6 days in Chicago Itinerary

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

Do some cultural sightseeing at The Art Institute of Chicago and Basilica of the Sacred Heart. Do your shopping at The Magnificent Mile and Chicago Cultural Center. Get out of town with these interesting Chicago side-trips: Grotto of Our Lady Lourdes (in South Bend), Little Red Schoolhouse (in Willow Springs) and Swallow Cliff Stairs (in Palos Park). There's still lots to do: steep yourself in history at Ernest Hemingway Birthplace, engage your brain at Field Museum, contemplate in the serene atmosphere at Fourth Presbyterian Church, and admire the striking features of Frank Lloyd Wright Home and Studio.

To find more things to do, ratings, and other tourist information, you can read our Chicago trip itinerary maker site .

If you are flying in from Puerto Rico, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. In October in Chicago, expect temperatures between 21°C during the day and 11°C at night. Cap off your sightseeing on the 15th (Tue) early enough to travel back home.