15 days in Chicago Itinerary

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.

Let the collections at The Art Institute of Chicago and Ernest Hemingway Birthplace capture your imagination. Deepen your sense of the past at sights like Frank Lloyd Wright Home and Studio and Cantigny Park. Change things up with these side-trips from Chicago: Willow Springs (Centennial Bike Trail & Little Red Schoolhouse), Milwaukee (Basilica of St. Josaphat & Pabst Mansion) and South Bend (University of Notre Dame, Grotto of Our Lady Lourdes, &more). There's lots more to do: admire the striking features of Frank Lloyd Wright's Unity Temple, steep yourself in history at Frank Lloyd Wright's Robie House, engage your brain at Museum of Science and Industry, and contemplate in the serene atmosphere at Baha'i House of Worship.

For traveler tips, where to stay, ratings, and other tourist information, you can read our Chicago trip itinerary planning app.

If you are flying in from Colombia, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. November in Chicago sees daily highs of 11°C and lows of 1°C at night.