Top Things to Do in Chicago

Frank Sinatra sings of Chicago being, “my kind of town.” We can’t say we blame Ol’ Blue Eyes. At its heart, Chicago, in spite of its legendary brutal winters, is an All-American city with international appeal. Rooted in history, sports, architecture and great culinary traditions—old and new—it’s a place where the high-brow and low-brow peacefully co-exist. If you're looking for a quick way to score tickets to Chicago's top destinations, CityPASS offers admission to the city's most popular attractions at a reduced rate, rolled into one ticket price. Start at a Cubs game and end at a haute cocktail lounge. Take a selfie under Cloud Gate, aka “The Bean,” ride the El, go on an architecture cruise, hobnob with a James Beard-winning chef. The endless thread of neighborhoods means that no itinerary ever has to be the same. Whether you’re here on business in the Loop, exercising retail therapy on the Mag Mile or venturing into neighborhoods such as Wicker Park, Lincoln Park or Pilsen, Chicago keeps the options in constant motion.

Sarah Perkins
About the author

Even though she grew up in a small suburb north of Chicago, Sarah knew she was meant for somewhere bigger, more excit...