8 days in Chicago Itinerary

8 days in Chicago Itinerary

Created using Inspirock Chicago trip maker

Make it your trip
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Chicago
— 7 nights

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Chicago

— 7 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Your cultural itinerary includes sights like The Art Institute of Chicago and IL Route 66 Association Hall of Fame & Museum. Explore hidden gems such as The Loop and Chudnow Museum of Yesteryear. Get out of town with these interesting Chicago side-trips: Pontiac (Pontiac-Oakland Automobile Museum & International Wall Dog Mural and Sign Art Museum), Baha'i House of Worship (in Wilmette) and Milwaukee (St. Stanislaus Oratory, Milwaukee Public Museum, &more). The adventure continues: learn about all things military at Cantigny Park, admire the striking features of Holy Name Cathedral, engage your brain at Museum of Science and Industry, and view the masterpieces at Chicago Cultural Center.

To see reviews, photos, ratings, and tourist information, go to the Chicago route builder tool.

If you are flying in from Israel, 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.

Things to do in Chicago

Museums · Historic Sites · Shopping · Neighborhoods

Side Trips