do during a weekend in Chicago are:
Lunch or Drinks at The Signature Room..It is up on the 95th Floor and you have the most amazing views of the city!
The second is the Sears Tower (AKA Willis Tower). I’m a little scared of heights, but it was so much fun, and so worth the $22 entrance fee. Plus there is a person in one of the skydecks that will take you photo for you. We bought the downloadable photo, but they lost it! We spoke to customer service and they said that ours was the only one not recorded, so that probably wouldn’t happen again!