Chicago may have been a "toddling" town when Sinatra visited in the mid-20th century, but it has developed into a world class grown up full of music, art, food, culture and sports. Wherever your interests lie, the city offers memorable things for you to see and do. The city’s excellent public transit system, Divvy bike share program, and accessible lakefront trail make it easy to get from one part of Chicago to the other.
Millennium Park is one of the most extraordinary public spaces in the world. The Art Institute is home to one of the best and most diverse art collections on the planet. Since cold, gray Chicago winters can test tourists, the best time to visit may be in the spring, summer and fall. That way you can see some attractions nd get the lay of the land by boat. The Chicago Architecture Foundation’s River Cruise takes visitors along the Chicago River while knowledgeable docents share the history of Chicago, its architecture and how it became one of the world's most important metro areas. Visit 360 Chicago on a clear day to see the spectacular architecture and shoreline from the 94th floor of the John Hancock Building with a tilting glass lookout 1000 ft. up.
Using Chicago’s Lakefront Trail, it’s possible to stop along the route and view the Monet paintings at The Art Institute or take a picture with The Bean at Millennium Park.
Don't leave without seeing a show at Second City, the same comedy troupe that launched the careers of comedians including Steve Carell, Stephen Colbert, Tina Fey and many other successful comedic talents.