There are many companies throughout the city that offer these tours. One tried and true tour is offered through the Wendella Company. They offer various daily cruise rides. While tickets are available on the riverwalk, it is suggested to buy them ahead of time if possible.
There may be a Cubs game while you're in town! Or, if you're feeling like watching a White Sox game before they go extinct, Sofia would argue Comiskey Park (ahem, Guaranteed Rate Field) has better grub. Just no May 25th games, deal?
Visit the famous Chicago Bean or go for a stroll near Buckingham Fountain before popping into this rooftop bar across the street to grab a drink with some seriously spectacular views of the park!
We are lucky to have several museums close by our hotel block and venue. The Field Museum, Adler Planetarium, Shedd Aquarium, and Art Institute are all within a short walk or car ride away from downtown. Kids love the Museum of Science and Industry (a little further away than the others) if you'd like to visit that, too!
A (free) zoo with lots to see and close by the lakefront! Awesome for a nice sunny day to explore.