21 days in Chicago Itinerary

21 days in Chicago Itinerary

Created using Inspirock Chicago journey planner

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1
Chicago
— 20 nights

20
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Do your shopping at Lincoln Park and Chicago Cultural Center. Eschew the tourist crowds and head to The Loop and Basilica of the Sacred Heart. Change things up with these side-trips from Chicago: Jasper-Pulaski Fish and Wildlife Area (in Medaryville), South Bend (Grotto of Our Lady Lourdes, Studebaker National Museum, & more) and Saint Joseph (Silver Beach County Park & St. Joseph Lighthouses). The adventure continues: wander the streets of The Magnificent Mile, get to know the fascinating history of Millennium Park, contemplate in the serene atmosphere at Baha'i House of Worship, and see the interesting displays at Volo Auto Museum.

For other places to visit, photos, ratings, and other tourist information, read Chicago tour itinerary builder .

If you are flying in from Singapore, 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 24th (Thu) early enough to travel back home.

Things to do in Chicago

Parks Museums Historic Sites

Side Trips

South Bend, Racine, Saint Joseph, Volo Auto Museum, Lake Michigan
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
Silver Beach County Park ©
Silver Beach County Park

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